2. Academic Validation
  3. ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation

ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation

  • Bioorg Med Chem Lett. 2014 Aug 1;24(15):3315-20. doi: 10.1016/j.bmcl.2014.06.005.
Lívia M Dutra 1,  Larissa M Bomfim 2,  Suellen L A Rocha 2,  Angelita Nepel 3,  Milena B P Soares 4,  Andersson Barison 3,  Emmanoel V Costa 5,  Daniel P Bezerra 6
Affiliations

Affiliations

  • 1 Department of Chemistry, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil.
  • 2 Gonçalo Moniz Research Center, Oswaldo Cruz Foundation (Fiocruz), Rua Waldemar Falcão, 121, Candeal, 40296-710 Salvador, Bahia, Brazil.
  • 3 NMR Center, Department of Chemistry, Federal University of Paraná, Curitiba, Paraná, Brazil.
  • 4 Gonçalo Moniz Research Center, Oswaldo Cruz Foundation (Fiocruz), Rua Waldemar Falcão, 121, Candeal, 40296-710 Salvador, Bahia, Brazil; Center of Biotechnology and Cell Therapy, Hospital São Rafael, Salvador, Bahia, Brazil.
  • 5 Department of Chemistry, Federal University of Sergipe, Itabaiana, Sergipe, Brazil.
  • 6 Gonçalo Moniz Research Center, Oswaldo Cruz Foundation (Fiocruz), Rua Waldemar Falcão, 121, Candeal, 40296-710 Salvador, Bahia, Brazil. Electronic address: danielpbezerra@gmail.com.
PMID: 24969014 DOI: 10.1016/j.bmcl.2014.06.005
Abstract

This work describes a novel ent-kaurane diterpene, ent-3β-hydroxy-kaur-16-en-19-al along with five known ent-kaurane diterpenes, ent-3β,19-dihydroxy-kaur-16-eno, ent-3β-hydroxy-kaur-16-eno, ent-3β-acetoxy-kaur-16-eno, ent-3β-hydroxy-kaurenoic acid and kaurenoic acid, as well as caryophyllene oxide, humulene epoxide II, β-sitosterol, stigmasterol and campesterol from the stem bark of Annona vepretorum Mart. (Annonaceae). Cytotoxic activities towards tumor B16-F10, HepG2, K562 and HL60 and non-tumor PBMC cell lines were evaluated for ent-kaurane diterpenes. Among them, ent-3β-hydroxy-kaur-16-en-19-al was the most active compound with higher cytotoxic effect over K562 cell line (IC50 of 2.49 μg/mL) and lower over B16-F10 cell line (IC50 of 21.02 μg/mL).

Keywords

Annona vepretorum; Annonaceae; Cytotoxicity; ent-Kaurane diterpenes.

Figures