Wang Yue, Zhou Xue-Ming, Du Jin-Feng, Xu Xue-Feng, Song Xin-Ming
Key Laboratory of Medicinal and Edible Plants Resources of Hainan Province, Hainan Vocational University of Science and Technology, Haikou, People's Republic of China.
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou, Hainan, 571158, China.
Chem Biodivers. 2025 Feb;22(2):e202401962. doi: 10.1002/cbdv.202401962. Epub 2024 Nov 9.
A novel lactam penicillactam (1), two rare mycophenolic acid (MPA) derivatives penimycophens A and B (2 and 3), together with two known biogenetically related MPA derivatives (4 and 5) and a known alkaloid (6) were isolated from the Penicillium sclerotiorum JBHL321. The structures of these compounds were determined by comprehensive spectroscopic analyses. The absolute configuration of 1 was confirmed by electronic circular dichroism (ECD) calculations. Compound 1 represent the rare example of a oxygen bridge-linked lactam from natural products. Structurally, compounds 2 and 3 were rare MPA derivatives featuring a methoxy group at C-3. The inhibitory activity of compounds 1-6 against two phytopathogenic fungi, three phytopathogenic bacteria and four cancer cell lines were evaluated. Compounds 2-5 exhibited significant cytotoxic activity against HeLa, MCF-7, A549 and MGC-803 cells with IC values in the low micromolar to nanomolar. Compound 3 exhibited especially cytotoxic activity against four different cell lines with IC values ranging from 0.06-0.14 μM, compared to IC values ranging from 0.62-2.51 μM for epirubicin.
从核盘青霉JBHL321中分离得到一种新型内酰胺青霉素内酰胺（1）、两种罕见的霉酚酸（MPA）衍生物青霉霉酚A和B（2和3），以及两种已知的生物合成相关的MPA衍生物（4和5）和一种已知生物碱（6）。通过全面的光谱分析确定了这些化合物的结构。通过电子圆二色性（ECD）计算确定了1的绝对构型。化合物1是天然产物中罕见的氧桥连接内酰胺的例子。在结构上，化合物2和3是罕见的MPA衍生物，在C-3处有一个甲氧基。评估了化合物1-6对两种植物致病真菌、三种植物致病细菌和四种癌细胞系的抑制活性。化合物2-5对HeLa、MCF-7、A549和MGC-803细胞表现出显著的细胞毒活性，IC值在低微摩尔至纳摩尔范围内。化合物3对四种不同细胞系表现出特别的细胞毒活性，IC值范围为0.06-0.14 μM，相比表柔比星的IC值范围为0.62-2.51 μM。
