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First Synthesis of 12-Oxosoladulcidine and Its Derivatives as Potential Antitumor Steroidal Alkaloids

✍ Scribed by Xiaoming Zha; Yingwei Hou; Hongbin Sun; Yihua Zhang

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
148 KB
Volume
4
Category
Article
ISSN
1612-1872

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✦ Synopsis

Abstract

The first synthesis of 12‐oxosoladulcidine (=(3__Ξ²__,5__Ξ±__,22__Ξ±__,25__R__)‐3‐hydroxyspirosolan‐12‐one; 4) is reported, and its structure was confirmed by single‐crystal X‐ray diffraction analysis. Compound 4 was readily obtained in five steps in an overall yield of 31%, starting from hecogenin (5). By slightly modifying the synthetic protocol, eight analogues of 4 were also prepared. The title compound and its derivatives are expected to be potent antitumor alkaloids, since structurally closely related to the known antitumor agents soladulcidine (2) and hecogenin (5).

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