70424-54-3Relevant academic research and scientific papers
Biologically active quassinoids : synthetic methodology for the conversion of chaparrin into glaucarubolone esters and quassinoid analogs1 1 For previous paper in this series see: C. Moretti, S. Bhatnagar, J.C. Beloeil and J. Polonsky, J. Nat. Prods., 49, 440 (1986)
Bhatnagar, Subodh C.,Caruso, Andrew J.,Polonsky, Judith,Rodriguez, Berta Soto
, p. 3471 - 3480 (1987)
Biologically inactive but easily available chaparrin 2a has been converted into potent antileukemic C-15 esters of glaucarubolone 2b and quassinoid analogs in which the C-15 ester side chain has been replaced by an alkyl or alkenyl group.The synthetic methodology developed has been applied to the preparation of C-15 ester derivatives 15, 16, 17 and quassinoid analogs 12, 13 and 14.
SYNTHETIC STUDIES IN THE QUASSINOID SERIES. CONVERSION OF CHAPARRIN INTO CASTELANONE AND QUASSINOID ANALOGS.
Caruso, Andrew J.,Polonsky, Judith,Rodriguez, Bertha Soto
, p. 2567 - 2570 (1982)
Inactive chaparrin 1 has been converted in seven steps and 16 percent overall yield to castelanone 3 which is known to inhibit significantly growth of the murine lymphocytic leukemia P-388 cell line.The methodology developed has been applied to the preparation of quassinoid analogs 15, 16 and 17.
