来自脑形扁海绵的倍半萜衍生物及其抗炎活性。

Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity.

作者信息

Kiem Phan Van, Huyen Le Thi, Hang Dan Thuy, Nhiem Nguyen Xuan, Tai Bui Huu, Anh Hoang Le Tuan, Cuong Pham Van, Quang Tran Hong, Minh Chau Van, Dau Nguyen Van, Kim Young-A, Subedi Lalita, Kim Sun Yeou, Kim Seung Hyun

机构信息

Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.

Faculty of Chemistry, VNU University of Science, Vietnam National University, 19 Le Thanh Tong, Hanoi, Viet Nam.

出版信息

Bioorg Med Chem Lett. 2017 Apr 1;27(7):1525-1529. doi: 10.1016/j.bmcl.2017.02.040. Epub 2017 Feb 21.

DOI:10.1016/j.bmcl.2017.02.040

PMID:28262525

Abstract

Using various chromatographic methods, five new sesquiterpene derivatives named smenohaimiens A-E (1-5) and five known, 19-hydroxy-polyfibrospongol B (6), ilimaquinone (7), dictyoceratin C (8), polyfibrospongol A (9), and polyfibrospongol B (10) were isolated from the marine sponge Smenospongia cerebriformis Duchassaing & Michelotti, 1864. Their structures were assigned by 1D, 2D NMR spectroscopic analysis, HR ESI MS, and calculations of the electron circular dichroism spectra. All compounds were evaluated for the inhibitory activity against NO production in lipopolysaccharide-stimulated in BV2 microglia cells. As the results, compound 7 significantly inhibited NO production with the IC value of 10.40±1.28µM. The remaining compounds showed moderate inhibitory NO production activities with IC values ranging from 24.37 to 30.43µM.

摘要

采用多种色谱方法，从1864年命名的海洋海绵状脑状斯氏海绵（Smenospongia cerebriformis Duchassaing & Michelotti）中分离出5种新的倍半萜衍生物，命名为斯氏海绵素A-E（1-5）以及5种已知化合物，19-羟基-多纤维海绵醇B（6）、伊里马醌（7）、网角海绵素C（8）、多纤维海绵醇A（9）和多纤维海绵醇B（10）。通过一维、二维核磁共振光谱分析、高分辨电喷雾电离质谱以及电子圆二色光谱计算确定了它们的结构。对所有化合物进行了评估，检测其对脂多糖刺激的BV2小胶质细胞中一氧化氮产生的抑制活性。结果显示，化合物7显著抑制一氧化氮的产生，IC值为10.40±1.28µM。其余化合物表现出中等程度的一氧化氮产生抑制活性，IC值范围为24.37至30.43µM。