Special Issue "Bioactive Marine Heterocyclic Compounds"

A special issue of Marine Drugs (ISSN 1660-3397).

Deadline for manuscript submissions: 30 November 2019.

Special Issue Editor

Prof. Dr. Yoshihide Usami
E-Mail Website
Guest Editor
Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan
Fax: +81 726 90 1005
Interests: marine natural product; total synthesis; structural determination; bioactive; small molecule; azole
Special Issues and Collections in MDPI journals

Special Issue Information

Dear Colleagues,

Studies on heterocyclic compounds are important in drug discovery, since they show a variety of significant biological activities. Nitrogen-containing heterocyclic natural products, which are mainly found in plants, are called alkaloids. While it is true that terrestrial natural products, including alkaloids, have not had a main role in drug development throughout human history, recent progress in marine natural products has had a great impact in this field, which is something that all chemists are aware of. Marine-derived heterocyclic natural products increasingly look as if they are going to take the place of terrestrial products as seeds for new drugs. It is because of this that this Special Issue of Marine Drugs, “Bioactive Marine Heterocyclic Compounds” was proposed.

This Special issue aims to collect excellent original research articles and reviews focused on the isolation of new heterocyclic marine natural products, total synthesis, synthetic modification, or finding important bioactivities of known heterocyclic marine natural products. I hope this Special issue will affect new drug developments or innovation in the near future.

Prof. Dr. Yoshihide Usami
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All papers will be peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Marine Drugs is an international peer-reviewed open access monthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2000 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • Marine natural product
  • Bioactive
  • Heterocyclic
  • Synthesis
  • Drug discovery

Published Papers (3 papers)

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Open AccessCommunication
Genome Sequencing of Streptomyces olivaceus SCSIO T05 and Activated Production of Lobophorin CR4 via Metabolic Engineering and Genome Mining
Mar. Drugs 2019, 17(10), 593; https://doi.org/10.3390/md17100593 (registering DOI) - 20 Oct 2019
Abstract
Marine-sourced actinomycete genus Streptomyces continues to be an important source of new natural products. Here we report the complete genome sequence of deep-sea-derived Streptomyces olivaceus SCSIO T05, harboring 37 putative biosynthetic gene clusters (BGCs). A cryptic BGC for type I polyketides was activated [...] Read more.
Marine-sourced actinomycete genus Streptomyces continues to be an important source of new natural products. Here we report the complete genome sequence of deep-sea-derived Streptomyces olivaceus SCSIO T05, harboring 37 putative biosynthetic gene clusters (BGCs). A cryptic BGC for type I polyketides was activated by metabolic engineering methods, enabling the discovery of a known compound, lobophorin CR4 (1). Genome mining yielded a putative lobophorin BGC (lbp) that missed the functional FAD-dependent oxidoreductase to generate the d-kijanose, leading to the production of lobophorin CR4 without the attachment of d-kijanose to C17-OH. Using the gene-disruption method, we confirmed that the lbp BGC accounts for lobophorin biosynthesis. We conclude that metabolic engineering and genome mining provide an effective approach to activate cryptic BGCs. Full article
(This article belongs to the Special Issue Bioactive Marine Heterocyclic Compounds)
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Open AccessArticle
Polyketides from the Mangrove-Derived Endophytic Fungus Cladosporium cladosporioides
Mar. Drugs 2019, 17(5), 296; https://doi.org/10.3390/md17050296 - 17 May 2019
Abstract
Five new polyketides, namely, 5R-hydroxyrecifeiolide (1), 5S-hydroxyrecifeiolide (2), ent-cladospolide F (3), cladospolide G (4), and cladospolide H (5), along with two known compounds (6 and 7), [...] Read more.
Five new polyketides, namely, 5R-hydroxyrecifeiolide (1), 5S-hydroxyrecifeiolide (2), ent-cladospolide F (3), cladospolide G (4), and cladospolide H (5), along with two known compounds (6 and 7), were isolated from the endophytic fungal strain Cladosporium cladosporioides MA-299 that was obtained from the leaves of the mangrove plant Bruguiera gymnorrhiza. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, ECDs and optical rotations, and modified Mosher’s method. The structures of 3 and 6 were confirmed by single-crystal X-ray diffraction analysis and this is the first time for reporting the crystal structures of these two compounds. All of the isolated compounds were examined for antimicrobial activities against human and aquatic bacteria and plant pathogenic fungi as well as enzymatic inhibitory activities against acetylcholinesterase. Compounds 14, 6, and 7 exhibited antimicrobial activity against some of the tested strains with MIC values ranging from 1.0 to 64 μg/mL, while 3 exhibited enzymatic inhibitory activity against acetylcholinesterase with the IC50 value of 40.26 μM. Full article
(This article belongs to the Special Issue Bioactive Marine Heterocyclic Compounds)
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Open AccessArticle
Altercrasins A–E, Decalin Derivatives, from a Sea-Urchin-Derived Alternaria sp.: Isolation and Structural Analysis Including Stereochemistry
Mar. Drugs 2019, 17(4), 218; https://doi.org/10.3390/md17040218 - 11 Apr 2019
Cited by 1
Abstract
In order to find out the seeds of antitumor agents, we focused on potential bioactive materials from marine-derived microorganisms. Marine products include a number of compounds with unique structures, some of which may exhibit unusual bioactivities. As a part of this study, we [...] Read more.
In order to find out the seeds of antitumor agents, we focused on potential bioactive materials from marine-derived microorganisms. Marine products include a number of compounds with unique structures, some of which may exhibit unusual bioactivities. As a part of this study, we studied metabolites of a strain of Alternaria sp. OUPS-117D-1 originally derived from the sea urchin Anthocidaris crassispina, and isolated five new decalin derivatives, altercrasins A–E (15). The absolute stereostructure of altercrasins A (1) had been decided by chemical transformation and the modified Mosher’s method. In this study, four decalin derivatives, altercrasins B–E (25) were purified by silica gel chromatography, and reversed phase high-performance liquid chromatography (RP HPLC), and their structures were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic analyses. The absolute configuration of them were deduced by the comparison with 1 in the NMR chemical shifts, NOESY correlations, and electronic circular dichroism (ECD) spectral analyses. As a result, we found out that compound pairs of 1/2 and 4/5 were respective stereoisomers. In addition, their cytotoxic activities using murine P388 leukemia, human HL-60 leukemia, and murine L1210 leukemia cell lines showed that 4 and 5 exhibit potent cytotoxicity, in especially, the activity of 4 was equal to that of 5-fluorouracil. Full article
(This article belongs to the Special Issue Bioactive Marine Heterocyclic Compounds)
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