Antioxidant Activity of a Novel Vitamin E Derivative, 2-(α-l-Glucopyranosyl)Methyl-2,5,7,8-TetramethylChroman-6-Ol

Murase, Hironobu; Moon, Jae‐Hak; Yamauchi, Ryo; Katô, Kôji; Kunieda, Tsutomu; Yoshikawa, Toshikazu; Terao, Junji

doi:10.1016/s0891-5849(97)00221-9

Cited by 48 publications

(28 citation statements)

References 38 publications

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“…TMG is a synthetic vitamin E derivative with a chromanol ring, responsible for radical-scavenging activity, like ·-tocopherol, and has excellent antioxidative activity, equal to that of ·-tocopherol (17). In addition, TMG acquires high water-solubility by replacement of the long phytyl side chain of ·-tocopherol with a glucosyl group, which enables it to be carried rapidly to the organs and supplied to tissue (17), and acts as a powerful antioxidant by scavenging both the chaininitiating radicals and chain-propagating radicals generated either in the lipid or in the aqueous phase (36). Therefore, TMG has many advantages as an atioxidant in comparison with ·-tocopherol.…”

Section: Discussionmentioning

confidence: 99%

Effect of a novel water-soluble vitamin E derivative as a cure for TNBS-induced colitis in rats

Isozaki

Yoshida²,

Kuroda³

et al. 2006

Int J Mol Med

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Abstract. Lipid peroxidation mediated by oxygen free radicals plays an important role in the pathogenesis of inflammatory bowel disease (IBD). Vitamin E is a lipid-soluble antioxidant and is generally considered to protect against lipid peroxidation of the cell membrane and to scavenge singlet oxygen and superoxide anion radical. Therefore, vitamin E or its derivatives are expected to have particular application for patients suffering from IBD. The aim of this study was to investigate the antioxidative effects of the water-soluble vitamin E derivative, 2-(·-D-glucopyranosyl)methyl-2,5,7,8-tetra-methylchroman-6-ol(TMG), on the therapy of experimental colitis in rats. Colitis was induced in male Wistar rats weighing 200 g using an enema of trinitrobenzene sulfonic acid (TNBS) dissolved in 50% ethanol; TMG dissolved in physiological saline was injected intra-peritoneally every day from 24 h after the enema of TNBS. The damage score, wet weight of the colon, and increase in body weight were estimated 1 week after the enema of TNBS. Thiobarbituric acid-reactive substances (TBA-RS), an index of lipid peroxidation, and tissue-associated myeloperoxidase (MPO) activity in the colonic mucosa were measured 1 week after the induction of colitis. As a result, increase in body weight was inhibited by the induction of colitis, although the inhibition was reduced in the group treated with TMG. The damage score, wet weight, TBA-RS and MPO activity were increased significantly in the colitis group; however, they were inhibited by the administration of TMG. These results suggest that TMG is effective for the treatment of colitis in rats induced by TNBS. In the future, TMG could be a new therapeutic agent for IBD. IntroductionIt has been proposed that lipid peroxidation mediated by oxygen free radicals plays an important role in the pathogenesis of inflammatory bowel disease (IBD) (1-3), such as Crohn's disease and ulcerative colitis (UC). In rats, the experimental colitis, induced by intracolonic injection of 2,4,6-trinitrobenzene sulfonic acid (TNBS), exhibits clinical, histological, and macroscopic similarities to human IBD, and it is useful for studying the pathophysiology of human IBD (4). We have shown that lipid peroxides are increased significantly in the colonic mucosa (5), and treatment with superoxide dismutase (SOD) improves the colitis score (6). These reports suggested that inhibition of lipid peroxidation or scavenging of oxygen free radicals produces valuable preventive and therapeutic strategies for IBD. Vitamin E is a major lipophilic antioxidant and its excellent antioxidant activity is well recognized (7-10). It has also been reported that vitamin E protects membrane lipids from peroxidation (11,12) and scavenges not only chaincarrying peroxyl radicals but also singlet oxygen (13,14) and superoxide anion radical (15,16). Therefore, vitamin E or its derivatives may be expected to reduce the development of tissue injury in IBD. Murase et al (17) succeeded in the synthesis of a novel water-soluble vitamin E deriva...

