莱姆纳多辛烷 A-I：软珊瑚 sp. 中的新型生物活性倍半萜

Lemnardosinanes A-I: New Bioactive Sesquiterpenoids from Soft Coral sp.

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.

Laboratory of Marine Drugs and Biological Products, National Laboratory for Marine Science and Technology, Qingdao 266235, People's Republic of China.

出版信息

J Org Chem. 2021 Jan 1;86(1):970-979. doi: 10.1021/acs.joc.0c02463. Epub 2020 Dec 15.

DOI:10.1021/acs.joc.0c02463

PMID:33320671

Abstract

Two rearranged nardosinane sesquiterpenoids with novel carbon skeletons, lemnardosinanes A () and B (), and seven new nardosinane-related sesquiterpeniod lemnardosinanes C-I (), together with a known compound 6,7-seco-13-nornardosinan (), were isolated from the soft coral sp. collected from Xisha Islands of the South China Sea. Their structures were elucidated by comprehensive spectroscopic analyses, Mosher's method, Mo(OAc)-induced circular dichroism experiment, and quantum chemical calculations. Plausible biosynthetic pathways of - were proposed. Compounds and displayed angiogenesis promoting activity in a zebrafish model. Compounds and exhibited antiviral activity against the H1N1 virus with IC values of 10.9 and 41.5 μM, respectively.

摘要

从南海西沙群岛采集的软珊瑚 sp. 中分离得到两个具有新颖碳骨架的 rearranged nardosinane 倍半萜，lemnardosinanes A () 和 B (), 以及七个新的 nardosinane 相关 sesquiterpeniod lemnardosinanes C-I (), 以及一个已知化合物 6,7-seco-13-nornardosinan (). 通过综合光谱分析、Mosher 法、Mo(OAc)-诱导圆二色性实验和量子化学计算确定了它们的结构。提出了 - 的可能生物合成途径。化合物和在斑马鱼模型中表现出促进血管生成的活性。化合物和对 H1N1 病毒具有抗病毒活性，IC 值分别为 10.9 和 41.5 μM。