alpha-tocopheryl succinate
vitamin E succinate
 
Notes:
/tocopherol/ a natural tocopherol and one of the most potent antioxidant tocopherols. it exhibits antioxidant activity by virtue of the phenolic hydrogen on the 2h-1-benzopyran-6-ol nucleus. it has four methyl groups on the 6-chromanol nucleus. the natural d form of alpha-tocopherol is more active than its synthetic dl-alpha-tocopherol racemic mixture. Vitamin E supplement and antioxidant for foodstuffs
  • American International Chemical, LLC.
    • American International Chemical, Inc.
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      AIC is a Framingham, MA based ISO Certified sales and marketing company serving the food, pharmaceutical, nutritional, personal care, biotech, and industrial markets of North America since 1972. Our success is a result of a company culture built on customer needs, along with partnerships with global manufacturers committed to the rigors and demands of the North American market. Our team of 30 Sales Representatives, along with our 19 strategically located warehouses are ready to supply product when and where you need it.
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4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid (Click)
CAS Number: 4345-03-3Picture of molecule
Other: 120246-47-1
ECHA EINECS - REACH Pre-Reg: 224-403-8
FDA UNII: LU4B53JYVE
Nikkaji Web: J24.824J
Beilstein Number: 4038233
MDL: MFCD00072055
XlogP3-AA: 10.20 (est)
Molecular Weight: 530.78938000
Formula: C33 H54 O5
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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FDA Mainterm: ALPHA-TOCOPHEROL ACID SUCCINATE
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Physical Properties:
Appearance: white powder (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 625.00 to  626.00 °C. @ 760.00 mm Hg (est)
Flash Point: 369.00 °F. TCC ( 187.00 °C. ) (est)
logP (o/w): 10.159 (est)
Soluble in:
 water, 6.35e-008 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
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Suppliers:
Aceto
alpha-Tocopheryl Succinate USP
American International Chemical, LLC.
Natural Vitamin E Succinate USP
BOC Sciences
For experimental / research use only.
(+)-a-TOCOPHEROL ACID SUCCINATE 95%
Farbest-Tallman Foods
Natural Vitamin E Succinate
Flavor: bland
This product is suitable for tablets and two piece hard shell capsules as a natural Vitamin E source.
Santa Cruz Biotechnology
For experimental / research use only.
D-a-Tocopheryl Succinate 98%
Sigma-Aldrich: Sigma
For experimental / research use only.
D-a-Tocopheryl Succinate BioXtra, ≥98.0% (HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50  > 7000 mg/kg
Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 273, 1977.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants
Recommendation for alpha-tocopheryl succinate usage levels up to:
 not for fragrance use.
 
Recommendation for alpha-tocopheryl succinate flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to D-a-tocopheryl acid succinate as a source of vitamin E in foods intended for the general population, food supplements and foods for particular nutritional uses
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 4345-03-3
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 20353
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid
Chemidplus: 0004345033
EPA/NOAA CAMEO: hazardous materials
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References:
 4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 4345-03-3
Pubchem (cid): 20353
Pubchem (sid): 134985388
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEMBL: View
KEGG (GenomeNet): D08612
HMDB (The Human Metabolome Database): HMDB33685
FooDB: FDB011788
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antioxidants 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 butanedioic acid (2R-(2R*(4R*,8R*)))-mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
 butanedioic acid mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
 butanedioic acid, mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
 butanedioic acid, mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester, (2R-(2R*(4R*,8R*)))-
 butanedioic acid, mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl] ester
 covitol 1210
mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) butanedioate
(2R-(2R*(4R*,8R*)))-mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl tridecyl)-2H-1-benzopyran-6-yl) butane dioate
[2R-[2R*(4R*,8R*)]]-3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol succinate
mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) butanedioate, (2R-(2R*(4R*,8R*)))-
(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) hydrogen succinate
 succinic acid mono-[(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-yl] ester
 succinic acid, mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) ester, (+)- (8CI)
(±)-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl tridecyl)-6-chromanyl hydrogen succinate
(+)-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl hydrogen succinate
mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) succinate, (+)-
4-oxo-4-({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl}oxy)butanoic acid
4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid
a-tocopherol acid succinate
a-tocopherol acid succinate, D-
a-tocopherol hemisuccinate
a-tocopherol succinate
a-tocopherol, succinate (6CI)
a-tocopheryl acid succinate
D-a-tocopheryl acid succinate
a-tocopheryl hydrogen succinate
alpha-tocopheryl hydrogen succinate
(+)-a-tocopheryl succinate
a-tocopheryl succinate
D-a-tocopheryl succinate
D-alpha-tocopheryl succinate
dextro-alpha-tocopheryl succinate
3-{[(2R)-2-((4R,8R)-4,8,12-trimethyltridecyl)-2,5,7,8-tetramethylchroman-6-yl]oxycarbonyl}propanoic acid
 vitamin E acid succinate
 vitamin E hemisuccinate
 vitamin E succinate
 vitamine E succinate
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Articles:
PubMed: RRR-α-tocopheryl succinate induces apoptosis in human gastric cancer cells via the NF-κB signaling pathway.
