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Biotransformation of 4-hydroxybenzen derivatives by Hairy Root Cultures of Polygonum multiflorum Thunb

Journal of Integrative Plant Biology 2007年第2期49卷 207-212页

作者： Chun-Yan Yan Rong-Min Yu Zhang Zhang Ling-Yi Kong Department of Natural Medicinal Chemistry College of Traditional Chinese Medicines China Pharmaceutical University Nanjing 210038 China Department of Natural Medicinal Chemistry and Pharmacognosy College of Pharmacy Jinan University Guangzhou 510632 China

The biotransformation of four 4-hydroxybenzen derivatives （1,4-benzenediol （compound 1）, 4-hydroxybenzaldehyde （compound 2）, 4-hydroxybenzyl alcohol （compound 3） and 4-hydroxybenzoic acid （compound 4）） by the hairy root cultures of Polygonum multiflorum Thunb. as a new biocatalyst was investigated. It was found that the substrates were transformed to their corresponding glucosides, 4-hydroxyphenyl β-D-glucopyranoside （arbutin, compound la）, 4-hydroxymethylphenyl β-D-glucopyranoside （gastrodin, compounds 2a, 3a） and 4-carboxyphenyl α-D- glucopyranoside （compound 4a）, respectively. In the meantime, the hairy roots of P. multiflorum were able to stereoselectively and regioselectively glucosylate phenolic hydroxyl groups of compounds 1-4, but the cultures could not glucosylate the aldehyde group of compound 2 or the benzyllc hydroxyl group of compound 3, and no glucosyl esterification of carboxyl groups of compound 4 was detected. On the other hand, the result also showed that the hairy roots of P. multiflorum were able to reduce the 4-hydroxybenzaldehyde to its corresponding alcohol. This is the first report that substrate 4 has been converted into its α-D-glucopyranoside by a plant biotransformα- tion system.

关键词： 4-hydroxybenzen derivatives arbutin biotransformation gastrodin hairy root cultures Polygonum multiflorum.

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