synthesis and biological evaluation of 12-n-p-chlorobenzyl sophoridinol derivatives as a novel family of anticancer agents

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ID: 172899
2016
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Abstract
Taking 12-N-p-chlorobenzyl sophoridinol 2 as a lead, a series of novel sophoridinic derivatives with various 3′-substituents at the 11–side chain were synthesized and evaluated for their anticancer activity from sophoridine (1), a natural antitumor medicine. Among them, the sophoridinic ketones 5a–b, alkenes 7a–b and sophoridinic amines 14a–b displayed reasonable antiproliferative activity with IC50 values ranging from 3.8 to 5.4 μmol/L. Especially, compounds 5a and 7b exhibited an equipotency in both adriamycin (AMD)-susceptible and resistant MCF-7 breast carcinoma cells, indicating a different mechanism from AMD. The primary mechanism of action of 5a was to arrest the cell cycle at the G0/G1 phase, consistent with that of parent compound 1. Thus, we consider 12-chlorobenzyl sophoridinic derivatives with a tricyclic scaffold to be a new class of promising antitumor agents with an advantage of inhibiting drug-resistant cancer cells.
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Authors ;Chongwen Bi;Cheng Ye;Yinghong Li;Wuli Zhao;Rongguang Shao;Danqing Song
Journal energy policy
Year 2016
DOI
10.1016/j.apsb.2016.03.004
URL
http://www.sciencedirect.com/science/article/pii/S2211383516300363
Keywords
synthesis anticancer structure–activity relationship pharmacology

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