Antimicrobial Sesquiterpenoid Derivatives and Monoterpenoids from the Deep-Sea Sediment-Derived Fungus Aspergillus versicolor SD-330
Antimicrobial Sesquiterpenoid Derivatives and Monoterpenoids from the Deep-Sea Sediment-Derived Fungus Aspergillus versicolor SD-330
复制标题
来自深海沉积物衍生真菌 Aspergillus versicolor SD-330 的抗菌倍半萜类衍生物和单萜类化合物
DOI：
10.3390/md17100563
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发表时间：
2019-10-01
期刊：
影响因子：
5.4
通讯作者：
Wang, Bin-Gui
中科院分区：
文献类型：
--
作者：
Li, Xiao-Dong;Li, Xiao-Ming;Wang, Bin-Gui
从深海沉积物真菌杂色曲霉SD-330中分离鉴定了两个新的抗菌型倍半萜类化合物--对苯二酚型倍半萜C(化合物1)和7-O-甲基羟基松香酸(2)，以及两个新的丁内酯型单萜类化合物--杂色曲霉内酯C(3)和D(4)，以及一个已知的单萜类倍半内酯A(5)和四个已知的双没食烷倍半萜(6-9)。新化合物1-4的绝对构型由NOESY、TDDFT-ECD计算和X-射线晶体分析确定。此外，我们还首次通过X-射线结晶学实验确定并报道了已知的单萜类齐墩果内酯A(5)的绝对构型。所有这些分离的化合物都被评估了对人体和水生病原菌的抗菌活性。化合物1、2、6和9对大肠杆菌、迟缓爱德华氏菌、鳗弧菌和哈维氏弧菌等人畜共患病原菌具有选择性抑制作用，其MIC值在1.0~8.0µg/mL之间。
Two new antimicrobial bisabolane-type sesquiterpenoid derivatives, ent-aspergoterpenin C (compound 1) and 7-O-methylhydroxysydonic acid (2), and two new butyrolactone-type monoterpenoids, pestalotiolactones C (3) and D (4), along with a known monoterpenoid pestalotiolactone A (5) and four known bisabolane sesquiterpenoids (6-9), were isolated and identified from the deep-sea sediment-derived fungus Aspergillus versicolor SD-330. The structures of these compounds were elucidated on the basis of spectroscopic analysis, and the absolute configurations of the new compounds 1-4 were determined by the combination of NOESY and TDDFT-ECD calculations and X-ray crystallographic analysis. Additionally, we first determined and reported the absolute configuration of the known monoterpenoid pestalotiolactone A (5) through the X-ray crystallographic experiment. All of these isolated compounds were evaluated for antimicrobial activities against human and aquatic pathogenic bacteria. Compounds 1, 2, 6 and 9 exhibited selective inhibitory activities against zoonotic pathogenic bacteria such as Escherichia coli, Edwardsiella tarda, Vibrio anguillarum and V. harveyi, with MIC values ranging from 1.0 to 8.0 mu g/mL.