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Section: Discussionmentioning

confidence: 99%

Effect of a novel water-soluble vitamin E derivative as a cure for TNBS-induced colitis in rats

Isozaki

Yoshida²,

Kuroda³

et al. 2006

Int J Mol Med

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“…4) TMG was demonstrated to exhibit its activity both in water and lipid phases due to the presence of chromanoxil ring and a short hydrogen tail in its molecule that allowed it to interact with free radicals in cell cytoplasm and cell membrane displaying a high antioxidant activity. 5) Using differential voltammetry we showed also a high TMG antioxidant activity that was nearly two-fold higher than that of ascorbic acid. 6) Besides we have found that the more effective range for its concentration was 0,12-0,60 g/l -1 .…”

Section: Introductionmentioning

confidence: 85%

Effect of Tocopherol-monoglucoside (TMG), a Water-soluble Glycosylated Derivate of Vitamin E, on Hematopoietic Recovery in Irradiated Mice

Чердынцева

Shishkina

Butorin

et al. 2005

JRR

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A preparation of alpha-tocopherol monoglucoside (TMG) administered i.p. at a dose of 600 mg/kg immediately after whole body gamma irradiation was examined for its radioprotective efficacy towards bone marrow and peripheral blood nucleated cells. When mice received X-rays at a dose of 5,6 Gy, a marked decrease in bone marrow karyocytes and a reduction of peripheral leukocytes within the early post-irradiated period were observed. However these changes were attenuated in TMG-treated mice. Significant protection of blood lymphocytes was found for the TMG group of mice. The return to normal value of the reduced blood leukocyte count starting from the 8th day was more rapid in TMG-treated mice than in untreated irradiated mice. TMG administration was found to enhance hematopoietic recovery, as measured by the exceeded nucleated bone marrow cell count due to elevated amount of both lymphoid and granulocytic elements in the TMG-group, in comparison with that of both control irradiated and non-irradiated animals. These findings indicate that the radioprotective effect of TMG is apparently realized through its influence on hematopoietic system.

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“…TMG also shows an excellent antioxidant activity equal to a-tocopherol or ascorbic acid [23]. TMG is presumed to be located within the membrane surface where it can scavenge both chain-initiating radicals and chain-propagating radicals in the lipid phase; TMG also is an efficient antioxidant against radicals generated in the aqueous phase [39]. Therefore, TMG has many advantages as a therapeutic modality in inflammatory bowel disease in comparison with a-tocopherol.…”

Section: Discussionmentioning

confidence: 99%

Effect of a Novel Water-Soluble Vitamin E Derivative, 2-(.ALPHA.-D-Glucopyranosyl)methyl-2,5,7,8-tetramethylchroman-6-ol, on Dextran Sulfate Sodium-Induced Colitis in Mice

Naito

Takagi

Matsuyama

et al. 2002

J. Clin. Biochem. Nutr.

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Antioxidant Activity of a Novel Vitamin E Derivative, 2-(α-l-Glucopyranosyl)Methyl-2,5,7,8-TetramethylChroman-6-Ol

Cited by 48 publications

References 38 publications

Effect of a novel water-soluble vitamin E derivative as a cure for TNBS-induced colitis in rats

Effect of a novel water-soluble vitamin E derivative as a cure for TNBS-induced colitis in rats

Effect of Tocopherol-monoglucoside (TMG), a Water-soluble Glycosylated Derivate of Vitamin E, on Hematopoietic Recovery in Irradiated Mice

Effect of a Novel Water-Soluble Vitamin E Derivative, 2-(.ALPHA.-D-Glucopyranosyl)methyl-2,5,7,8-tetramethylchroman-6-ol, on Dextran Sulfate Sodium-Induced Colitis in Mice

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