2. Academic Validation
  3. Synthesis, antiproliferative activity in cancer cells and theoretical studies of novel 6α,7β-dihydroxyvouacapan-17β-oic acid Mannich base derivatives

Synthesis, antiproliferative activity in cancer cells and theoretical studies of novel 6α,7β-dihydroxyvouacapan-17β-oic acid Mannich base derivatives

  • Bioorg Med Chem. 2010 Dec 1;18(23):8172-7. doi: 10.1016/j.bmc.2010.10.015.
Felipe P G Euzébio 1,  Flávio J L dos Santos,  Dorila Piló-Veloso,  Antônio F C Alcântara,  Ana L T G Ruiz,  João Ernesto de Carvalho,  Mary A Foglio,  Dalton L Ferreira-Alves,  Angelo de Fátima
Affiliations

Affiliation

  • 1 Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil.
PMID: 21041092 DOI: 10.1016/j.bmc.2010.10.015
Abstract

Natural Products are great prototypes for the design of new Anticancer agents. The plant-derived natural product 6α,7β-dihydroxyvouacapan-17β-oic acid (1) is promising for the development of more potent antiproliferative agents against human Cancer cells. Indeed, its lactone derivative 6α-hydroxyvouacapan-7β,17β-lactone (2), a non-natural furanoditerpene, exhibited higher Anticancer activity than compound 1. Herein, we describe the synthesis and antiproliferative activity of six new Mannich derivatives of compound 2 against nine Cancer cell lines. Overall, our results revealed that Mannich derivatives 3-8 were more potent than compound 2 in inhibiting the proliferation of Cancer cells. Theoretical studies also supported our findings, revealing the nucleophilic character of furan ring as an important feature for antiproliferative activity of the studied Mannich derivatives.

Figures