PubMed: Inhibition of mitochondrial glycerol-3-phosphate dehydrogenase by α-tocopheryl succinate.
PubMed: Targeted cancer theranostics using alpha-tocopheryl succinate-conjugated multifunctional dendrimer-entrapped gold nanoparticles.
PubMed: α-Tocopheryl succinate pre-treatment attenuates quinone toxicity in prostate cancer PC3 cells.
PubMed: Nanoparticles consisting of tocopheryl succinate are a novel drug-delivery system with multifaceted antitumor activity.
PubMed: The role of alpha tocopheryl succinate (α-TOS) as a potential anticancer agent.
PubMed: Mitochondrial targeting of α-tocopheryl succinate enhances its anti-mesothelioma efficacy.
PubMed: Indoleamine-2,3-dioxygenase elevated in tumor-initiating cells is suppressed by mitocans.
PubMed: Targeting mitochondria by α-tocopheryl succinate overcomes hypoxia-mediated tumor cell resistance to treatment.
PubMed: Influence of critical parameters of nanosuspension formulation on the permeability of a poorly soluble drug through the skin--a case study.
PubMed: Alteration of α-tocopherol-associated protein (TAP) expression in human breast epithelial cells during breast cancer development.
PubMed: Mitochondrial targeting overcomes ABCA1-dependent resistance of lung carcinoma to α-tocopheryl succinate.
PubMed: Alpha-tocopheryl succinate inhibits autophagic survival of prostate cancer cells induced by vitamin K3 and ascorbate to trigger cell death.
PubMed: Mitochondrial Pathway of α-Tocopheryl Succinate-Induced Apoptosis in Human Epidermoid Carcinoma A431 Cells.
PubMed: α-Tocopheryl Succinate Inhibits Osteoclast Formation by Suppressing Receptor Activator of Nuclear Factor-kappaB Ligand (RANKL) Expression and Bone Resorption.
PubMed: Cyclooxygenase-2/prostaglandin E₂ inducing effects of α-tocopheryl polyethylene glycol succinate in lung epithelial cells.
PubMed: Engineering of blended nanoparticle platform for delivery of mitochondria-acting therapeutics.
PubMed: Contrasting effects of α-tocopheryl succinate on cisplatin- and etoposide-induced apoptosis.
PubMed: Efficacy and biodistribution of tocopheryl polyethylene glycol succinate noncovalent functionalized single walled nanotubes loading doxorubicin in sarcoma bearing mouse model.
PubMed: Crosstalk between endoplasmic reticulum stress and oxidative stress in apoptosis induced by α-tocopheryl succinate in human gastric carcinoma cells.
PubMed: Development of a novel drug delivery system consisting of an antitumor agent tocopheryl succinate.
PubMed: Molecular mechanism for the selective impairment of cancer mitochondrial function by a mitochondrially targeted vitamin E analogue.
PubMed: Inhibition of NF-κB nuclear translocation via HO-1 activation underlies α-tocopheryl succinate toxicity.
PubMed: Comparison of three tocopherol analogs as an inhibitor of production of proinflammatory mediators in macrophages.
PubMed: Targeting mitochondria by α-tocopheryl succinate kills neuroblastoma cells irrespective of MycN oncogene expression.
PubMed: α-Tocopheryloxyacetic acid is superior to α-tocopheryl succinate in suppressing HER2-high breast carcinomas due to its higher stability.
PubMed: Mitochondrially targeted α-tocopheryl succinate is antiangiogenic: potential benefit against tumor angiogenesis but caution against wound healing.
PubMed: (+)α-Tocopheryl succinate inhibits the mitochondrial respiratory chain complex I and is as effective as arsenic trioxide or ATRA against acute promyelocytic leukemia in vivo.
PubMed: Formulation and in vitro evaluation of quercetin loaded polymeric micelles composed of pluronic P123 and D-a-tocopheryl polyethylene glycol succinate.
PubMed: Purification of d-a-tocopheryl polyethylene glycol 1000 succinate (TPGS) by a temperature-modulated silica gel column chromatography: use of Taguchi method to optimize purification conditions.
PubMed: Affinity of vitamin E analogues for the ubiquinone complex II site correlates with their toxicity to cancer cells.
PubMed: Alpha-tocopheryl succinate enhances doxorubicin-induced apoptosis in human gastric cancer cells via promotion of doxorubicin influx and suppression of doxorubicin efflux.
PubMed: Nano self-assembly of recombinant human gelatin conjugated with α-tocopheryl succinate for Hsp90 inhibitor, 17-AAG, delivery.
