Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans

…, A Kumar, Y Hemberger, A Raghuvanshi…

Index: Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

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Citation Number: 9

Abstract

A convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi- preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9- demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD calculations.(−)-Medicarpin ...