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基于“点击”反应合成印楝素衍生物及其对斜纹夜蛾幼虫拒食活性的研究

"Click" reaction based synthesis of nimbolide derivatives and study of their insect antifeedant activity against Spodoptera litura Larvae.

作者信息

Siva Bandi, Devi Amujuri, Venkanna Arramsetti, Poornima Borra, Sukumar Genji, Reddy Solipeta Divya, Vijaya Movva, Ummanni Ramesh, Babu Katragadda Suresh

机构信息

Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

Pharmacology & Toxicology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

出版信息

Fitoterapia. 2017 Nov;123:1-8. doi: 10.1016/j.fitote.2017.09.005. Epub 2017 Sep 6.

Abstract

A series of Nimbolide-triazole conjugates were synthesized through copper(I)- catalyzed azide-alkyne "click" chemistry approach and these derivatives (2-4, 2a-2l) were characterized using modern spectroscopic techniques. Antifeedant activities of these derivatives were studied on Tobacco Caterpillar, Spodoptera litura (F.) using no-choice leaf disk bioassay. Interestingly, the synthesized derivatives were more effective in reducing feedancy by insect species when compared to the parent nimbolide. Among the tested compounds, 2a, 2c, and 2d showed potent antifeedancy with ED values of 0.49, 0.95 and 0.97mg/cm against S. litura. Several of the analogs were also toxic or caused developmental abnormalities following leaf disc assay.

摘要

通过铜(I)催化的叠氮化物-炔烃“点击”化学方法合成了一系列印楝素-三唑共轭物,并使用现代光谱技术对这些衍生物(2-4、2a-2l)进行了表征。采用无选择叶盘生物测定法研究了这些衍生物对烟草夜蛾(Spodoptera litura (F.))的拒食活性。有趣的是,与母体印楝素相比,合成的衍生物在减少昆虫取食方面更有效。在测试的化合物中,2a、2c和2d对烟草夜蛾表现出较强的拒食活性,ED值分别为0.49、0.95和0.97mg/cm²。在叶盘测定后,几种类似物也具有毒性或导致发育异常。

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