938175-96-3Relevant articles and documents
Strongylophorine-26, an inhibitor of cancer cell invasion: SAR revealed by synthesis of analogues
Warabi, Kaoru,Patrick, Brian O.,Austin, Pamela,Roskelley, Calvin D.,Roberge, Michel,Andersen, Raymond J.
, p. 736 - 740 (2007)
The absolute configuration of strongylophorine-26 (1) was determined to be 4S, 5R, 8R, 9S, 10S, 13S, 14S by single-crystal X-ray diffraction analysis of the derivative 7 prepared from the co-occurring metabolite strongylophorine-8 (4) and chemical interconversion to the bislactone 8. Synthetic analogues (+)- and (-)-3 have been prepared in order to explore the structure-activity relationship for the anti-invasion pharmacophore of stronglylophorine-26. These studies revealed the unanticipated importance of the A ring lactone moiety for the anti-invasion activity of 1.