Hawanoids A‒E, unprecedented diterpenoids with PAF-induced platelet aggregation inhibitory activities from the deep-sea-derived fungus Paraconiothyrium hawaiiense
Hawanoids A‒E, unprecedented diterpenoids with PAF-induced platelet aggregation inhibitory activities from the deep-sea-derived fungus Paraconiothyrium hawaiiense
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DOI：
10.1016/j.cclet.2022.05.027
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发表时间：
2022-05
影响因子：
9.1
通讯作者：
Shushuai Chen;Hongxin Liu;Sai-ni Li;Yuchan Chen;W. Ye;Hao-hua Li;Haibo Tan;Dongli Li;Zhaoming Liu;Weimin Zhang
中科院分区：
文献类型：
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作者：
Shushuai Chen;Hongxin Liu;Sai-ni Li;Yuchan Chen;W. Ye;Hao-hua Li;Haibo Tan;Dongli Li;Zhaoming Liu;Weimin Zhang
从深海真菌ParaconiothyriumhawaiienseFS 482中分离得到5个高度环化的二萜化合物Hawanoids A β E（1 × 5）。化合物1和2具有一个前所未有的四环[6.6.2.02，7.011，15]十六烷碳骨架，而化合物3和4具有一个在phomactin家族中不常见的11，14-大环醚结构。通过光谱分析、X-射线衍射和计算机计算确定了它们的结构，包括立体化学。根据预测的生物合成基因簇，提出了可能的生物合成途径。所有分离的化合物均表现出对PAF诱导的血小板聚集的抑制活性。利用分子对接技术研究了PAF受体与不同骨架的类夏威夷酸的相互作用。
Hawanoids A‒E (1‒5), five highly cyclized diterpenoids were isolated from the deep-sea-derived fungusParaconiothyrium hawaiienseFS482. Compounds1and2possessed an unprecedented tetracyclo[6.6.2.02,7.011,15]cetane carbon skeleton while3and4possessed an unusual 11,14-macrocyclic ether moiety in phomactin family. Their structures including the stereo-chemistry were determined through spectroscopic analysis, X-ray diffractions and computational calculations. The plausible biosynthetic pathway was proposed based on the predicted biosynthetic gene cluster. All of the isolated compounds exhibited inhibitory activities against PAF-induced platelet aggregation. The molecular docking study was carried out understand the interaction between the PAF receptor and hawanoids with different skeletons.