匹替格林，一种来自胡椒（Piper nigrum Linn.）的新型杀虫酰胺。

Piptigrine, a new insecticidal amide from Piper nigrum Linn.

作者信息

Siddiqui Bina S, Gulzar Tahsin, Begum Sabira, Afshan Farhana

机构信息

H.E.J. Research Institute of Chemistry, International Centre for Chemical Sciences, University of Karachi, Karachi-75270, Pakistan.

出版信息

Nat Prod Res. 2004 Oct;18(5):473-7. doi: 10.1080/14786410310001608028.

DOI:10.1080/14786410310001608028

PMID:15248617

Abstract

A new insecticidal amide piptigrine (1) possessing highly extended conjugation was isolated from the dried ground seeds of Piper nigrum Linn. along with the known amides piperine and wisanine (hitherto unreported from this plant). The structure of 1 has been elucidated as 1-[9-(3',4'-methylenedioxyphenyl)-4E,6E,8E-nonatrienoyl]piperidine through extensive 1D- and 2D-NMR (COSY-45, NOESY, J-resolved, HMQC, HMBC and NOESY studies. The known compounds have been identified through comparison of their spectral data with those reported in literature. 1 exhibited toxicity of 15.0 ppm against fourth instar larvae of Aedes aegypti Liston.

摘要

从胡椒（Piper nigrum Linn.）干燥的磨碎种子中分离出一种具有高度延伸共轭结构的新型杀虫酰胺派替格林（1），同时还分离出了已知的酰胺胡椒碱和维斯宁（此前该植物中未报道过）。通过广泛的一维和二维核磁共振（COSY - 45、NOESY、J - 分解谱、HMQC、HMBC和NOESY研究），1的结构已被阐明为1 - [9 - （3'，4'-亚甲二氧基苯基）- 4E，6E，8E - 壬三烯酰基]哌啶。通过将已知化合物的光谱数据与文献报道的数据进行比较，对它们进行了鉴定。1对埃及伊蚊（Aedes aegypti Liston）四龄幼虫表现出15.0 ppm的毒性。