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从山茱萸科吴茱萸属的枝叶中分离得到的抗真菌生物碱。

Antifungal alkaloids from the branch-leaves of Clausena lansium Lour. Skeels (Rutaceae).

机构信息

The Laboratory for Phytochemistry and Botanical Pesticides, College of Agriculture, Jiangxi Agricultural University, Nanchang, China.

Jiangxi Province Key Laboratory of Tuberous Plant Biology, Jiangxi Agricultural University, Nanchang, China.

出版信息

Pest Manag Sci. 2023 Aug;79(8):2675-2685. doi: 10.1002/ps.7441. Epub 2023 Mar 23.

Abstract

BACKGROUND

The rational utilization of botanical secondary metabolites is one of the strategies to reduce the application of chemical fungicides. The extensive biological activities of Clausena lansium indicate that it has the potential to develop botanical fungicides.

RESULTS

A systematic investigation on the antifungal alkaloids from C. lansium branch-leaves following bioassay-guided isolation was implemented. Sixteen alkaloids, including two new and nine known carbazole alkaloids, one known quinoline alkaloid and four known amides, were isolated. Compounds 4, 7, 12 and 14 showed strong antifungal activity on Phytophthora capsiciwith EC values ranging from 50.67 to 70.82 μg mL . Compounds 1, 3, 8, 10, 11, 12 and 16 displayed different degrees of antifungal activity against Botryosphaeria dothidea with EC values ranging from 54.18 to 129.83 μg mL . It was reported for the first time that these alkaloids had antifungal effects on P. capsici or B. dothidea, and their structure-activity relationships were further discussed systematically. Additionally, among all alkaloids, dictamine (12) had the strongest antifungal activities against P. capsici (EC  = 50.67 μg mL ) and B. dothidea (EC  = 54.18 μg mL ), and its physiological effects on P. capsici and B. dothidea also were further evaluated.

CONCLUSION

Capsicum lansium is a potential source of antifungal alkaloids, and C. lansium alkaloids had the potential as lead compounds of botanical fungicides in the development of new fungicides with novel action mechanism. © 2023 Society of Chemical Industry.

摘要

背景

合理利用植物次生代谢物是减少化学杀菌剂应用的策略之一。山茱萸广泛的生物活性表明其具有开发植物源杀菌剂的潜力。

结果

对山茱萸枝叶进行了基于生物测定指导的分离的抗真菌生物碱的系统研究。从山茱萸枝叶中共分离得到 16 个生物碱,包括 2 个新的和 9 个已知的咔唑生物碱、1 个已知的喹啉生物碱和 4 个已知的酰胺。化合物 4、7、12 和 14 对辣椒疫霉菌具有很强的抗真菌活性,EC 值范围为 50.67 至 70.82μgmL 。化合物 1、3、8、10、11、12 和 16 对聚生小丛壳具有不同程度的抗真菌活性,EC 值范围为 54.18 至 129.83μgmL 。这是首次报道这些生物碱对辣椒疫霉菌或聚生小丛壳具有抗真菌作用,并进一步系统地讨论了它们的构效关系。此外,在所研究的生物碱中,汉防己甲素(12)对辣椒疫霉菌(EC 50.67μgmL )和聚生小丛壳(EC 54.18μgmL )的抗真菌活性最强,还进一步评估了其对辣椒疫霉菌和聚生小丛壳的生理作用。

结论

山茱萸是抗真菌生物碱的潜在来源,山茱萸生物碱具有作为新型作用机制植物源杀菌剂先导化合物的潜力。© 2023 化学工业协会。

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