PubMed: Mitochondrial targeting of α-tocopheryl succinate enhances its pro-apoptotic efficacy: a new paradigm for effective cancer therapy.
PubMed: Investigating the stability of the nonionic surfactants tocopheryl polyethylene glycol succinate and sucrose laurate by HPLC-MS, DAD, and CAD.
PubMed: Hippo/Mst1 stimulates transcription of the proapoptotic mediator NOXA in a FoxO1-dependent manner.
PubMed: α-Tocopheryl succinate induces apoptosis in erbB2-expressing breast cancer cell via NF-κB pathway.
PubMed: Redox-silent tocotrienol esters as breast cancer proliferation and migration inhibitors.
PubMed: Nanoparticles of Poly(Lactide-Co-Glycolide)-d-a-Tocopheryl Polyethylene Glycol 1000 Succinate Random Copolymer for Cancer Treatment.
PubMed: Analogs of vitamin E epitomized by alpha-tocopheryl succinate for pancreatic cancer treatment: in vitro results induce caution for in vivo applications.
PubMed: Endoplasmic reticulum stress contributes to vitamin E succinate-induced apoptosis in human gastric cancer SGC-7901 cells.
PubMed: alpha-Tocopheryl succinate promotes selective cell death induced by vitamin K3 in combination with ascorbate.
PubMed: alpha-Tocopheryl succinate causes mitochondrial permeabilization by preferential formation of Bak channels.
PubMed: Gamma- and delta-tocotrienols exert a more potent anticancer effect than alpha-tocopheryl succinate on breast cancer cell lines irrespective of HER-2/neu expression.
PubMed: Involvement of Ca2+ and ROS in alpha-tocopheryl succinate-induced mitochondrial permeabilization.
PubMed: Lyophilised liposome-based formulations of alpha-tocopheryl succinate: preparation and physico-chemical characterisation.
PubMed: Tocopheryl succinate-based lipid nanospheres for paclitaxel delivery: preparation, characters, and in vitro release kinetics.
PubMed: [Anticancer mechanisms of vitamin E succinate].
PubMed: alpha-Tocopheryl succinate as a scaffold to develop potent inhibitors of breast cancer cell adhesion.
PubMed: Bid integrates intrinsic and extrinsic signaling in apoptosis induced by alpha-tocopheryl succinate in human gastric carcinoma cells.
PubMed: Alpha-tocopheryl succinate induces rapid and reversible phosphatidylserine externalization in histiocytic lymphoma through the caspase-independent pathway.
PubMed: Alpha-tocopheryl succinate potentiates the paclitaxel-induced apoptosis through enforced caspase 8 activation in human H460 lung cancer cells.
PubMed: Liposomal formulation of alpha-tocopheryl maleamide: in vitro and in vivo toxicological profile and anticancer effect against spontaneous breast carcinomas in mice.
PubMed: alpha-Tocopheryl succinate and derivatives mediate the transcriptional repression of androgen receptor in prostate cancer cells by targeting the PP2A-JNK-Sp1-signaling axis.
PubMed: Suppression of tumor growth in vivo by the mitocan alpha-tocopheryl succinate requires respiratory complex II.
PubMed: Targeting of cancer energy metabolism.
PubMed: Vitamin E analogues as mitochondria-targeting compounds: from the bench to the bedside?
PubMed: Apoptosis induction by (+)alpha-tocopheryl succinate in the absence or presence of all-trans retinoic acid and arsenic trioxide in NB4, NB4-R2 and primary APL cells.
PubMed: Combination of vitamin E and selenium causes an induction of apoptosis of human prostate cancer cells by enhancing Bax/Bcl-2 ratio.
PubMed: Alpha-tocopheryl succinate induces apoptosis by targeting ubiquinone-binding sites in mitochondrial respiratory complex II.
PubMed: Vitamin E analogues inhibit angiogenesis by selective induction of apoptosis in proliferating endothelial cells: the role of oxidative stress.
PubMed: Alpha-Tocopheryl succinate: toxicity and lack of anti-tumour activity in immuno-competent mice.
PubMed: alpha-Tocopheryl succinate inhibits angiogenesis by disrupting paracrine FGF2 signalling.
PubMed: Vitamin E analogues and immune response in cancer treatment.
PubMed: Stabilization of cranberry anthocyanins in nutraceutical capsules.
PubMed: Solubility of α-Tocopheryl Succinate in Supercritical Carbon Dioxide Using Offline HPLC-MS/MS Analysis.
PubMed: A peptide conjugate of vitamin E succinate targets breast cancer cells with high ErbB2 expression.
PubMed: Mitocans as anti-cancer agents targeting mitochondria: lessons from studies with vitamin E analogues, inhibitors of complex II.
PubMed: [Proapoptotic action of alpha-tocopheryl succinate in rat thymocytes is conditioned by the inhibition of mitochondrial succinate dehydrogenase].
