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      Phenalenones from a Marine-Derived Fungus Penicillium sp.

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          Abstract

          Six new phenalenone derivatives ( 1– 6), along with five known compounds ( 7– 11) of the herqueinone class, were isolated from a marine-derived fungus Penicillium sp. The absolute configurations of these compounds were assigned based on chemical modifications and their specific rotations. 4-Hydroxysclerodin ( 6) and an acetone adduct of a triketone ( 7) exhibited moderate anti-angiogenetic and anti-inflammatory activities, respectively, while ent-peniciherqueinone ( 1) and isoherqueinone ( 9) exhibited moderate abilities to induce adipogenesis without cytotoxicity.

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          Fungal phenalenones: chemistry, biology, biosynthesis and phylogeny

          Mahmoud F. Elsebai, Muhammad Saleem, Mysore V Tejesvi … (2014)
          Article 0 comments Cited 21 times – based on 0 reviews     Review now
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            Studies in the biochemistry of micro-organisms. 96. The colouring matters of Penicillium herquei Bainier & Sartory

            J. Galarraga, K NEILL, H RAISTRICK (1955)
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              New polyaromatic metabolites from a marine-derived fungus Penicillium sp.

              Elin Julianti, Jung-Ho Lee, Lijuan Liao … (2013)
              Herqueiazole (1), herqueioxazole (2), and herqueidiketal (3), polyaromatic metabolites with a novel skeletal class, were isolated from the marine-derived fungus Penicillium sp. Based on the combined spectroscopic analyses, the structures of 1 and 2 were determined to be the first examples of pyrrole- and oxazole-containing phenalenone compounds, respectively, whereas 3 possessed a novel skeleton with a highly oxidized naphthoquinone moiety. Compound 3 exhibited moderate cytotoxicity and significant inhibitory activity against sortase A.
              Article 0 comments Cited 11 times – based on 0 reviews     Review now
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                Author and article information

                Journal
                Journal ID (nlm-ta): Mar Drugs
                Journal ID (iso-abbrev): Mar Drugs
                Journal ID (publisher-id): marinedrugs
                Title: Marine Drugs
                Publisher: MDPI
                ISSN (Electronic): 1660-3397
                Publication date (Electronic): 18 March 2019
                Publication date Collection: March 2019
                Volume: 17
                Issue: 3
                Electronic Location Identifier: 176
                Affiliations
                [1 ]Natural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, Korea; sungchulpark@ 123456snu.ac.kr (S.C.P.); elin_julianti@ 123456fa.itb.ac.id (E.J.); sungjinahn@ 123456snu.ac.kr (S.A.); dkim0719@ 123456snu.ac.kr (D.K.); sklee61@ 123456snu.ac.kr (S.K.L.); minsoonoh@ 123456snu.ac.kr (M.N.); dongchanoh@ 123456snu.ac.kr (D.-C.O.)
                [2 ]School of Pharmacy, Bandung Institute of Technology, Jl. Ganesha 10, Bandung 40132, Indonesia
                [3 ]Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-921, Korea
                Author notes
                [* ]Correspondence: ohkibong@ 123456snu.ac.kr (K.-B.O.); shinj@ 123456snu.ac.kr (J.S.); Tel.: +82-2-880-4646 (K.-B.O.); +82-2-880-2484 (J.S.)
                Author information
                https://orcid.org/0000-0002-0947-3598
                https://orcid.org/0000-0002-4306-7024
                https://orcid.org/0000-0002-7536-8462
                Article
                Publisher ID: marinedrugs-17-00176
                DOI: 10.3390/md17030176
                PMC ID: 6470642
                PubMed ID: 30889916
                SO-VID: e8eb8143-3a21-47df-a6e1-dca981da6100
                Copyright © © 2019 by the authors.
                License:

                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
                Date received : 26 February 2019
                Date accepted : 14 March 2019
                Categories
                Subject: Article

                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: herqueinones,phenalenones,penicillium sp.,marine-derived fungi,adipogenesis,anti-angiogenesis,anti-inflammatory
                Data availability:
                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: herqueinones, phenalenones, penicillium sp., marine-derived fungi, adipogenesis, anti-angiogenesis, anti-inflammatory

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