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整合菌素H-J:来自内生真菌镰刀菌属的新型四环三萜类化合物

Integracides H-J: New tetracyclic triterpenoids from the endophytic fungus Fusarium sp.

作者信息

Ibrahim Sabrin R M, Abdallah Hossam M, Mohamed Gamal A, Ross Samir A

机构信息

Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah, Al Munawwarah 30078, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt.

Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Cairo University, Cairo 11562, Egypt.

出版信息

Fitoterapia. 2016 Jul;112:161-7. doi: 10.1016/j.fitote.2016.06.002. Epub 2016 Jun 7.

Abstract

Three new tetracyclic triterpenoids namely, integracides H (1), I (4), and J (5), along with integracides B (3) and F (2) have been isolated from the endophytic fungus Fusarium sp. isolated from the roots of Mentha longifolia L. (Labiatae) growing in Saudi Arabia. The structure elucidation of the isolated compounds was achieved by spectroscopic analysis including UV, IR, 1D ((1)H and (13)C) and 2D ((1)H(1)H COSY, TOCSY, HSQC, HMBC, and NOESY) NMR as well as HRESIMS and comparison with literature data. Integracides H (1) and J (5) showed significant anti-leishmanial activity towards Leishmania donovani with IC50 values of 4.75 and 3.29μM, respectively compared to pentamidine (IC50 6.35μM). Moreover, they displayed potent cytotoxic activity towards BT-549, SKOV-3, and KB cell lines with IC50 values of 1.82, 1.32, and 0.18μM and 2.46, 3.01, and 2.54μM, respectively.

摘要

从沙特阿拉伯生长的长叶薄荷(唇形科)根部分离出的内生真菌镰刀菌属中,已分离出三种新的四环三萜类化合物,即整合菌素H(1)、I(4)和J(5),以及整合菌素B(3)和F(2)。通过包括紫外、红外、一维(¹H和¹³C)和二维(¹H¹H COSY、TOCSY、HSQC、HMBC和NOESY)核磁共振以及高分辨电喷雾电离质谱等光谱分析,并与文献数据进行比较,完成了所分离化合物的结构解析。与喷他脒(IC50 6.35μM)相比,整合菌素H(1)和J(5)对杜氏利什曼原虫显示出显著的抗利什曼活性,IC50值分别为4.75和3.29μM。此外,它们对BT - 549、SKOV - 3和KB细胞系显示出强大的细胞毒活性,IC50值分别为1.82、1.32和0.18μM以及2.46、3.01和2.54μM。

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