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      Chrysoxanthones A–C, Three New Xanthone–Chromanone Heterdimers from Sponge-Associated Penicillium chrysogenum HLS111 Treated with Histone Deacetylase Inhibitor

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          Abstract

          By treating with histone-deacetylase inhibitor valproate sodium, three new heterdimeric tetrahydroxanthone–chromanone lactones chrysoxanthones A–C ( 1– 3), along with 17 known compounds were isolated from a sponge-associated Penicillium chrysogenum HLS111. The planar structures of chrysoxanthones A–C were elucidated by means of spectroscopic analyses, including MS, 1D, and 2D NMR. Their absolute configurations were established by electronic circular dichroism (ECD) calculations. Chrysoxanthones A–C exhibited moderate antibacterial activities against Bacillus subtilis with minimum inhibitory concentration (MIC) values of 5–10 μg/mL.

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          Genome sequencing and analysis of the filamentous fungus Penicillium chrysogenum.

          Jan A. K. W. Kiel, Roel Bovenberg, Esther van der Meer … (2008)
          Industrial penicillin production with the filamentous fungus Penicillium chrysogenum is based on an unprecedented effort in microbial strain improvement. To gain more insight into penicillin synthesis, we sequenced the 32.19 Mb genome of P. chrysogenum Wisconsin54-1255 and identified numerous genes responsible for key steps in penicillin production. DNA microarrays were used to compare the transcriptomes of the sequenced strain and a penicillinG high-producing strain, grown in the presence and absence of the side-chain precursor phenylacetic acid. Transcription of genes involved in biosynthesis of valine, cysteine and alpha-aminoadipic acid-precursors for penicillin biosynthesis-as well as of genes encoding microbody proteins, was increased in the high-producing strain. Some gene products were shown to be directly controlling beta-lactam output. Many key cellular transport processes involving penicillins and intermediates remain to be characterized at the molecular level. Genes predicted to encode transporters were strongly overrepresented among the genes transcriptionally upregulated under conditions that stimulate penicillinG production, illustrating potential for future genomics-driven metabolic engineering.
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            New alkaloids and diterpenes from a deep ocean sediment derived fungus Penicillium sp.

            Lin Du, Dehai Li, Tianjiao Zhu … (2009)
            Article 0 comments Cited 38 times – based on 0 reviews     Review now
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              Epigenetic Genome Mining of an Endophytic Fungus Leads to the Pleiotropic Biosynthesis of Natural Products

              Dehai Li, Wen-Bing Yin, Yit-Heng Chooi … (2015)
              Article 0 comments Cited 27 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): 01 October 2018
                Publication date Collection: October 2018
                Volume: 16
                Issue: 10
                Electronic Location Identifier: 357
                Affiliations
                State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Key Laboratory of Biosynthesis of Natural Products of National Health Committee, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 1 Xian Nong Tan Street, Beijing 100050, China; zhenxin@ 123456imb.pumc.edu.cn (X.Z.); gongting@ 123456imm.ac.cn (T.G.); wenyanhua@ 123456imm.ac.cn (Y.-H.W.); yandaojiang@ 123456imm.ac.cn (D.-J.Y.); chenjingjing@ 123456imm.ac.cn (J.-J.C.)
                Author notes
                [* ]Correspondence: zhuping@ 123456imm.ac.cn ; Tel.: +86-10-6316-5197
                [†]

                These authors contributed equally to this work.

                Article
                Publisher ID: marinedrugs-16-00357
                DOI: 10.3390/md16100357
                PMC ID: 6213349
                PubMed ID: 30275353
                SO-VID: ad8e7b31-dea1-4a0f-98b6-efc3dae7afa2
                Copyright © © 2018 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 : 11 September 2018
                Date accepted : 28 September 2018
                Categories
                Subject: Article

                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: penicillium chrysogenum,secondary metabolites,histone-deacetylase inhibitor,antibacterial activity,polyketide synthase
                Data availability:
                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: penicillium chrysogenum, secondary metabolites, histone-deacetylase inhibitor, antibacterial activity, polyketide synthase

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