Synthesis and anti-tumor activity of new steroidal nuclear analogues of aragusterol A.

Abstract

3alpha,7alpha-Dihydroxy-5-epiaragusterol A (3) was synthesized from bile acid (cholic acid) as a new steroidal nuclear analogue of antitumor marine steroid aragusterol A. 7alpha-Hydroxyaragusterol A (4) was also derived from xestokerol B. The in vitro anti-proliferative activity of each of these analogues toward KB cells as well as in vivo anti-tumor activity of 5-epiaragusterol A (2) previously synthesized by the authors and 3 were assessed.

• Authors: Hidemichi Mitome, Masakazu Shinohara, Hiroaki Miyaoka, Yasuji Yamada
• Journal: Chemical & pharmaceutical bulletin (Chem Pharm Bull (Tokyo)) Vol. 51 Issue 6 Pg. 640-5 (Jun 2003) ISSN: 0009-2363 [Print] Japan
• PMID: 12808239 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Steroids
• aragusterol A

Topics

• Animals
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Division (drug effects)
• Humans
• Inhibitory Concentration 50
• KB Cells
• Leukemia L1210 (drug therapy)
• Mice
• Molecular Structure
• Steroids (chemical synthesis, chemistry, pharmacology)
• Structure-Activity Relationship