17
views
0
recommends
+1 Recommend
0 collections
    0
    shares
      • Record: found
      • Abstract: found
      • Article: found
      Is Open Access

      New Diketopiperazines from a Marine-Derived Fungus Strain Aspergillus versicolor MF180151

      research-article

      Read this article at

      Bookmark
          There is no author summary for this article yet. Authors can add summaries to their articles on ScienceOpen to make them more accessible to a non-specialist audience.

          Abstract

          Six new diketopiperazines, (±)-7,8-epoxy-brevianamide Q ((±)- 1), (±)-8-hydroxy-brevianamide R ((±)- 2), and (±)-8-epihydroxy-brevianamide R ((±)- 3), together with four known compounds, (±)-brevianamide R ((±)- 4), versicolorin B ( 5) and averufin ( 6), were isolated from a marine-derived fungus strain Aspergillus versicolor MF180151, which was recovered from a sediment sample collected from the Bohai Sea, China. The chemical structures were established by 1D- and 2D-NMR spectra and HR-ESI-MS. 1 is the first sample of brevianamides with an epoxy moiety. Their bioactivities were evaluated against Candida albicans, Bacillus subtilis, Staphylococcus aureus, methicillin-resistant S. aureus, Pseudomonas aeruginosa, and Bacillus Calmette-Guérin. Compounds 14 showed no activities against the pathogens, and compounds 5 and 6 showed moderate activities against S. aureus and methicillin-resistant S. aureus.

          Related collections

          Most cited references31

          • Record: found
          • Abstract: found
          • Article: found
          Is Open Access

          Can Some Marine-Derived Fungal Metabolites Become Actual Anticancer Agents?

          Marine fungi are known to produce structurally unique secondary metabolites, and more than 1000 marine fungal-derived metabolites have already been reported. Despite the absence of marine fungal-derived metabolites in the current clinical pipeline, dozens of them have been classified as potential chemotherapy candidates because of their anticancer activity. Over the last decade, several comprehensive reviews have covered the potential anticancer activity of marine fungal-derived metabolites. However, these reviews consider the term “cytotoxicity” to be synonymous with “anticancer agent”, which is not actually true. Indeed, a cytotoxic compound is by definition a poisonous compound. To become a potential anticancer agent, a cytotoxic compound must at least display (i) selectivity between normal and cancer cells (ii) activity against multidrug-resistant (MDR) cancer cells; and (iii) a preferentially non-apoptotic cell death mechanism, as it is now well known that a high proportion of cancer cells that resist chemotherapy are in fact apoptosis-resistant cancer cells against which pro-apoptotic drugs have more than limited efficacy. The present review thus focuses on the cytotoxic marine fungal-derived metabolites whose ability to kill cancer cells has been reported in the literature. Particular attention is paid to the compounds that kill cancer cells through non-apoptotic cell death mechanisms.
            Bookmark
            • Record: found
            • Abstract: found
            • Article: not found

            Brevianamides with antitubercular potential from a marine-derived isolate of Aspergillus versicolor.

            An Aspergillus versicolor isolated from sediment collected from the Bohai Sea, China, yielded the new dimeric diketopiperazine brevianamide S (1), together with three new monomeric cometabolites, brevianamides T (2), U (3), and V (4). Structures were determined by detailed spectroscopic analysis. Brevianamide S exhibited selective antibacterial activity against Bacille Calmette-Guérin (BCG), suggestive of a new mechanism of action that could inform the development of next-generation antitubercular drugs.
              Bookmark
              • Record: found
              • Abstract: found
              • Article: not found

              Bioactive anthraquinones from endophytic fungus Aspergillus versicolor isolated from red sea algae.

              The marine fungus Aspergillus versicolor was isolated from the inner tissue of the Red Sea green alga Halimeda opuntia. The fungus was identified by its morphology and 18s rDNA. Cultivation of this fungal strain led to a new metabolite named isorhodoptilometrin-1-methyl ether (1) along with the known compounds emodin (2), 1-methyl emodin (3), evariquinone (4), 7-hydroxyemodin 6,8-methyl ether (5), siderin (6), arugosin C (7), and variculanol (8). The structures were elucidated on the basis of NMR spectroscopic analysis and mass spectrometry. The biological properties of ethyl acetate extract and compounds 1-3 and 6-8 were explored for antimicrobial activity, anti-cancer activity and inhibition of Hepatitis C virus (HCV) protease.
                Bookmark

                Author and article information

                Journal
                Mar Drugs
                Mar Drugs
                marinedrugs
                Marine Drugs
                MDPI
                1660-3397
                02 May 2019
                May 2019
                : 17
                : 5
                : 262
                Affiliations
                [1 ]Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China; huzxcv10@ 123456126.com (J.H.); bluewave2015@ 123456sina.com (Z.L.); jieyu_gao@ 123456163.com (J.G.); hehongtao2010@ 123456live.cn (H.H.); huanqindai@ 123456gmail.com (H.D.)
                [2 ]University of Chinese Academy of Sciences, Beijing 100049, China
                [3 ]School of Food and Biological Engineering, Hefei University of Technology, Hefei 230009, China
                [4 ]Key Biosensor Laboratory of Shandong Provinde, Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250013, China; xiaxk@ 123456sdas.org
                [5 ]State Key Laboratory of Bioreactor Engineering, East China University of Science of Technology, Shanghai 200237, China
                Author notes
                [* ]Correspondence: liucuihua@ 123456im.ac.cn (C.L.); lxzhang@ 123456ecust.edu.cn (L.Z.); songfuhang@ 123456im.ac.cn (F.S.); Tel.: +86-10-64806197 (C.L.); +86-21-64252575 (L.Z.); +86-10-64806058 (F.S.)
                Author information
                https://orcid.org/0000-0002-9162-3355
                Article
                marinedrugs-17-00262
                10.3390/md17050262
                6562876
                31052556
                ecc51526-4d61-4100-8764-f5e9fb902f86
                © 2019 by the authors.

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                : 03 April 2019
                : 30 April 2019
                Categories
                Article

                Pharmacology & Pharmaceutical medicine
                marine-derived fungus,aspergillus versicolor,diketopiperazine,antibacterial

                Comments

                Comment on this article