Department of Biomedical Chemistry, Faculty of Medicine, Oita University, Oita, Japan.
Department of Life Science, Faculty of Science, Okayama University of Science, Kita-ku, Okayama, Japan.
Biosci Biotechnol Biochem. 2021 Jan 7;85(1):103-107. doi: 10.1093/bbb/zbaa004.
The biotransformations of capsaicin and dihydrocapsaicin were investigated using cultured plant cells of Phytolacca americana as biocatalysts. Four products, ie 15-hydroxycapsaicin, dihydrocapsaicin, 15-hydroxydihydrocapsaicin, and capsaicin 4-β-glucoside, were isolated from the suspension cultures of P. americana treated with capsaicin for 3 days, showing that capsaicin was regioselectively hydroxylated, reduced, and glucosylated by cultured P. americana cells. On the other hand, dihydrocapsaicin was regioselectively dehydrogenated, hydroxylated, reduced, and glucosylated to give four products, ie capsaicin, 15-hydroxycapsaicin, 15-hydroxydihydrocapsaicin, and capsaicin 4-β-glucoside, by cultured P. americana cells. In this paper, it is reported, for the first time, that dihydrocapsaicin is converted into 15-hydroxydihydrocapsaicin by plant cultured cells.
用美洲商陆（Phytolacca americana）的培养植物细胞作为生物催化剂，研究了辣椒素和二氢辣椒素的生物转化。从用辣椒素处理 3 天的美洲商陆悬浮培养物中分离出 4 种产物，即 15-羟基辣椒素、二氢辣椒素、15-羟基二氢辣椒素和辣椒素 4-β-葡萄糖苷，表明辣椒素被培养的美洲商陆细胞区域选择性地羟化、还原和糖基化。另一方面，二氢辣椒素被区域选择性地脱氢、羟化、还原和糖基化，生成 4 种产物，即辣椒素、15-羟基辣椒素、15-羟基二氢辣椒素和辣椒素 4-β-葡萄糖苷，由培养的美洲商陆细胞。本文首次报道了二氢辣椒素被植物培养细胞转化为 15-羟基二氢辣椒素。
