Discovery of Cyclic Diarylheptanoids as Inhibitors against Influenza A Virus from the Roots of Casuarina equisetifolia.

Discovery of Cyclic Diarylheptanoids as Inhibitors against Influenza A Virus from the Roots of Casuarina equisetifolia.
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DOI:
10.1021/acs.jnatprod.2c00335
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发表时间:
2022-08
影响因子:
5.1
通讯作者:
Xiaoyu Xu;Liurong Chen;Yucai Luo;Ruanling Gao;Yingting Xu;Jie Yang;Zhongyue Zhou;Xiaoyi Wei
Xiaoyu Xu;Liurong Chen;Yucai Luo;Ruanling Gao;Yingting Xu;Jie Yang;Zhongyue Zhou;Xiaoyi Wei
中科院分区:
生物学2区
文献类型:
--
作者:
Xiaoyu Xu;Liurong Chen;Yucai Luo;Ruanling Gao;Yingting Xu;Jie Yang;Zhongyue Zhou;Xiaoyi Wei

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从木麻黄属植物木麻黄(Casuarina equisetifolia)的根中分得4个新的环状二芳基庚烷类化合物,即木麻黄醇A ~ C(1-3)和木麻黄醇A(4),以及6个已知化合物(5-10)。通过广泛的光谱分析、理论构象和电子圆二色谱分析阐明了结构。木麻黄酚C(3)是一种新型的环状二芳基庚醛加合物。木麻黄素A(4)表示开环二芳基庚烷类化合物的第一结构。评价化合物1-9针对A/WSN/33(H1N1)的抗甲型流感病毒(IAV)活性。(-)-(M)-11-氧代-3,12R,17-三羟基-9-烯-[7,0]-间环蕃(5)具有明显的抗IAV活性,IC_(50)为8.64 ± 2.49 μM,CC_(50)大于100 μM。
Four new cyclic diarylheptanoids, casuarinols A-C (1-3) and casuarinolide A (4), together with six known ones (5-10), were isolated from the roots of Casuarina equisetifolia. Structures were elucidated by extensive spectroscopic analysis, theoretical conformational, and electronic circular dichroism analyses. Casuarinol C (3) is a novel cyclic diarylheptanoid-aldehyde adduct. Casuarinolide A (4) represents the first structure of a seco-cyclic diarylheptanoid. Compounds 1-9 were evaluated for their anti-influenza A virus (IAV) activity against A/WSN/33 (H1N1). (-)-(M)-11-Oxo-3,12R,17-trihydroxy-9-ene-[7,0]-metacyclophane (5) displayed significant anti-IAV activity with an IC50 value of 8.64 ± 2.49 μM and a CC50 higher than 100 μM.