Cyclopiane-type diterpenes from the deep-sea-derived fungus Penicillium commune MCCC 3A00940
Cyclopiane-type diterpenes from the deep-sea-derived fungus Penicillium commune MCCC 3A00940
复制标题
来自深海真菌 Penicillium commune MCCC 3A00940 的环吡烷型二萜
DOI：
10.1016/j.tetlet.2017.12.045
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发表时间：
2018-01-24
影响因子：
1.8
通讯作者：
Yang, Xian-Wen
中科院分区：
文献类型：
--
作者：
Niu, Siwen;Fan, Zuowang;Yang, Xian-Wen
从深海来源的真菌青霉（Penicillium commune）MCCC 3A00940中分离出3种新的环匹阿尼二萜（1 - 3）和1种罕见的螺环内酯（5），以及11种已知化合物。通过对其核磁共振（NMR）和高分辨率电喷雾质谱（HRESIMS）谱图的广泛分析确定了新化合物的平面结构，并根据比旋光度数据结合计算的电子圆二色谱（ECD）确定了绝对构型。具有刚性6/5/5/5稠合四环骨架的4种环匹阿尼二萜（1 - 4）在自然界中很少见。值得注意的是，分生孢子酮J（1）是环匹阿尼二萜中第一种天然存在的对映体。此外，青霉胺B（6）和3 - 羟基 - 5 - 甲氧基二苯乙烯（14）表现出中等的抗过敏作用，半数抑制浓度（IC₅₀）值分别为30和33μM。（C）2017爱思唯尔有限公司。保留所有权利。
Three new cyclopiane diterpenes (1-3) and one rare spirocyclolide (5) were isolated from the deep-sea derived fungus Penicillium commune MCCC 3A00940, along with 11 known compounds. The planar structures of the new compounds were determined by extensive analysis of their NMR and HRESIMS spectra, and the absolute configurations were established on the basis of specific rotation data in association with calculated ECD spectra. Four of the cyclopiane diterpenes (1-4), with a rigid 6/5/5/5 fused tetracyclic ring framework, are rarely found in Nature. Notably, conidiogenone J (1) is the first naturally occurring enantiomer of the cyclopiane diterpenes. Additionally, penijanthine B (6) and 3-hydroxy-5-methoxystilbene (14) exhibited moderate antiallergic effects with IC50 values of 30 and 33 mu M, respectively. (C) 2017 Elsevier Ltd. All rights reserved.