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Spectroscopic and microbiological characterization of labdane diterpene 15,16-epoxy-4-hydroxy-labda-13(16),14-dien-3,12-dione isolated from the stems of Croton jacobinensis

2017; Elsevier BV; Volume: 1147; Linguagem: Inglês

10.1016/j.molstruc.2017.06.084

1872-8014

A.C.S.S. Bernardino, Alexandre Magno Rodrigues Teixeira, Jane Eire Silva Alencar de Menezes, Cleonilda Claita Carneiro Pinto, Hélcio Silva dos Santos, Paulo Freire, Henrique Douglas Melo Coutinho, D.M. Sena, Paulo Nogueira Bandeira, Raimundo Braz‐Filho,

Traditional and Medicinal Uses of Annonaceae

In the present study, the natural product named 15,16-epoxy-4-hydroxy-labda-13(16),14-dien-3,12-dione (C20H28O4), a labdane-type diterpene was isolated from the stems of Croton jacobinensis for the first time. This new compound was characterized by infrared and Raman spectroscopy combined with Density Functional Theory calculation. Additionally, the antimicrobial and modulatory antibiotic activities of the compound towards Escherichia coli and Pseudomonas aeruginosa strains were assessed. The labdane diterpene demonstrated a modulatory effect when combined with the antibiotics assayed against both bacteria. A synergistic effect against Escherichia coli can be observed when the compound is associated with gentamicin, reducing the concentration of this antibiotic that is required to inhibit bacterial growth. Other synergistic effects can be observed with gentamicin and cephalothin antibiotics against P. aeruginosa.