Antifungal amides from Piper arboreum and Piper tuberculatum
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Data
2002-03-01
Autores
da Silva, R. V.
Navickiene, HMD
Kato, M. J.
Bolzani, Vanderlan da Silva [UNESP]
Meda, C. I.
Young, MCM
Furlan, Maysa [UNESP]
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Editor
Elsevier B.V.
Resumo
In continuation of our study of the Piperaceae we have isolated several amides, mainly those bearing isobutyl, pyrrolidine, dihydropyridone and piperidine moieties. Bioactivity-guided fractionation of extracts from leaves of Piper arboreum yielded two new amides, N-[10-(13,14-methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine (1), arboreumine (2) together with the known compounds N-[10-(13,14-methylenedioxyphenyl)-7(E)-pentaenoyl]-pyrrolidine (3) and N-[10-(13,14-methylenedioxyphenyl)-7(L, 9(E)-pentadienoyl]-pyrrolidine (4). Catalytic hydrogenation of 3 yielded the amide iV-[10-(13,14-methylenedioxyphenyl)-pentanoyl]-pyrrolidine (5). We also have isolated six amides (6-11) and two antifungal cinnamoyl derivatives (12, 13) from seeds and leaves of Piper tuberculatum. Compounds 1-11 showed antifungal activity as determined by direct bioautography against Cladosporium sphaerospermum while compounds 3-4 and 6-13 also showed antifungal activity against C. cladosporioides. (C) 2002 Published by Elsevier B.V. Ltd.
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Palavras-chave
Piper arboreum, Piper tuberculatum, Piperaceae, amides, antifungal activity
Como citar
Phytochemistry. Oxford: Pergamon-Elsevier B.V., v. 59, n. 5, p. 521-527, 2002.