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氯醛松 A 和 B 的半合成及其对. 的抗真菌活性

Semi-Synthesis of Chloroxaloterpin A and B and Their Antifungal Activity against .

机构信息

College of Plant Protection, Shenyang Agricultural University, Shenyang 110866, People's Republic of China.

出版信息

J Agric Food Chem. 2022 Jun 15;70(23):7070-7076. doi: 10.1021/acs.jafc.2c01242. Epub 2022 Jun 2.

DOI:10.1021/acs.jafc.2c01242
PMID:35652483
Abstract

Chloroxaloterpin A () and B () are two diterpenoids with potent inhibitory activities against spore germination of , which were identified from sp. SN194 as minor products previously. In order to overcome the poor yields, and were synthesized using viguiepinol (), the major metabolite of sp. SN194, as the precursor compound. Scanning electron microscope and transmission electron microscope observations revealed that after treating spores with and , spores were obviously aberrant, the cytoplasm appeared withdrawn, and plasma membranes were blurred. Propidium iodide fluorescence assay indicated that and damaged plasma membranes of spores. In vivo assays showed that compounds and could effectively inhibit the sporulation of on tomato fruits, with sporulation inhibitory rates reaching 98.8% at 100 μg/mL. These findings provide new insights into chloroxaloterpin A and B and demonstrate their potential as lead candidates for novel fungicides.

摘要

氯过氧马尿酸 A()和 B()是两种具有强烈抑制作用的二萜类化合物,可抑制孢子萌发,先前从 SN194 中鉴定为次要产物。为了克服产量低的问题,使用 SN194 的主要代谢物 viguiepinol()作为前体化合物合成了和。扫描电子显微镜和透射电子显微镜观察显示,用和处理孢子后,孢子明显异常,细胞质回缩,质膜模糊。碘化丙啶荧光法表明和破坏了孢子的质膜。体内试验表明,化合物和可有效抑制番茄果实上的孢子形成,在 100μg/mL 时孢子形成抑制率达到 98.8%。这些发现为氯过氧马尿酸 A 和 B 提供了新的见解,并证明它们有潜力成为新型杀菌剂的先导候选物。

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