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Special Issue "Natural Products from Marine Actinomycetes"

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

Deadline for manuscript submissions: 28 February 2019

Special Issue Editors

Guest Editor
Prof. Dr. Dong-Chan Oh

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea
E-Mail
Interests: marine actinomycetes; natural products; NMR; structure elucidation; antibiotics; symbiosis; biosynthesis; genomics
Guest Editor
Prof. Dr. Sang-Jip Nam

Natural Product and Medicine Research Laboratory, Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Republic of Korea
E-Mail
Interests: marine actinomycetes; natural products; NMR; structure elucidation; mixed-fermentation; marine-organisms associated microbes

Special Issue Information

Dear Colleagues, 

Actinobacteria had been recognized as an important chemical producer of bioactive secondary metabolites in the golden era of anticancer/antibiotic discovery. Unfortunately, the discovery of new bioactive natural products from this promising bacterial group has declined due to redundant studies on heavily investigated terrestrial actinomycetes. However, it has been increasingly highlighted that marine-derived actinomycetes are also very promising sources for discovering new secondary metabolites with pharmaceutical potential.

This Special Issue aims to integrate original research articles regarding studies of natural products from marine-derived actinomycetes including new natural products discovery, chemical biology, new methods for discovering secondary metabolites, structure elucidation, genomic and biosynthetic research of natural products, and new biological activities

Prof. Dr. Dong-Chan Oh
Prof. Dr. Sang-Jip Nam
Guest Editors

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 1800 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 actinomycete

  • natural products

  • secondary metabolite

  • biosynthesis

  • genomics

  • structure elucidation

  • drug discovery

Published Papers (9 papers)

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Research

Open AccessArticle Albisporachelin, a New Hydroxamate Type Siderophore from the Deep Ocean Sediment-Derived Actinomycete Amycolatopsis albispora WP1T
Mar. Drugs 2018, 16(6), 199; https://doi.org/10.3390/md16060199
Received: 16 May 2018 / Revised: 4 June 2018 / Accepted: 5 June 2018 / Published: 7 June 2018
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Abstract
Marine actinobacteria continue to be a rich source for the discovery of structurally diverse secondary metabolites. Here we present a new hydroxymate siderophore produced by Amycolatopsis albispora, a recently described species of this less explored actinomycete genus. Strain WP1T was isolated
[...] Read more.
Marine actinobacteria continue to be a rich source for the discovery of structurally diverse secondary metabolites. Here we present a new hydroxymate siderophore produced by Amycolatopsis albispora, a recently described species of this less explored actinomycete genus. Strain WP1T was isolated from sediments collected at −2945 m in the Indian Ocean. The new siderophore, designated albisporachelin, was isolated from iron depleted culture broths and the structure was established by 1D and 2D NMR and MS/MS experiments, and application of a modified Marfey’s method. Albisporachelin is composed of one N-methylated-formylated/hydroxylated l-ornithine (N-Me-fh-l-Orn), one l-serine (l-Ser), one formylated/hydroxylated l-ornithine (fh-l-Orn) and a cyclo-N-methylated-hydroxylated l-ornithine (cyclo-N-Me-h-l-Orn). Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Graphical abstract

Open AccessArticle Antartin, a Cytotoxic Zizaane-Type Sesquiterpenoid from a Streptomyces sp. Isolated from an Antarctic Marine Sediment
Mar. Drugs 2018, 16(4), 130; https://doi.org/10.3390/md16040130
Received: 27 March 2018 / Revised: 10 April 2018 / Accepted: 11 April 2018 / Published: 16 April 2018
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Abstract
Antartin (1), a new zizaane-type sesquiterpene, was isolated from Streptomyces sp. SCO736. The chemical structure of 1 was assigned from the interpretation of 1D and 2D NMR in addition to mass spectrometric data. The relative stereochemistry of 1 was determined by
[...] Read more.
Antartin (1), a new zizaane-type sesquiterpene, was isolated from Streptomyces sp. SCO736. The chemical structure of 1 was assigned from the interpretation of 1D and 2D NMR in addition to mass spectrometric data. The relative stereochemistry of 1 was determined by analysis of NOE data, while the absolute stereochemistry was decided based on a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Antartin (1) showed cytotoxicity against A549, H1299, and U87 cancer cell lines by causing cell cycle arrest at the G1 phase. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Open AccessCommunication New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
Mar. Drugs 2018, 16(3), 90; https://doi.org/10.3390/md16030090
Received: 30 January 2018 / Revised: 8 March 2018 / Accepted: 9 March 2018 / Published: 12 March 2018
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Abstract
A member of the marine streptomycete clade MAR4, Streptomyces sp. CNQ-509, has genetic potential for the biosynthesis of hybrid isoprenoids and produces several meroterpenoids such as naphterpin, nitropyrrolin and marinophenazine. Our research on the strain CNQ-509 led to the isolation of two new
[...] Read more.
A member of the marine streptomycete clade MAR4, Streptomyces sp. CNQ-509, has genetic potential for the biosynthesis of hybrid isoprenoids and produces several meroterpenoids such as naphterpin, nitropyrrolin and marinophenazine. Our research on the strain CNQ-509 led to the isolation of two new naphterpin derivatives (1 and 2) comprised of naphthoquinone and geranyl moieties along with the known terpenoid, debromomarinone. The two-dimensional structure of these compounds was determined through spectral data analysis using data from NMR, MS and UV spectroscopy. Furthermore, the full structures of 1 and 2 including absolute configurations were unequivocally established by a combination of NMR experiments and chemical modifications. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Graphical abstract

