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来自海洋海绵衍生真菌sp. VK12的细胞毒性和免疫调节性酚类衍生物。

Cytotoxic and immunomodulatory phenol derivatives from a marine sponge-derived fungus sp. VK12.

作者信息

Quang Tran Hong, Phong Nguyen Viet, Hanh Tran Thi Hong, Cuong Nguyen Xuan, Ngan Nguyen Thi Thanh, Oh Hyuncheol, Nam Nguyen Hoai, Van Minh Chau

机构信息

Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam.

Institute of Genome Research, Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam.

出版信息

Nat Prod Res. 2021 Dec;35(23):5153-5159. doi: 10.1080/14786419.2020.1786829. Epub 2020 Jul 1.

Abstract

Chemical investigation of the marine-derived endophytic fungus sp. VK12 resulted in isolation and identification of a new compound, (3)-(3',5'-dihydroxyphenyl)butan-2-one () and five known ones: AGI-7 (), sescandelin (), sescandelin-B (), 4-hydroxybenzaldehyde (), and hydroxysydonic acid (). The absolute configuration of was determined by time-dependent density functional theory electronic circular dichroism, specific optical rotation, and NMR calculations. Compounds and showed cytotoxicity towards HepG2, MCF-7, and SK-Mel2 carcinoma cells, with IC values ranging from 48.6 to 96.5 µM. Compounds , , displayed NO inhibitory effects in LPS-stimulated BV2 cells, with IC values in a range from 24.2 to 76.5 µM. Compound further inhibited PGE overproduction, with an IC value of 25.3 µM. The inhibitory effects of towards NO and PGE overproduction were found to have a close relationship with its suppression of iNOS and COX-2 protein expression, respectively.

摘要

对源自海洋的内生真菌sp. VK12进行化学研究,结果分离并鉴定出一种新化合物(3)-(3',5'-二羟基苯基)丁-2-酮()以及五种已知化合物:AGI-7()、sescandelin()、sescandelin-B()、4-羟基苯甲醛()和羟基异壬酸()。通过含时密度泛函理论电子圆二色性、比旋光度和核磁共振计算确定了的绝对构型。化合物和对HepG2、MCF-7和SK-Mel2癌细胞显示出细胞毒性,IC值范围为48.6至96.5 μM。化合物、、在脂多糖刺激的BV2细胞中表现出一氧化氮抑制作用,IC值范围为24.2至76.5 μM。化合物进一步抑制前列腺素E过量产生,IC值为25.3 μM。发现对一氧化氮和前列腺素E过量产生的抑制作用分别与其对诱导型一氧化氮合酶和环氧化酶-2蛋白表达的抑制密切相关。

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