This submission belongs to the session c. Bioorganic Chemistry and Natural Products of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
J. Carlos Menéndez, Carmen Avendaño, Esmeralda Caballero, Brief Synthesis of the Cell Cycle Inhibitor Tryprostatin B and Its Alanine Analogue, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01916
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Brief Synthesis of the Cell Cycle Inhibitor Tryprostatin B and Its Alanine Analogue
Esmeralda Caballero 1
Carmen Avendaño 1
J. Carlos Menéndez 1
1. Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia. Universidad Complutense, 28040 Madrid, Spain.
Abstract
Tryprostatin B and its analogue containing alanine instead of proline were synthesized from cyclo-(L-Trp-L-Pro) and cyclo-(L-Trp-L-Ala), respectively, by tandem C-3 prenylation/cyclization, followed by acid-catalyzed migration of the prenyl group to the indole C2 position.
Keywords
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