Norcantharimides, synthesis and anticancer activity: Synthesis of new norcantharidin analogues and their anticancer evaluation.
作者： Timothy A. Hill , Scott G. Stewart , Stephen P. Ackland , Jayne Gilbert , Benjamin Sauer
DOI: 10.1016/J.BMC.2007.06.034
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摘要: A range of amines was reacted with norcantharidin (2) to provide the corresponding norcantharimides (9-43). Treatment allylamine afforded allyl-norcantharimide (20) which amenable epoxidation (mCPBA, 22) and subsequent ring opening (MeOH/H+; 23) or alternatively, osmylation (OSO4/NMO; 24). These simple synthetic modifications 2 facilitated development a novel series displaying modest good broad spectrum cytotoxicity against HT29 SW480 (colorectal carcinoma); MCF-7 (breast adenocarcinoma); A2780 (ovarian H460 (lung A431 (epidermoid DU145 (prostate BE2-C (neuroblastoma); SJ-G2 (glioblastoma). Analogues possessing C-10, C-12 C-14 alkyl chain C12 linked bis-norcantharimide displayed highest levels cytotoxicity. Crown copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.
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