Resorcinosides A 和 B，一种来源于海洋真菌菌株的糖基化烷基间苯二酚

Resorcinosides A and B, Glycosylated Alkylresorcinols from a Marine-Derived Strain of the Fungus .

机构信息

Department of Marine Biotechnology , University of Science and Technology (UST) , 217 Gajungro Yuseong-gu , Daejeon 34113 , Republic of Korea.

Marine Natural Products Chemistry Laboratory , Korea Institute of Ocean Science and Technology (KIOST) , 385 Haeyang-ro , Yeoungdo-gu, Busan 49111 , Republic of Korea.

出版信息

J Nat Prod. 2019 Nov 22;82(11):3186-3190. doi: 10.1021/acs.jnatprod.9b00776. Epub 2019 Oct 31.

DOI:10.1021/acs.jnatprod.9b00776

PMID:31668073

Abstract

Two new glycosylated alkylresorcinols, resorcinosides A () and B (), were isolated from a strain of the fungus derived from a marine sediment sample collected from Cu Lao Cham Island, Vietnam. The structures of and were established by interpretation of 1D and 2D NMR and high-resolution ESIMS data, and their absolute configurations were confirmed by the coupling constant of the anomeric proton, acid hydrolysis, subsequent HPLC analysis, Mosher's method, and quantum-mechanics-based computational analysis of NMR chemical shifts. The structure elucidation indicated that and are new alkylresorcinols with d-glucose, and has an α-pyrone moiety attached to the aromatic ring. Compound exhibited cytotoxic activity against the NUGC-3 cancer cell line with a GI value of 9.3 μM.

摘要

从越南富国岛采集的海洋沉积物样本中分离到的真菌菌株中分离到两种新的糖基化烷基间苯二酚，分别为 resorcinoside A()和 B()。通过对 1D 和 2D NMR 及高分辨 ESIMS 数据的解析，确定了和的结构，并通过端基质子偶合常数、酸水解、随后的 HPLC 分析、Mosher 法和基于量子力学的 NMR 化学位移计算分析确定了它们的绝对构型。结构阐明表明和是具有 d-葡萄糖的新型烷基间苯二酚，而具有连接到芳环上的α-吡喃酮部分。化合物对 NUGC-3 癌细胞系表现出细胞毒性活性，GI 值为 9.3 μM。