Open AccessArticle Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
Mar. Drugs 2018, 16(3), 87; https://doi.org/10.3390/md16030087
Received: 6 February 2018 / Revised: 1 March 2018 / Accepted: 5 March 2018 / Published: 9 March 2018
Cited by 3 | PDF Full-text (1717 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Aromatic polyketides from marine actinomycetes have received increasing attention due to their unusual structures and potent bioactivities. Compared to their terrestrial counterparts, marine aromatic polyketides have been less discovered and their structural and biological diversities are far from being fully investigated. In this
[...] Read more.
Aromatic polyketides from marine actinomycetes have received increasing attention due to their unusual structures and potent bioactivities. Compared to their terrestrial counterparts, marine aromatic polyketides have been less discovered and their structural and biological diversities are far from being fully investigated. In this study, we employed a PCR-based genome mining method to discover aromatic polyketides in our marine bacteria collection. Five new atypical angucyclinones, fluostatins M–Q (15) featuring a unique 6-5-6-6 ring skeleton, were discovered from one “positive” Streptomyces sp. PKU-MA00045. The structures of fluostatins M–Q (15) were elucidated based on comprehensive spectroscopic analyses and the crystallographic structure of fluostatin P (4), which contains the most oxidized A-ring, was solved by X-ray diffraction analysis with Cu Kα radiation. Compared to the published 16 fluostatin analogues, fluostatins M–Q (15) contained a different methoxy group attached at C-7 and hydroxy group attached at C-4, enriching the structural diversity of aromatic polyketides from marine actinomycetes. Genome sequencing of Streptomyces sp. PKU-MA00045 revealed the biosynthetic gene cluster of fluostatins M–Q (15), which contained different genes and gene organizations compared to known fluostatin gene clusters, facilitating the investigation of the biosynthesis of the unique 6-5-6-6 ring skeleton in all fluostatins. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Open AccessArticle Lactomycins A–C, Dephosphorylated Phoslactomycin Derivatives that Inhibit Cathepsin B, from the Marine-derived Streptomyces sp. ACT232
Mar. Drugs 2018, 16(2), 70; https://doi.org/10.3390/md16020070
Received: 12 December 2017 / Revised: 12 February 2018 / Accepted: 12 February 2018 / Published: 21 February 2018
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Abstract
Three new polyketides, lactomycins A (1)–C (3), were isolated from the culture broth of a marine-derived Streptomyces sp. ACT232 as cathepsin B inhibitors. Their structures were determined by a combination of NMR and MS data analyses to be the dephosphorylated derivatives of a
[...] Read more.
Three new polyketides, lactomycins A (1)–C (3), were isolated from the culture broth of a marine-derived Streptomyces sp. ACT232 as cathepsin B inhibitors. Their structures were determined by a combination of NMR and MS data analyses to be the dephosphorylated derivatives of a phoslactomycin class of metabolites. Lactomycins exhibited cathepsin B inhibitory activity (IC50 0.8 to 4.5 μg/mL). Even though the biosynthetic gene clusters found in the genome of the current strain have high similarity to those of phoslactomycin, neither phoslactomycins nor leustroducsins were detected by LC-MS analyses of the crude extract. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Graphical abstract

