Trichothecrotocins D-L, Antifungal Agents from a Potato-Associated Trichothecium crotocinigenum.,Journal of Natural Products

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Trichothecrotocins D-L, Antifungal Agents from a Potato-Associated Trichothecium crotocinigenum.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-09-01 , DOI: 10.1021/acs.jnatprod.0c00695
Hui-Xiang Yang ₁ , Juan He ₁ , Fa-Lei Zhang ₁ , Xian-Dong Zhang ₁ , Zheng-Hui Li _{1,

2} , Tao Feng _{1,

2} , Hong-Lian Ai _{1,

2} , Ji-Kai Liu _{1,

2}

Affiliation

Seven new merosesquiterpenoids, trichothecrotocins D–J (1–7), two new trichothecene sesquiterpenoids, trichothecrotocins K (12) and L (13), and six known compounds (8–11, 14, and 15), were isolated from a potato-associated fungus, Trichothecium crotocinigenum. Compounds 5 and 6 were racemates which were further separated as pure enantiomers. Structures together with absolute configurations were established by extensive spectroscopic analysis, as well as quantum chemistry calculations on ECD and optical rotations. Compounds 1–4 are rare meroterpenoids featuring a seco-phenyl group, while 1 and 2 possessed a novel 6–6/5 fused ring system. Compounds 1–4, 8, 11, and 12 showed antifungal activity against four plant pathogens with MIC values of 8–128 μg/mL. It is suggested that the meroterpenoids produced by T. crotocinigenum may play an important role in the antifungal property of the fungus, thereby protecting the host plant, i.e., potato.

中文翻译：

Trichothecrotocins DL，来自与马铃薯相关的 Trichothecium crotocinigenum 的抗真菌剂。

从一个马铃薯中分离出7 种新的单端半萜类化合物、单端孢菌素 D–J ( 1 – 7 )、两种新的单端孢霉烯倍半萜类化合物、单端孢菌素 K ( 12 ) 和 L ( 13 ) 以及 6 种已知化合物（8 – 11、14和15） -相关真菌，Trichothecium crotocinigenum。化合物5和6是外消旋物，它们被进一步分离为纯对映异构体。结构和绝对构型是通过广泛的光谱分析以及 ECD 和旋光度的量子化学计算建立的。化合物1 –4是罕见的亚萜类化合物，其特征是一个仲苯基，而1和2具有一个新的 6-6/5 稠环系统。化合物1 - 4，8，11，和12显示出抗真菌活性四种植物病原体8-128微克/毫升的MIC值。这表明T. crotocinigenum 产生的类萜可能在真菌的抗真菌特性中起重要作用，从而保护寄主植物，即马铃薯。

更新日期：2020-09-25

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