title: New insecticidal amides from petroleum ether extract of dried Piper nigrum L. whole fruits.
abstract: The petroleum ether extract of dried ground whole fruits of Piper nigrum L. afforded 20 compounds (1-20) including two new insecticidal amides named as pipnoohine (1), and pipyahyine (2), seven reported for the first time from this plant (12, 13, 15-17, 19, 20), and eleven known compounds (3-11, 14, 18). The structure of 1 has been elucidated as (2E,4E,12Z)-N-(4-methylpentyl)octadeca-2,4,12-trienamide and that of 2 as (2E,4E,11E)-12-(benzo[1,3]dioxol-5-yl)-N-(3-methylbutyl)dodeca-2,4,11-trien-amide through extensive ID-, 2D-NMR spectral studies and chemical reactions. The known compounds have been identified through comparison of their spectral data with those reported in literature. 1 and 2 exhibited toxicity at 35.0 and 30.0 ppm respectively against fourth instar larvae of Aedes aegypti L. by WHO method.
authors.affiliation: H.E.J. Research Institute of Chemistry, International Centre for Chemical Sciences, University of Karachi, Karachi-75270, Pakistan. bina@khi.comsats.net.pk
authors.forename: Bina Shaheen
authors.initials: BS
authors.lastname: Siddiqui
authors.forename: Tahsin
authors.initials: T
authors.lastname: Gulzar
authors.forename: Azhar
authors.initials: A
authors.lastname: Mahmood
authors.forename: Sabira
authors.initials: S
authors.lastname: Begum
authors.forename: Bushra
authors.initials: B
authors.lastname: Khan
authors.forename: Farhana
authors.initials: F
authors.lastname: Afshan
mesh_terms: D000473:Alkanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000577:Amides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D009033:Culicidae / Q000187:drug effects / Q000502:physiology; D005638:Fruit; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029222:Piper nigrum; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D051381:Rats
chemical_list: D000473:Alkanes; D000577:Amides; D007306:Insecticides; D010936:Plant Extracts; C004544:naphtha