Chemical Composition and in vitroCytotoxic and Antileishmanial Activities of Extract and Essential Oil from Leaves of Piper cernuum

Autor: Capello, Tabata M., Martins, Euder G. A., de Farias, Camyla F., Figueiredo, Carlos R., Matsuo, Alisson L., Passero, Luiz Felipe D., Oliveira-Silva, Diogo, Sartorelli, Patricia, Lago, João Henrique G.
Zdroj: Natural Product Communications; February 2015, Vol. 10 Issue: 2
Abstrakt: Fractionation of the MeOH extract from leaves of Piper cernuumVell. (Piperaceae) afforded six phenylpropanoid derivatives: 3′,4′-dimethoxy-dihydrocinnamic acid (1), piplaroxide (2), methyl 4′-hydroxy-3′,5′-dimethoxy cinnamate (3), 3′,4′,5′-trimethoxydihydrocinnamic acid (3), dihydropiplartine (5), and piplartine (6). The structures of isolated metabolites were characterized by NMR and MS spectral data analysis. The chemical composition of essential oil from the leaves was determined using GC/LREIMS followed by the determination of Kovats indexes. This procedure allowed the identification of nineteen terpenoids, with β-elemene (7), bicyclogermacrene (8), germacrene D (9), and (E)-caryophyllene (10) as the main compounds. Compounds 1and 3-6displayed no in vitrocytotoxicity against cancer cell lineages B16F10-Nex2, U87, HeLa, HL-60, HCT, and A2058 while 2showed moderate activity against B16F10-Nex2 and HL-60 lines. Otherwise, compounds 7-10displayed high cytotoxic activity. Evaluation against non-tumorigenic HFF cells indicated a reduced selectivity of compounds 7-10to tumoral cells. No antileishmanial activity on macrophages infected with L. (L.) amazonensiswas found for the crude MeOH extract and compounds 1-6. The crude essential oil and compounds 7-10reduced parasitism and eliminated the majority of infected and non-infected cells at 50μg/mL.
Databáze: Supplemental Index