A New N-Methyltetrahydroprotoberberine Alkaloid from Tinospora hainanensis.

Chemical and Pharmaceutical Bulletin
1999.0

Abstract

Tinospora hainanensis H. S. Lo et Z. X. Li (Menispermaceae), distributed in Hainan Island, China, has stems used as an anti-inflammatory for arthritis. This study deals with the isolation and structural elucidation of compounds from its stems. From the ethanolic extract of dried stems, a new N-methyltetrahydroprotoberberine alkaloid, N-methyltetrahydrocolumbamine (1), was isolated along with five known compounds: columbamine (2), makisterone A (3), 24-epi-makisterone A (4), 20-hydroxyecdysone (5), and syringin (6). The structure of 1 was determined by FAB-MS, EI-MS, 1H-NMR, 13C-NMR (including heteronuclear multiple bond connectivity, HMBC), and single-crystal X-ray diffraction, revealing it as a 2,3,9,10-tetrasubstituted-N-methyltetrahydroprotoberberine.

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