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      Alkaloids from the mangrove endophytic fungus Diaporthe phaseolorum SKS019.

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          Abstract

          Six new alkaloids including four new chromeno[3,2-c]pyridines, diaporphasines A-D (1-4), and two new isoindolinones, meyeroguillines C and D (6-7), as well as three known compounds meyeroguilline A (5), 5-deoxybostrycoidin (8), and fusaristatin A (9), were isolated from an endophytic fungus Diaporthe phaseolorum SKS019. Their structures were determined by analysis of 1D and 2D NMR and mass spectroscopic data. Compounds 1-9 are alkaloid components reported for the first time from the Diaporthe sp., and diaporphasines A-D (1-4) are the third examples of alkaloids possessing the unique chromeno[3,2-c]pyridine nucleus. All isolated compounds 1-9 were evaluated for their cytotoxic activity in vitro using MDA-MB-435, HepG2, MCF10A, HCT116, and NCI-H460 human cell lines. Compound 8 exhibited cytotoxicity against MDA-MB-435 and NCI-H460 human cancer cell lines with IC50 values of 5.32 and 6.57μM, respectively, and compound 9 showed growth-inhibitory activity against MDA-MB-435 human cancer cell line with IC50 value of 8.15μM.

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          Author and article information

          Journal
          Bioorg Med Chem Lett
          Bioorganic & medicinal chemistry letters
          Elsevier BV
          1464-3405
          0960-894X
          February 15 2017
          : 27
          : 4
          Affiliations
          [1 ] School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China.
          [2 ] Zhongshan School of Medicine, Sun Yat-sen University, Guangzhou 510080, China.
          [3 ] School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China; South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Guangzhou 510006, China. Electronic address: cesshzhg@sysu.edu.cn.
          Article
          S0960-894X(17)30041-0
          10.1016/j.bmcl.2017.01.029
          28119026
          107ee879-e710-4d1a-9adc-601831655dd8
          Copyright © 2017 Elsevier Ltd. All rights reserved.
          History

          Alkaloid,Chromeno[3,2-c]pyridine,Cytotoxicity,Diaporthe phaseolorum,Isoindolinone

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