Abstract

Pseudallenes A and B (1 and 2), the new and rare examples of sulfur-containing ovalicin derivatives, along with three known analogues 3–5, were isolated and identified from the culture extract of Pseudallescheria boydii CS-793, a fungus obtained from the deep-sea cold seep sediments. Their structures were established by detailed interpretation of NMR spectroscopic and mass spectrometric data. X-ray crystallographic analysis confirmed and established the structures and absolute configurations of compounds 1–3, thus providing the first characterized crystal structure of an ovalicin-type sesquiterpenoid. In the antimicrobial assays, compounds 1–3 showed broad-spectrum inhibitory activities against several plant pathogens with MIC values ranging from 2 to 16 μg/mL.

Beilstein J. Org. Chem. 2024, 20, 470–478. doi:10.3762/bjoc.20.42

摘要

Pseudallenes A 和 B（1和2）是含硫卵黄素衍生物的新的和罕见的例子，以及三种已知的类似物3 – 5 ，是从Pseudallescheria boydii CS-793（一种从 Pseudallescheria boydii CS-793 中获得的真菌）的培养物提取物中分离和鉴定的。深海冷泉沉积物。它们的结构是通过对核磁共振波谱和质谱数据的详细解释而建立的。X射线晶体学分析证实并建立了化合物1-3的结构和绝对构型，从而提供了卵磷脂型倍半萜类化合物的第一个特征晶体结构。在抗菌测定中，化合物1 – 3对多种植物病原体表现出广谱抑制活性，MIC 值范围为 2 至 16 μg/mL。

贝尔斯坦 J. 组织。化学。 2024, 20, 470–478。doi:10.3762/bjoc.20.42