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Elsevier, Bioorganic and Medicinal Chemistry, 7(18), p. 2515-2523, 2010

DOI: 10.1016/j.bmc.2010.02.044

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Enhancement of antiproliferative activity by molecular simplification of catalpol

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This paper is available in a repository.

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Abstract

Two iridoid scaffolds were synthesized enantioselectively using as key step an l-proline-catalyzed alpha-formyl oxidation. The in vitro antiproliferative activities were evaluated against a representative panel of human solid tumor cell lines. Both iridoids induced considerably growth inhibition in the range 0.38-1.86muM. Cell cycle studies for these compounds showed the induction of cell cycle arrest at the G(1) phase. This result was consistent with a decrease in the expression of cyclin D1. Damaged cells underwent apoptosis as indicated by specific Annexin V staining.