On the relationship of OSW-1 to the cephalostatins.
Antineoplastic bis-steroidal (cephalostatin-type) analogues of the saponin OSW-1 were produced from a dihydroaglycone of OSW-1. The key aglycone 6H was obtained from 5alpha-androstan-3beta-ol-17-one in 8 steps (38% yield). The SAR of the aglycones, intermediates, and hybrid analogues provide insights regarding the proposed common role of C22-oxocarbenium ions in the bioactivity of both OSW-1 and cephalostatins.
Guo
C
C
Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.
LaCour
T G
TG
Fuchs
P L
PL
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000494:pharmacology; D002783:Cholestenones; D012503:Saponins / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D002783:Cholestenones; D012503:Saponins; C106408:OSW 1