Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705
复制标题
来自南极真菌青霉属的吲哚二酮哌嗪生物碱和芳香族聚酮化合物。
DOI：
10.1080/14786419.2021.1973460
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发表时间：
2021-08-28
影响因子：
2.2
通讯作者：
Wang, Jun-Feng
中科院分区：
文献类型：
--
作者：
Hu, Yi-Wei;Chen, Wei-Hao;Wang, Jun-Feng
从南极真菌青霉中分离得到一个新的吲哚二酮并四氮生物碱，命名为Penilline D(1)，以及5个已知的吲哚生物碱类似物(2-5，11)，2个硫代萜类化合物(6和12)和4个丁烯内酯衍生物(7-10)。SCSIO 05705。通过广泛的光谱分析和电子圆二色谱(ECD)计算，确定了青藤碱D(1)的结构，包括其绝对构型。对分离得到的化合物(1-12)进行了细胞毒性、抗菌活性和对乙酰胆碱酯酶(AChE)和胰腺脂肪酶(PL)的酶抑制活性的评价。其中，化合物5对143B细胞表现出中等的细胞毒活性，IC50值为12.64+/-0.78mU。化合物6对AChE有较强的抑制作用，IC50值为0.36 nM(对他克林的IC50为18.7 nM)，而化合物6和11对PL酶的抑制作用较弱。此外，还进行了6和AChE之间的电子分子对接研究。
A new indole diketopiperazine alkaloid, named penilline D (1), together with five known indole alkaloid analogues (2-5, 11), two meroterpenoids (6 and 12), and four butenolide derivatives (7-10), were isolated from the Antarctic fungus Penicillium sp. SCSIO 05705. Extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation were used to elucidate the structure of penilline D (1), including its absolute configuration. All isolated compounds (1-12) were evaluated for their cytotoxic, antibacterial and enzyme inhibitory activities against acetylcholinesterase (AChE) and pancreatic lipase (PL). Among them, compound 5 exhibited moderate in vitro cytotoxic activity against the 143B cell line with IC50 value of 12.64 +/- 0.78 mu M. Compound 6 showed strong inhibitory activity against AChE with IC50 value of 0.36 nM (IC50 18.7 nM for Tacrine), while compounds 6 and 11 showed weak PL enzyme inhibitory activity. Furthermore, an in silico molecular docking study was also performed between 6 and AChE.