Open AccessFeature PaperArticle Saccharomonopyrones A–C, New α-Pyrones from a Marine Sediment-Derived Bacterium Saccharomonospora sp. CNQ-490
Mar. Drugs 2017, 15(8), 239; https://doi.org/10.3390/md15080239
Received: 2 June 2017 / Revised: 13 July 2017 / Accepted: 25 July 2017 / Published: 3 August 2017
Cited by 2 | PDF Full-text (939 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (13). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry
[...] Read more.
Intensive study of the organic extract of the marine-derived bacterium Saccharomonospora sp. CNQ-490 has yielded three new α-pyrones, saccharomonopyrones A–C (13). The chemical structures of these compounds were assigned from the interpretation of 1D, 2D NMR and mass spectrometry data. Saccharomonopyrone A (1) is the first α-pyrone microbial natural product bearing the ethyl-butyl ether chain in the molecule, while saccharomonopyrones B and C possess unusual 3-methyl and a 6-alkyl side-chain within a 3,4,5,6-tetrasubstituted α-pyrone moiety. Saccharomonopyrone A exhibited weak antioxidant activity using a cation radical scavenging activity assay with an IC50 value of 140 μM. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Open AccessFeature PaperArticle Strepchazolins A and B: Two New Alkaloids from a Marine Streptomyces chartreusis NA02069
Mar. Drugs 2017, 15(8), 244; https://doi.org/10.3390/md15080244
Received: 11 July 2017 / Revised: 11 July 2017 / Accepted: 27 July 2017 / Published: 2 August 2017
Cited by 3 | PDF Full-text (1773 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Two new alkaloids, strepchazolins A (1) and B (2), together with a previously reported compound, streptazolin (3), were isolated from a marine actinomycete, Streptomyces chartreusis NA02069, collected in the Coast of Hainan Island, China. The structures of
[...] Read more.
Two new alkaloids, strepchazolins A (1) and B (2), together with a previously reported compound, streptazolin (3), were isolated from a marine actinomycete, Streptomyces chartreusis NA02069, collected in the Coast of Hainan Island, China. The structures of new compounds were determined by extensive NMR, mass spectroscopic and X-ray crystallographic analysis, as well as modified Mosher’s method. Compound 1 showed weak anti-Bacillus subtilis activity with the MIC value of 64.0 μM, and weak inhibitory activity against acetylcholinesterase (AChE) in vitro with IC50 value of 50.6 μM, while its diastereoisomer, Compound 2, is almost inactive. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Graphical abstract

Open AccessCommunication Microindolinone A, a Novel 4,5,6,7-Tetrahydroindole, from the Deep-Sea-Derived Actinomycete Microbacterium sp. MCCC 1A11207
Mar. Drugs 2017, 15(7), 230; https://doi.org/10.3390/md15070230
Received: 25 May 2017 / Revised: 30 June 2017 / Accepted: 14 July 2017 / Published: 19 July 2017
Cited by 3 | PDF Full-text (881 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A novel indole, microindolinone A (1), was isolated from a deep-sea-derived actinomycete Microbacterium sp. MCCC 1A11207, together with 18 known compounds (219). By detailed analysis of the 1H, 13C, HSQC, COSY, HMBC, high resolution electron
[...] Read more.
A novel indole, microindolinone A (1), was isolated from a deep-sea-derived actinomycete Microbacterium sp. MCCC 1A11207, together with 18 known compounds (219). By detailed analysis of the 1H, 13C, HSQC, COSY, HMBC, high resolution electron spray ionization mass spectrum (HRESIMS), and circular dichroism (CD) data, the absolute configuration of 1 was elucidated as 5R-hydroxy-4,5,6,7-tetrahydroindole-4-one. It is noteworthy that 1 is the second example of a saturated indole isolated from nature. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Open AccessArticle Lobophorin K, a New Natural Product with Cytotoxic Activity Produced by Streptomyces sp. M-207 Associated with the Deep-Sea Coral Lophelia pertusa
Mar. Drugs 2017, 15(5), 144; https://doi.org/10.3390/md15050144
Received: 24 February 2017 / Revised: 11 May 2017 / Accepted: 15 May 2017 / Published: 19 May 2017
Cited by 2 | PDF Full-text (716 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The present article describes the isolation of a new natural product of the lobophorin family, designated as lobophorin K (1), from cultures of the marine actinobacteria Streptomyces sp. M-207, previously isolated from the cold-water coral Lophelia pertusa collected at 1800 m
[...] Read more.
The present article describes the isolation of a new natural product of the lobophorin family, designated as lobophorin K (1), from cultures of the marine actinobacteria Streptomyces sp. M-207, previously isolated from the cold-water coral Lophelia pertusa collected at 1800 m depth during an expedition to the submarine Avilés Canyon. Its structure was determined using a combination of spectroscopic techniques, mainly ESI-TOF MS and 1D and 2D NMR. This new natural product displayed cytotoxic activity against two human tumor cell lines, such as pancreatic carcinoma (MiaPaca-2) and breast adenocarcinoma (MCF-7). Lobophorin K also displayed moderate and selective antibiotic activity against pathogenic Gram-positive bacteria such as Staphylococcus aureus. Full article
(This article belongs to the Special Issue Natural Products from Marine Actinomycetes)
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Graphical abstract

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