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Insecticidal amides from fruits of Piper nigrum Linn
Authors:Siddiqui Bina S  Gulzar Tahsin  Begum Sabira  Afshan Farhana  Sattar Fouzia A
Institution:HEJ Research Institute of Chemistry, International Centre for Chemical Sciences, University of Karachi, Karachi - 75270, Pakistan. bina@khi.comsats.net.pk
Abstract:The petroleum ether and ethyl acetate fractions of dried ground seeds of Piper nigrum Linn. afforded sixteen compounds (1-16) including one new insecticidal amide, pipwaqarine (1) and six constituents (3,4,6,7,11,15) previously unreported from this plant. The structure of (1) has been elucidated through extensive 1D-, 2D-NMR spectral studies as, 1-13-(3',4'-methylenedioxyphenyl)-2E,4E,12E-tridecatrienoyl]-N-isopentylamide, while those of known constituents through comparison of spectral data. 1 exhibited toxicity of 30ppm against fourth instar larvae of Aedes aegypti Liston determined by WHO method. A portion of petroleum ether fraction was also subjected to GC and GC-MS analysis resulting in the identification of three compounds (17-19) using the NIST Mass spectral search program 1998 and Kovat's retention indices. Two of these compounds, 17 and 18, are reported for the first time from this plant.
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