Abstract
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( E),9( E)-pentadienoyl]-pyrrolidine ( 4). Catalytic hydrogenation of 3 yielded the amide N-[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.
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