PubMed: Vitamin E analogs, a novel group of "mitocans," as anticancer agents: the importance of being redox-silent.
PubMed: Alpha-tocopheryl succinate sensitizes human colon cancer cells to exisulind-induced apoptosis.
PubMed: Alpha-vitamin E derivative, RRR-alpha-tocopheryloxybutyric acid inhibits the proliferation of prostate cancer cells.
PubMed: Alpha-tocopheryl succinate (alpha-TOS) modulates human prostate LNCaP xenograft growth and gene expression in BALB/c nude mice fed two levels of dietary soybean oil.
PubMed: Alpha-tocopheryl phosphate is a novel apoptotic agent.
PubMed: Augmented suppression of androgen receptor signaling by a combination of alpha-tocopheryl succinate and methylseleninic acid.
PubMed: Dietary administration of the proapoptotic vitamin E analogue alpha-tocopheryloxyacetic acid inhibits metastatic murine breast cancer.
PubMed: Molecular mechanism of 'mitocan'-induced apoptosis in cancer cells epitomizes the multiple roles of reactive oxygen species and Bcl-2 family proteins.
PubMed: Novel antioxidant technology for prostate cancer chemoprevention and treatment.
PubMed: alpha-Tocopheryl succinate-induced apoptosis in human gastric cancer cells is modulated by ERK1/2 and c-Jun N-terminal kinase in a biphasic manner.
PubMed: Vitamin E analogues as anticancer agents: lessons from studies with alpha-tocopheryl succinate.
PubMed: Beneficial effect of alpha-tocopheryl succinate in rat cardiac transplants.
PubMed: Alpha-tocopheryl succinate, in contrast to alpha-tocopherol and alpha-tocopheryl acetate, inhibits prostaglandin E2 production in human lung epithelial cells.
PubMed: Flavonoids and vitamin E reduce the release of the angiogenic peptide vascular endothelial growth factor from human tumor cells.
PubMed: Role of thioredoxin-1 in apoptosis induction by alpha-tocopheryl succinate and TNF-related apoptosis-inducing ligand in mesothelioma cells.
PubMed: Tocopherol-associated protein-1 accelerates apoptosis induced by alpha-tocopheryl succinate in mesothelioma cells.
PubMed: Chemo-immunotherapy of breast cancer using vesiculated alpha-tocopheryl succinate in combination with dendritic cell vaccination.
PubMed: Alpha-tocopheryl succinate induces DR4 and DR5 expression by a p53-dependent route: implication for sensitisation of resistant cancer cells to TRAIL apoptosis.
PubMed: Cytotoxicity of alpha-tocopheryl succinate, malonate and oxalate in normal and cancer cells in vitro and their anti-cancer effects on mouse melanoma in vivo.
PubMed: alpha-Tocopheryl succinate induces apoptosis in prostate cancer cells in part through inhibition of Bcl-xL/Bcl-2 function.
PubMed: Low and high levels of alpha-tocopherol exert opposite effects on IL-2 possibly through the modulation of PPAR-gamma, IkappaBalpha, and apoptotic pathway in activated splenocytes.
PubMed: Alpha-tocopheryl succinate alters cell cycle distribution sensitising human osteosarcoma cells to methotrexate-induced apoptosis.
PubMed: Synthesis and study of the cancer cell growth inhibitory properties of alpha-, gamma-tocopheryl and gamma-tocotrienyl 2-phenylselenyl succinates.
PubMed: 5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-trifluoromethylpyrazole acts in a reactive oxygen species-dependent manner to suppress human lung cancer growth.
PubMed: Cytotoxicity of liposomal alpha-tocopheryl succinate towards hamster cheek pouch carcinoma (HCPC-1) cells in culture.
PubMed: Enhanced anticancer efficacy of alpha-tocopheryl succinate by conjugation with polyethylene glycol.
PubMed: Vesiculated alpha-tocopheryl succinate enhances the anti-tumor effect of dendritic cell vaccines.
PubMed: Alpha-tocopheryl succinate selectively induces apoptosis in neuroblastoma cells: potential therapy of malignancies of the nervous system?
PubMed: [Effective molecular form of alpha-tocopheryl succinate in inducing apoptosis of SGC-7901 cells].
PubMed: Angiotensin II protects cultured midbrain dopaminergic neurons against rotenone-induced cell death.
PubMed: Tocotrienol inhibits proliferation of human Tenon's fibroblasts in vitro: a comparative study with vitamin E forms and mitomycin C.
PubMed: Pharmacokinetics and tissue distribution of d-alpha-tocopheryl succinate formulations following intravenous administration in the rat.
PubMed: Vitamin E amides, a new class of vitamin E analogues with enhanced proapoptotic activity.
PubMed: Alpha-tocopheryl succinate induces cytostasis and apoptosis in osteosarcoma cells: the role of E2F1.
