Brief Synthesis of the Cell Cycle Inhibitor Tryprostatin B and Its Alanine Analogue

Esmeralda Caballero; Carmen Avendaño; J. Menéndez

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

Carmen Avendaño

J. Carlos Menéndez

¹ Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia. Universidad Complutense, 28040 Madrid, Spain.

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products

https://doi.org/10.3390/ecsoc-4-01916

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.

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Esmeralda Caballero

Carmen Avendaño

J. Menéndez