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三萜类和酚类化合物从真菌:分离,结构测定和生物活性。

Triterpenes and Phenolic Compounds from the Fungus : Isolation, Structure Determination and Biological Activity.

机构信息

Spectroscopic Research, Gedeon Richter Plc., Gyömrői út 19-21, H-1103 Budapest, Hungary.

Department of Pharmacognosy, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary.

出版信息

Molecules. 2021 Mar 16;26(6):1657. doi: 10.3390/molecules26061657.

Abstract

Investigation of the methanol extract of the poroid fungus resulted in the isolation of a novel triterpene, fuscoporic acid (), together with inoscavin A and its previously undescribed isomer ( and ), 3,4-dihydroxy-benzaldehide (), osmundacetone (), senexdiolic acid (), natalic acid (), and ergosta-7,22-diene-3-one (). The structures of fungal compounds were determined on the basis of NMR and MS spectroscopic analyses, as well as molecular modeling studies. Compounds , - were examined for their antibacterial properties on resistant clinical isolates, and cytotoxic activity on human colon adenocarcinoma cell lines. Compound was effective against Colo 205 (IC 11.65 ± 1.67 µM), Colo 320 (IC 8.43 ± 1.1 µM) and MRC-5 (IC 7.92 ± 1.42 µM) cell lines. Potentially synergistic relationship was investigated between and doxorubicin, which revealed a synergism between the examined compounds with a combination index (CI) at the 50% growth inhibition dose (ED) of 0.521 ± 0.15. Several compounds ( and -) were tested for P-glycoprotein modulatory effect in Colo 320 resistant cancer cells, but none of the compounds proved to be effective in this assay. Fungal metabolites - were evaluated for their antioxidant activity using the oxygen radical absorbance capacity (ORAC) and DPPH assays. Compounds and were found to have a considerable antioxidant effect with EC 0.25 ± 0.01 (DPPH) and 12.20 ± 0.92 mmol TE/g (ORAC) The current article provides valuable information on both the chemical and pharmacological profiles of , paving the way for future studies with this species.

摘要

从多孔菌中提取的甲醇提取物中分离得到了一种新型三萜酸,即 fuscoporic acid (),以及 inoscavin A 及其以前未描述的异构体 ( 和 )、3,4-二羟基苯甲醛 ()、osmundacetone ()、senexdiolic acid ()、natic acid ()和麦角甾-7,22-二烯-3-酮 ()。真菌化合物的结构是根据 NMR 和 MS 光谱分析以及分子建模研究确定的。在研究了化合物 - 的抗菌性能对耐药临床分离株的影响和对人结肠腺癌细胞系的细胞毒性活性。化合物 对 Colo 205 (IC 11.65 ± 1.67 μM)、Colo 320 (IC 8.43 ± 1.1 μM) 和 MRC-5 (IC 7.92 ± 1.42 μM) 细胞系有效。研究了化合物 与阿霉素之间潜在的协同关系,结果表明在 50%生长抑制剂量 (ED) 下,两种化合物的组合指数 (CI) 为 0.521 ± 0.15,存在协同关系。还测试了几种化合物 ( 和 -) 对 Colo 320 耐药癌细胞中 P-糖蛋白的调节作用,但没有一种化合物在该试验中有效。用氧自由基吸收能力 (ORAC) 和 DPPH 测定法评估了真菌代谢物 - 的抗氧化活性。发现化合物 和 具有相当大的抗氧化作用,其 EC 0.25 ± 0.01 (DPPH) 和 12.20 ± 0.92 mmol TE/g (ORAC)。本文提供了有关 的化学和药理学特性的有价值的信息,为未来对该物种的研究铺平了道路。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2bf/8002351/a36dffa13b88/molecules-26-01657-g001.jpg

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