934464-79-6Relevant academic research and scientific papers
Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives
Rujirawanich, Janjira,Kim, Soyeon,Ma, Ai-Jun,Butler, John R.,Wang, Yizhong,Wang, Chao,Rosen, Michael,Posner, Bruce,Nijhawanc, Deepak,Ready, Joseph M.
, p. 10561 - 10570 (2016/09/04)
Poylcyclic tetrahydroxanthones comprise a large class of cytototoxic natural products. No mechanism of action has been described for any member of the family. We report the synthesis of kibdelone C and several simplified analogs. Both enantiomers of kibdeleone C show low nanomolar cytotoxicity toward multiple human cancer cell lines. Moreover, several simplified derivatives with improved chemical stability display higher activity than the natural product itself. In vitro studies rule out interaction with DNA or inhibition of topoisomerase, both of which are common modes of action for polycyclic aromatic compounds. However, celluar studies reveal that kibdelone C and its simplified derivatives disrupt the actin cytoseketon without directly binding actin or affecting its polymerization in vitro.
Total synthesis and absolute stereochemical assignment of kibdelone C
Sloman, David L.,Bacon, Jeffrey W.,Porco, John A.
supporting information; experimental part, p. 9952 - 9955 (2011/08/08)
Kibdelones are hexacyclic tetrahydroxanthones and potent anticancer agents isolated from an Australian microbe. Herein, we describe the synthesis of a chiral, nonracemic iodocyclohexene carboxylate EF ring fragment of the kibdelones employing an intramolecular iodo halo-Michael aldol reaction and its merger with an ABCD ring fragment to afford the congener kibdelone C.
