Structure-activity relationship studies of illudins: analogues possessing a spiro-cyclobutane ring.
Bicyclic and tricyclic analogues of anticancer sesquiterpene illudin S have been synthesized. These contain a spiro-cyclobutane instead of spiro-cyclopropane structure. The cytotoxicity of the former is less than that of the corresponding cyclopropane-containing compounds.
McMorris
Trevor C
TC
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0506, USA. tmcmorris@ucsd.edu
Cong
Qiang
Q
Kelner
Michael J
MJ
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D003503:Cyclobutanes / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D012717:Sesquiterpenes / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D003503:Cyclobutanes; D003521:Cyclopropanes; D012717:Sesquiterpenes; D013141:Spiro Compounds; C104806:illudinic acid; C030797:cyclopropane