Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety

Bioorganic & Medicinal Chemistry
Ling LiQingmin Wang

Abstract

Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl)methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola.

References

Nov 1, 2005·Expert Opinion on Investigational Drugs·Kalliopi DodouPaul W Groundwater

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Citations

Jul 20, 2017·Future Medicinal Chemistry·Yuzhi LuWei Wang
Jun 19, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yueting ZhouKe Sun
Oct 23, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zai-Bo YangYin-Ju He
Jul 25, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zaibo YangXiuhai Gan
Jun 3, 2021·Biomolecules·Igor A SchepetkinMark T Quinn
May 18, 2021·Pesticide Biochemistry and Physiology·Jatin SharmaRituraj Purohit
Jul 4, 2021·Journal of Ethnopharmacology·Luciene Ferreira de LimaMaria Flaviana Bezerra Morais-Braga
Jul 12, 2019·Journal of Natural Products·Mohamed V Sidi BouneAta M Lawson

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