PubMed: Alpha-tocopheryl succinate inhibits malignant mesothelioma by disrupting the fibroblast growth factor autocrine loop: mechanism and the role of oxidative stress.
PubMed: Importance of chroman ring and tyrosine phosphorylation in the subtype-specific translocation and activation of diacylglycerol kinase alpha by D-alpha-tocopherol.
PubMed: Cellular and molecular effects of alpha-tocopheryloxybutyrate: lessons for the design of vitamin E analog for cancer prevention.
PubMed: Up-regulation of c-Jun-NH2-kinase pathway contributes to the induction of mitochondria-mediated apoptosis by alpha-tocopheryl succinate in human prostate cancer cells.
PubMed: Hepatic processing determines dual activity of alpha-tocopheryl succinate: a novel paradigm for a shift in biological activity due to pro-vitamin-to-vitamin conversion.
PubMed: Potentiation by alpha-tocopheryl succinate of the etoposide response in multidrug resistance protein 1-expressing glioblastoma cells.
PubMed: Vitamin E analogs trigger apoptosis in HER2/erbB2-overexpressing breast cancer cells by signaling via the mitochondrial pathway.
PubMed: Vitamin E and breast cancer.
PubMed: Multiple dietary antioxidants enhance the efficacy of standard and experimental cancer therapies and decrease their toxicity.
PubMed: Chemopreventive effect of dietary d-alpha-tocopheryl succinate supplementation on precancer colon aberrant crypt formation and vitamin E analogue levels in young and old rats.
PubMed: Comparison of vitamin E derivatives alpha-TEA and VES in reduction of mouse mammary tumor burden and metastasis.
PubMed: Role of reactive oxygen species in the induction of apoptosis by alpha-tocopheryl succinate.
PubMed: Differential response of human ovarian cancer cells to induction of apoptosis by vitamin E Succinate and vitamin E analogue, alpha-TEA.
PubMed: Pro-apoptotic mechanisms of action of a novel vitamin E analog (alpha-TEA) and a naturally occurring form of vitamin E (delta-tocotrienol) in MDA-MB-435 human breast cancer cells.
PubMed: Inhibition of lung carcinoma cell growth by high density lipoprotein-associated alpha-tocopheryl-succinate.
PubMed: Vitamin E analogues: a new class of inducers of apoptosis with selective anti-cancer effects.
PubMed: alpha-Tocopheryl succinate inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors.
PubMed: Structural characteristic of terminal dicarboxylic moiety required for apoptogenic activity of alpha-tocopheryl esters.
PubMed: Alpha-tocopheryl succinate and TRAIL selectively synergise in induction of apoptosis in human malignant mesothelioma cells.
PubMed: RRR-alpha-tocopheryl succinate inhibits human prostate cancer cell invasiveness.
PubMed: A vitamin E analogue suppresses malignant mesothelioma in a preclinical model: a future drug against a fatal neoplastic disease?
PubMed: alpha-Tocopheryl succinate sensitizes established tumors to vaccination with nonmatured dendritic cells.
PubMed: Enhancement of nitric oxide and superoxide generations by alpha-tocopheryl succinate and its apoptotic and anticancer effects.
PubMed: Antioxidant supplementation preserves antioxidant response in physical training and low antioxidant intake.
PubMed: alpha-Tocopheryl succinate activates protein kinase C in cellular and cell-free systems.
PubMed: Vitamin E succinate and cancer treatment: a vitamin E prototype for selective antitumour activity.
PubMed: Synergy between selenium and vitamin E in apoptosis induction is associated with activation of distinctive initiator caspases in human prostate cancer cells.
PubMed: Prostaglandin E2 production and T cell function after fish-oil supplementation: response to antioxidant cosupplementation.
PubMed: Inhibition of tumour necrosis factor-alpha and interleukin 6 production by mononuclear cells following dietary fish-oil supplementation in healthy men and response to antioxidant co-supplementation.
PubMed: Vitamin E analogues as inducers of apoptosis: structure-function relation.
PubMed: RRR-alpha-tocopheryl succinate-induced apoptosis of human breast cancer cells involves Bax translocation to mitochondria.
PubMed: Mitochondria play a central role in apoptosis induced by alpha-tocopheryl succinate, an agent with antineoplastic activity: comparison with receptor-mediated pro-apoptotic signaling.
PubMed: Alpha-tocopheryl succinate, the most effective form of vitamin E for adjuvant cancer treatment: a review.
PubMed: An in vitro examination of the impact of polyethylene glycol 400, Pluronic P85, and vitamin E d-alpha-tocopheryl polyethylene glycol 1000 succinate on P-glycoprotein efflux and enterocyte-based metabolism in excised rat intestine.
PubMed: RRR-alpha-tocopheryl succinate induction of DNA synthesis arrest of human MDA-MB-435 cells involves TGF-beta-independent activation of p21Waf1/Cip1.
