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isolation, synthesis and structures of cytotoxic ginsenoside derivatives隔离、合成和细胞毒性人参皂苷结构衍生品.pdf

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isolation, synthesis and structures of cytotoxic ginsenoside derivatives隔离、合成和细胞毒性人参皂苷结构衍生品

Molecules 2007, 12, 2140-2150 molecules ISSN 1420-3049 © 2007 by MDPI /molecules Full Paper Isolation, Synthesis and Structures of Cytotoxic Ginsenoside Derivatives Jun Lei 1, Xiang Li 1,†, Xiao-jie Gong 2 and Yi-nan Zheng 1,* 1 College of Chinese Medicinal Materials, Jilin Agricultural University, Changchun 130118, P. R. China; † E-mail: lixiang@ 2 Pharmaceutical College, Dalian University, Dalian 116622, P. R. China * Author to whom correspondence should be addressed; E-mail: zhenyinan@ Tel.: +86-431-8453-3306, Fax: +86-431-8451-5607 Received: 30 July 2007; in revised form: 24 August 2007 / Accepted: 26 August 2007 / Published: 5 September 2007 Abstract: Four known ginsenosides: ginsenoside-Rb (1), Rb (2), Rd (3) and Re (4) were 1 3 isolated from the methanolic extract of the traditional Chinese medicine Panax ginseng C. A. Meyer. Further enzyme reactions and chemical modifications led us to obtain ginsenoside-M (5) and synthesize three novel mono-esters of ginsenoside-M , 1 1 ginsenoside-DM1 (6), PM1 (7) and SM1 (8) 30 - 50% of yield via a facile and green synthetic strategy. The structures were elucidated on the basis of extensive 1D- and 2D- NMR, as well as high resolution ESI-TOF mass spectroscopic analyses. The isolated and synthetic compounds were test