Terpenoids from the Soft Coral Sinularia densa Collected in the South China Sea.

IF 4.9 2区 医学 Q1 CHEMISTRY, MEDICINAL
Marine Drugs Pub Date : 2024-09-27 DOI:10.3390/md22100442
Cili Wang, Jiarui Zhang, Kai Li, Junjie Yang, Lei Li, Sen Wang, Hu Hou, Pinglin Li
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Abstract

The chemical investigation of the South China Sea soft coral Sinularia densa has resulted in the isolation of seven new terpenoids, including two new meroterpenoids, namely sinudenoids F-G (1-2), and five new cembranes, namely sinudenoids H-L (3-7). Their structures and absolute configurations were elucidated based on extensive analyses of spectroscopic data, single-crystal X-ray diffraction, comparison with the literature data, and quantum chemical calculations. Among them, sinudenoid F (1) and sinudenoid G (2) are rare meroterpenoids featuring a methyl benzoate core. Sinudenoid H (3) possesses a rare carbon skeleton of 8, 19-bisnorfuranocembrenolide, which is the second reported compound with this skeleton. In a bioassay, sinudenoid H (3) exhibited better anti-inflammatory activity compared to the positive control indomethacin at 20 µM in CuSO4-treated transgenic fluorescent zebrafish. Moreover, sinudenoid J (5) and sinudenoid L (7) exhibited moderate anti-thrombotic activity in arachidonic acid (AA)-induced thrombotic zebrafish at 20 µM.

从中国南海采集的软珊瑚 Sinularia densa 中提取的萜类化合物。
通过对南海软珊瑚 Sinularia densa 的化学研究,分离出 7 种新的萜类化合物,包括 2 种新的经萜类化合物,即 sinudenoids F-G (1-2),以及 5 种新的钙膜类化合物,即 sinudenoids H-L (3-7)。通过对光谱数据、单晶 X 射线衍射、文献数据对比和量子化学计算的大量分析,阐明了它们的结构和绝对构型。其中,莽草素 F(1)和莽草素 G(2)是以苯甲酸甲酯为核心的罕见经萜。sinudenoid H(3)具有罕见的 8,19-双呋喃酮内酯碳骨架,是第二个报道的具有这种骨架的化合物。在生物测定中,与阳性对照吲哚美辛(20 µM)相比,在经 CuSO4 处理的转基因荧光斑马鱼体内,sinudenoid H (3) 表现出更好的抗炎活性。此外,在花生四烯酸(AA)诱导的血栓斑马鱼中,20 µM的雏菊酸 J(5)和雏菊酸 L(7)表现出中等程度的抗血栓活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Marine Drugs
Marine Drugs 医学-医药化学
CiteScore
9.60
自引率
14.80%
发文量
671
审稿时长
1 months
期刊介绍: Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.
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