Modular, parallel synthesis of an illudinoid combinatorial library.
[structure: see text] A library of 49 illudinoids was prepared via a three-step synthesis using a parallel synthesizer and solid-phase extractive purification. Products could be rapidly prepared for initial biological testing against three cancer cell lines, which revealed library members that inhibit nonsmall cell lung cancer. The activities of the library members are not easily correlated with structure, meaning the empirical approach used here is essential for such nonintuitive discoveries.
Pirrung
Michael C
MC
Department of Chemistry, Levine Science Research Center, Duke University, Durham, North Carolina 27708, USA. michael.pirrung@duke.edu
Liu
Hao
H
D000363:Agaricales / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D008401:Gas Chromatography-Mass Spectrometry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
D000903:Antibiotics, Antineoplastic; D007202:Indicators and Reagents; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C052673:illudin M; C008105:illudin S