期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 2, 页码 649-654出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201002195
关键词
antimigratory agents; chemical biology; diversity-oriented synthesis; heterocycles; synthesis design
资金
- U.S. National Institutes of Health [R01M071779, P41M081282, R01M077622]
- Italian Government (MIUR)
- Nederlandse Organisatie voor Wetenschappelijk Onderzoek
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM077622, R01GM071779] Funding Source: NIH RePORTER
A library of 91 heterocyclic compounds composed of 16 distinct scaffolds has been synthesized through a sequence of phosphine-catalyzed ring-forming reactions, Tebbe reactions, Diels-Alder reactions, and, in some cases, hydrolysis. This effort in diversity-oriented synthesis produced a collection of compounds that exhibited high levels of structural variation both in terms of stereochemistry and the range of scaffolds represented. A simple but powerful sequence of reactions thus led to a high-diversity library of relalively modest size with which to explore biologically relevant regions of chemical space. From this library, several molecules were identified that inhibit the migration and invasion of breast cancer cells and may serve as leads for the development of antimetastatic agents.
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