Glycosylation of capsaicin and 8-nordihydrocapsaicin by cultured cells of Catharanthus roseus

• DOI: 10.1016/j.phytochem.2007.03.005
• Publication Date: 2007-04-21T11:10:21Z
• Authors: Kei Shimoda; Soonil Kwon; Akiko Utsuki; Shingo Ohiwa; Hisashi Katsuragi; Naoko Yonemoto; Hatsuyuki Hamada; Hiroki Hamada
• Keywords: Capsaicin; Catharanthus roseus; Biotransformation

The glycosylation of capsaicin and 8-nordihydrocapsaicin was investigated using cultured cells of Catharanthus roseus. In addition to capsaicin 4-O-beta-d-glucopyranoside (170 microg/g fr. wt of cells), the biotransformation products, capsaicin 4-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside (116 microg/g fr. wt of cells) and capsaicin 4-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside (83 microg/g fr. wt of cells), were isolated from the cell suspension after three days of incubation with capsaicin. Two other compounds, 8-nordihydrocapsaicin 4-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside (171 microg/g fr. wt of cells) and 8-nordihydrocapsaicin 4-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside (122 microg/g fr. wt of cells), together with the known 8-nordihydrocapsaicin 4-O-beta-D-glucopyranoside (204 microg/g fr. wt of cells) were also isolated from the cell suspension after incubation with 8-nordihydrocapsaicin.