PubMed: The effect of various vitamin E derivatives on the urokinase-plasminogen activator system of ovine macrophages and neutrophils.
PubMed: Alpha-tocopheryl succinate sensitises a T lymphoma cell line to TRAIL-induced apoptosis by suppressing NF-kappaB activation.
PubMed: Cholesteryl-hemisuccinate-induced apoptosis of promyelocytic leukemia HL-60 cells through a cyclosporin A-insensitive mechanism.
PubMed: Vitamin E succinate inhibits human prostate cancer cell growth via modulating cell cycle regulatory machinery.
PubMed: Free radical scavenging and skin penetration of troxerutin and vitamin derivatives.
PubMed: D-alpha-tocopheryl succinate (vitamin E) enhances radiation-induced chromosomal damage levels in human cancer cells, but reduces it in normal cells.
PubMed: Prostaglandin E2 is involved in the increase of cytochrome P-450 2B1 expression by alpha-tocopheryl succinate in primary rat hepatocytes in the presence of phenobarbital.
PubMed: Alpha-tocopheryl succinate epitomizes a compound with a shift in biological activity due to pro-vitamin-to-vitamin conversion.
PubMed: Vitamin E succinate inhibits the function of androgen receptor and the expression of prostate-specific antigen in prostate cancer cells.
PubMed: Role of extracellular signal-regulated kinase pathway in RRR-alpha-tocopheryl succinate-induced differentiation of human MDA-MB-435 breast cancer cells.
PubMed: Vitamin E succinate is a potent novel antineoplastic agent with high selectivity and cooperativity with tumor necrosis factor-related apoptosis-inducing ligand (Apo2 ligand) in vivo.
PubMed: Alpha-tocopheryl succinate, an agent with in vivo anti-tumour activity, induces apoptosis by causing lysosomal instability.
PubMed: RRR-alpha-tocopheryl succinate inhibits human gastric cancer SGC-7901 cell growth by inducing apoptosis and DNA synthesis arrest.
PubMed: Inhibitory effects of RRR-alpha-tocopheryl succinate on benzo(a)pyrene (B(a)P)-induced forestomach carcinogenesis in female mice.
PubMed: Alpha tocopheryl succinate, retinoic acid and polar carotenoids enhanced the growth-inhibitory effect of a cholesterol-lowering drug on immortalized and transformed nerve cells in culture.
PubMed: Tocotrienol is the most effective vitamin E for reducing endothelial expression of adhesion molecules and adhesion to monocytes.
PubMed: Vitamin E succinate protects hepatocytes against the toxic effect of reactive oxygen species generated at mitochondrial complexes I and III by alkylating agents.
PubMed: RRR-alpha-tocopheryl succinate induces MDA-MB-435 and MCF-7 human breast cancer cells to undergo differentiation.
PubMed: Vitamin E analogues as inducers of apoptosis: implications for their potential antineoplastic role.
PubMed: Activation of extracellular signal-regulated kinase and c-Jun-NH(2)-terminal kinase but not p38 mitogen-activated protein kinases is required for RRR-alpha-tocopheryl succinate-induced apoptosis of human breast cancer cells.
PubMed: Mitochondrial electron transport inhibitors cause lipid peroxidation-dependent and -independent cell death: protective role of antioxidants.
PubMed: Coenzyme Q blocks biochemical but not receptor-mediated apoptosis by increasing mitochondrial antioxidant protection.
PubMed: Effects of topical and oral vitamin E on pigmentation and skin cancer induced by ultraviolet irradiation in Skh:2 hairless mice.
PubMed: Vitamin E reduces lipid peroxidation in experimental hepatotoxicity in rats.
PubMed: Inhibition of inflammatory endothelial responses by a pathway involving caspase activation and p65 cleavage.
PubMed: Hydrolysis of tocopheryl and retinyl esters by porcine carboxyl ester hydrolase is affected by their carboxylate moiety and bile acids.
PubMed: Interfacial properties of phosphatidylcholine bilayers containing vitamin E derivatives.
PubMed: Inhibition of heart mitochondrial lipid peroxidation by non-toxic concentrations of carvedilol and its analog BM-910228.
PubMed: Induction of cancer cell apoptosis by alpha-tocopheryl succinate: molecular pathways and structural requirements.
PubMed: Selective cancer cell killing by alpha-tocopheryl succinate.
PubMed: Inhibition of tert-butyl hydroperoxide-induced cell membrane bleb formation by alpha-tocopherol and glutathione.
PubMed: Mechanism of alpha-tocopheryl succinate-induced apoptosis of promyelocytic leukemia cells.
PubMed: Lipoprotein-associated alpha-tocopheryl-succinate inhibits cell growth and induces apoptosis in human MCF-7 and HBL-100 breast cancer cells.
