Formation of water-soluble vitamin derivatives from lipophilic vitamins by cultured plant cells

Formation of water-soluble vitamin derivatives from lipophilic vitamins by cultured plant cells
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DOI:
10.1016/j.tetlet.2006.02.082
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发表时间:
2006-04-17
影响因子:
1.8
通讯作者:
Hamada, H
Hamada, H
中科院分区:
化学4区
文献类型:
--
作者:
Shimoda, K;Kondo, Y;Hamada, H

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研究了美洲植物和玫瑰花植物细胞对维生素E及其同源物和维生素A的糖基化作用,以制备水溶性维生素衍生物。两个新化合物,2、5、7,8-tetramethyl-2——(4-methylpentyl) chroman-6-yl beta-D-glucopyranoside和2,5,7,8-tetramethyl-2 - (4 8-dimethynonyl) chroman-6-yl beta-D-glucopyranoside,一起2,5,7,8-tetramethyl-2 - (4 8 12-trimethyltridecyl) chroman-6-yl beta-D-glucopyranoside分离培养细胞的p .美国政府的维生素E及其同系物,也就是说,2、5、7,8-tetramethyl-2——6-chromanol (4-methylpentyl),2,5,7,8-四甲基-2-(4,8-二甲基壬基)-6-铬醇和2,5,7,8-四甲基-2-(4,8,12-三甲基三烷基)-6-铬醇(维生素E)。另一方面,C玫瑰糖基化得到两个新化合物,即2,5,7,8-四甲基-2-(4-甲基戊基)-6-基6- o - β -d -葡萄糖吡喃酰基- β -d -葡萄糖吡喃苷和2,5,7,8-四甲基-2-(4,8-二甲基壬基)-6-基6- o - β -d -葡萄糖吡喃酰基- β -d -葡萄糖吡喃苷。此外,这些培养的细胞将维生素A(视黄醇)转化为视黄醇β -13-葡萄糖吡喃苷。(c) 2006 Elsevier Ltd.版权所有。
Glycosylation of vitamin E, its homologues, and vitamin A by Cultured plant cells of Phytolacca americana and Catharanthus roseus was investigated to produce water-soluble vitamin derivatives. Two new compounds, that is, 2,5,7,8-tetramethyl-2-(4-methylpentyl)chroman-6-yl beta-D-glucopyranoside and 2,5,7,8-tetramethyl-2-(4,8-dimethynonyl)chroman-6-yl beta-D-glucopyranoside, together with 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl beta-D-glucopyranoside were isolated from the cultured cells of P. americana following administration of vitamin E and its homologues, that is, 2,5,7,8-tetramethyl-2-(4-methylpentyl)-6-chromanol, 2,5,7,8-tetramethyl-2-(4,8-dmethylnonyl)-6-chromanol and 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol (vitamin E). On the other hand, glycosylation by C roseus gave two new compounds, that is, 2,5,7,8-tetramethyl-2-(4-methylpentyl)chrornan-6-yl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside and 2,5,7,8-tetramethyl-2-(4,8-dimethylnonyl)chroman-6-yl 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside, as well. Furthermore, conversion of vitamin A (retinol) by these cultured cells afforded retinyl beta-13-glucopyranoside. (c) 2006 Elsevier Ltd. All rights reserved.