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Phallac 酸 A 和 B,来自黄伞 Phallus luteus 子实体的新倍半萜。

Phallac acids A and B, new sesquiterpenes from the fruiting bodies of Phallus luteus.

机构信息

Natural Product Research Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, 16419, Republic of Korea.

College of Korean Medicine, Gachon University, Seongnam, 13120, Republic of Korea.

出版信息

J Antibiot (Tokyo). 2020 Oct;73(10):729-732. doi: 10.1038/s41429-020-0328-z. Epub 2020 May 29.

Abstract

Phallus luteus (Phallaceae), previously known as Dictyophora indusiata, is an edible and medicinal mushroom. As part of a continuing project to discover structurally and/or biologically novel natural products from wild mushrooms, we aimed to perform a chemical investigation of the methanol extract of P. luteus combined with a liquid chromatography-mass spectrometry-guided analysis coupled to an in-house UV spectral library. Two new sesquiterpenes, phallac acids A (1) and B (2), were isolated and determined. The chemical structure of the new natural products was unambiguously determined using a combination of 1D and 2D NMR and high-resolution electrospray ionization mass spectrometry data. To our knowledge, this is the first study to report linear sesquiterpene carboxylic acids from P. luteus. The new compounds were evaluated for α-glucosidase inhibitory activities where phallac acid B (2) showed α-glucosidase inhibitory potential (IC value of 94.89 ± 5.57 μM) compared with the standard acarbose (IC value of 26.23 ± 1.31 μM).

摘要

黄蓝柄牛肝菌(牛肝菌科),以前被称为网孢牛肝菌,是一种可食用和药用蘑菇。作为一项正在进行的从野生蘑菇中发现具有结构和/或生物新颖性的天然产物的项目的一部分,我们旨在对黄蓝柄牛肝菌的甲醇提取物进行化学研究,该提取物与液质联用分析相结合,并附有内部 UV 光谱库。分离并确定了两种新的倍半萜酸,黄蓝柄牛肝菌素 A(1)和 B(2)。使用一维和二维 NMR 以及高分辨率电喷雾电离质谱数据的组合,明确确定了新天然产物的化学结构。据我们所知,这是首次报道来自黄蓝柄牛肝菌的线性倍半萜酸。评估了新化合物对α-葡萄糖苷酶抑制活性的影响,其中黄蓝柄牛肝菌素 B(2)显示出α-葡萄糖苷酶抑制潜力(IC 值为 94.89 ± 5.57 μM),而标准阿卡波糖(IC 值为 26.23 ± 1.31 μM)。

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