PubMed: Vitamin E succinate induces apoptosis in human prostate cancer cells: role for Fas in vitamin E succinate-triggered apoptosis.
PubMed: Vitamin E (d-alpha-tocopheryl succinate) decreases mitotic accumulation in gamma-irradiated human tumor, but not in normal, cells.
PubMed: Induction of apoptosis in human breast cancer cells by tocopherols and tocotrienols.
PubMed: alpha-tocopheryl succinate-induced apoptosis in Jurkat T cells involves caspase-3 activation, and both lysosomal and mitochondrial destabilisation.
PubMed: High doses of multiple antioxidant vitamins: essential ingredients in improving the efficacy of standard cancer therapy.
PubMed: Vitamin E succinate (VES) induces Fas sensitivity in human breast cancer cells: role for Mr 43,000 Fas in VES-triggered apoptosis.
PubMed: RRR-alpha-tocopheryl succinate induction of prolonged activation of c-jun amino-terminal kinase and c-jun during induction of apoptosis in human MDA-MB-435 breast cancer cells.
PubMed: Inhibition of NF-kappa B transcriptional activity by alpha-tocopheryl succinate.
PubMed: alpha-Tocopheryl succinate inhibits monocytic cell adhesion to endothelial cells by suppressing NF-kappa B mobilization.
PubMed: c-Jun involvement in vitamin E succinate induced apoptosis of reticuloendotheliosis virus transformed avian lymphoid cells.
PubMed: Involvement of activator protein-1 (AP-1) in induction of apoptosis by vitamin E succinate in human breast cancer cells.
PubMed: Evidence for role of transforming growth factor-beta in RRR-alpha-tocopheryl succinate-induced apoptosis of human MDA-MB-435 breast cancer cells.
PubMed: RRR-alpha-tocopheryl succinate inhibits EL4 thymic lymphoma cell growth by inducing apoptosis and DNA synthesis arrest.
PubMed: alpha-tocopherol ameliorates oxidant injury in isolated copper-overloaded rat hepatocytes.
PubMed: RRR-alpha-tocopheryl succinate enhances TGF-beta 1, -beta 2, and -beta 3 and TGF-beta R-II expression by human MDA-MB-435 breast cancer cells.
PubMed: Importance of the form of topical vitamin E for prevention of photocarcinogenesis.
PubMed: Effect of individual and multiple antioxidant vitamins on growth and morphology of human nontumorigenic and tumorigenic parotid acinar cells in culture.
PubMed: RRR-alpha-tocopheryl succinate induces apoptosis in avian retrovirus-transformed lymphoid cells.
PubMed: Modulation of murine EL-4 thymic lymphoma cell proliferation and cytokine production by vitamin E succinate.
PubMed: Biokinetics in humans of RRR-alpha-tocopherol: the free phenol, acetate ester, and succinate ester forms of vitamin E.
PubMed: Generation of hydroperoxides in isolated rat hepatocytes and hepatic mitochondria exposed to hydrophobic bile acids.
PubMed: alpha-Tocopherol and trolox block the early intracellular events (TBARS and calcium rises) elicited by oxidized low density lipoproteins in cultured endothelial cells.
PubMed: RRR-alpha-tocopheryl succinate inhibits DNA synthesis and enhances the production and secretion of biologically active transforming growth factor-beta by avian retrovirus-transformed lymphoid cells.
PubMed: RRR-alpha-tocopheryl succinate inhibits the proliferation of human prostatic tumor cells with defective cell cycle/differentiation pathways.
PubMed: Vitamin E succinate induction of HL-60 cell adhesion: a role for fibronectin and a 72-kDa fibronectin-binding molecule.
PubMed: Metabolism of tritiated D-alpha-tocopherol and D-alpha-tocopheryl succinate in intraruminally dosed sheep.
PubMed: The selective antiproliferative effects of alpha-tocopheryl hemisuccinate and cholesteryl hemisuccinate on murine leukemia cells result from the action of the intact compounds.
PubMed: Modification of the expression of adenosine 3',5'-cyclic monophosphate-induced differentiated functions in neuroblastoma cells by beta-carotene and D-alpha-tocopheryl succinate.
PubMed: The protective but nonsynergistic effect of dietary beta-carotene and vitamin E on skin tumorigenesis in Skh mice.
PubMed: Tissue alpha-tocopherol concentrations following supplementation with various forms of vitamin E in sheep.
PubMed: Modification of the effect of tamoxifen, cis-platin, DTIC, and interferon-alpha 2b on human melanoma cells in culture by a mixture of vitamins.
PubMed: Inhibition of NF-kappa B DNA binding activity by alpha-tocopheryl succinate.
PubMed: Vitamins regulate gene expression and induce differentiation and growth inhibition in cancer cells. Their relevance in cancer prevention.
PubMed: Inhibition of NF-kappa B activation by vitamin E derivatives.
