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β‐Carboline alkaloids from the stems of Picrasma quassioides
Authors:Wei‐Hua Jiao  Hao Gao  Chen‐Yang Li  Guang‐Xiong Zhou  Susumu Kitanaka  Atsuko Ohmura  Xin‐Sheng Yao
Affiliation:1. College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, P. R. China;2. Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, P. R. China;3. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, P. R. China;4. College of Pharmacy, Nihon University, 7‐7‐1 Narashinodai, Funnbashi, Chiba, Japan;5. Saitama Institute of Public Health, Saitama, Japan
Abstract:Five new β‐carboline alkaloids, 6,12‐dimethoxy‐3‐(2‐hydroxylethyl)‐β‐carboline (1), 3,10‐dihydroxy‐β‐carboline (2), 6,12‐dimethoxy‐3‐(1‐hydroxylethyl)‐β‐carboline (3), 6,12‐dimethoxy‐3‐(1,2‐dihydroxylethyl)‐β‐carboline (4), and 6‐methoxy‐3‐(2‐hydroxyl‐1‐ethoxylethyl)‐β‐carboline (5), and two new natural products, 6‐methoxy‐12‐hydroxy‐3‐methoxycarbonyl‐β‐carboline (6) and 3‐hydroxy‐β‐carboline (7) were isolated from the stems of Picrasma quassioides along with 16 known β‐carboline alkaloids (8–23). The structures of new compounds were determined by extensive spectroscopic analyses, and the 1D and 2D NMR data of compounds 6, 7 and 10 were reported for the first time. The bioassays showed that only compounds 14 and 16 could enhance the differentiation of 3T3‐L1 preadiocytes accompanied by secretion of adiponectin proteins among these 23 compounds. Copyright © 2010 John Wiley & Sons, Ltd.
Keywords:NMR  1H NMR  13C NMR  β  ‐carboline  Picrasma quassioides  alkaloids
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