PubMed: Evidence for involvement of oxygen free radicals in bile acid toxicity to isolated rat hepatocytes.
PubMed: RRR-alpha-tocopheryl succinate induced interleukin-2 production by avian splenic T lymphocytes and murine EL-4 thymic lymphoma cells.
PubMed: RRR-alpha-tocopheryl succinate inhibition of lectin-induced T cell proliferation.
PubMed: RRR-alpha-tocopheryl succinate inhibits proliferation and enhances secretion of transforming growth factor-beta (TGF-beta) by human breast cancer cells.
PubMed: Serum total cholesterol, high-density lipoprotein-cholesterol and triglyceride concentrations in lambs following supplementation with various forms of tocopherol.
PubMed: Effects of RRR-alpha-tocopheryl succinate on IL-1 and PGE2 production by macrophages.
PubMed: Vitamin E and cancer prevention: recent advances and future potentials.
PubMed: Bioavailability of vitamin E compounds in lambs.
PubMed: RRR-alpha-tocopheryl succinate modulation of human promyelocytic leukemia (HL-60) cell proliferation and differentiation.
PubMed: Plasma alpha-tocopherol profiles in sheep after oral administration of dl-alpha-tocopheryl acetate and d-alpha-tocopheryl succinate.
PubMed: Cadmium toxicity: unique cytoprotective properties of alpha tocopheryl succinate in hepatocytes.
PubMed: RRR-alpha-tocopheryl succinate enhances T cell mitogen-induced proliferation and reduces suppressor activity in spleen cells derived from AEV-infected chickens.
PubMed: New opportunities with neuronal cultures to study the mechanisms of neurotoxic injuries.
PubMed: Effect of vitamin E succinate and a cAMP-stimulating agent on the expression of c-myc and N-myc and H-ras in murine neuroblastoma cells.
PubMed: Decreased expressions of c-myc and H-ras oncogenes in vitamin E succinate induced morphologically differentiated murine B-16 melanoma cells in culture.
PubMed: Beta-carotene induces morphological differentiation and decreases adenylate cyclase activity in melanoma cells in culture.
PubMed: Lipid peroxidation in rat tissue slices: effect of dietary vitamin E, corn oil-lard and menhaden oil.
PubMed: Effect of dietary lipids and vitamin E on in vitro lipid peroxidation in rat liver and kidney homogenates.
PubMed: Alpha-tocopheryl succinate protects hepatocytes from chemical-induced toxicity under physiological calcium conditions.
PubMed: Effect of D, alpha-tocopheryl succinate and polyethylene glycol on performance tests after fluid percussion brain injury.
PubMed: Induction of differentiated phenotypes in melanoma cells by a combination of an adenosine 3',5'-cyclic monophosphate stimulating agent and D-alpha tocopheryl succinate.
PubMed: Uptake of intact TPGS (d-alpha-tocopheryl polyethylene glycol 1000 succinate) a water-miscible form of vitamin E by human cells in vitro.
PubMed: Combined effect of adenosine 3',5'-cyclic monophosphate stimulating agents, vitamin E succinate, and heat on the survival of murine B-16 melanoma cells in culture.
PubMed: Effect of alpha tocopheryl succinate on adenylate cyclase activity in murine neuroblastoma cells in culture.
PubMed: Effect of alpha tocopheryl succinate on cyclic AMP-dependent protein kinase activity in murine B-16 melanoma cells in culture.
PubMed: Alpha tocopheryl succinate inhibits melanocyte-stimulating hormone (MSH)-sensitive adenylate cyclase activity in melanoma cells.
PubMed: Vitamin E protection against chemical-induced cell injury. II. Evidence for a threshold effect of cellular alpha-tocopherol in prevention of adriamycin toxicity.
PubMed: Vitamin E protection against chemical-induced cell injury. I. Maintenance of cellular protein thiols as a cytoprotective mechanism.
PubMed: A role of vitamin E in protection against cell injury. Maintenance of intracellular glutathione precursors and biosynthesis.
PubMed: Relationship between cellular calcium and vitamin E metabolism during protection against cell injury.
PubMed: Effects of dl-alpha-tocopheryl succinate in combination with sodium butyrate and cAMP stimulating agent on neuroblastoma cells in culture.
PubMed: Serum concentrations of alpha-tocopherol after ingestion of various vitamin E preparations.
PubMed: dl-alpha-Tocopheryl succinate enhances the effect of gamma-irradiation on neuroblastoma cells in culture.
PubMed: Study on the specificity of alpha-tocopheryl (vitamin E) acid succinate effects on melanoma, glioma and neuroblastoma cells in culture.
PubMed: Biological activity of all-rac-a-tocopherol and RRR-a-tocopherol determined by three different rat bioassays.
PubMed: Induction of macrostome formation in Blepharisma americanum (Suzuki, 1954) by alpha-tocopheryl succinate.
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