Special Issue "Natural Products from Marine Fungi"

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

Deadline for manuscript submissions: 25 October 2019.

Special Issue Editor

Guest Editor
Prof. Hee Jae Shin E-Mail
Korean Institute of Ocean Science and Technology | KIOST · Marine Natural Products Chemistry Laboratory
Interests: isolation and characterization of marine natural products; drug discovery; anti-cancer compounds; anti-inflammatory compounds, anti-microbial compounds

Special Issue Information

Dear Colleagues,

Marine fungi are widely-distributed in different marine habitats, from the deep sea to polar ice covers. Marine fungi are well known for their capability of producing new natural products. Recent studies have revealed the potential of marine fungi as a source of secondary metabolites with vast chemodiversity and bioactivity. The variety of species and their capabilities to adapt to a variety marine environment demonstrate that marine fungi continue to be a rich source of new metabolites.

As a Guest Editor for this Special Issue, I invite you to submit your research findings on marine fungi ranging from the isolation and structure elucidation of new natural products to biosynthetic pathways of marine fungal metabolites.

Prof. Hee Jae Shin
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 fungi
  • marine fungal natural products
  • biosynthetic pathways of fungal metabolites
  • fungal diversity
  • marine microorganisms
  • novel therapeutic agents
  • bioactive compounds

Published Papers (10 papers)

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Research

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Open AccessArticle
Anthraquinone Derivatives from a Marine-Derived Fungus Sporendonema casei HDN16-802
Mar. Drugs 2019, 17(6), 334; https://doi.org/10.3390/md17060334 - 04 Jun 2019
Abstract
Five new anthraquinone derivatives, auxarthrols D–H (15), along with two known analogues (67), were obtained from the culture of the marine-derived fungus Sporendonema casei. Their structures, including absolute configurations, were established on the basis [...] Read more.
Five new anthraquinone derivatives, auxarthrols D–H (15), along with two known analogues (67), were obtained from the culture of the marine-derived fungus Sporendonema casei. Their structures, including absolute configurations, were established on the basis of NMR, HRESIMS, and circular dichroism (CD) spectroscopic techniques. Among them, compound 4 represents the second isolated anthraquinone derivative with a chlorine atom, which, with compound 6, are the first reported anthraquinone derivatives with anticoagulant activity. Compounds 1 and 3 showed cytotoxic activities with IC50 values from 4.5 μM to 22.9 μM, while compounds 1, 34, and 67 showed promising antibacterial activities with MIC values from 12.5 μM to 200 μM. In addition, compound 7 was discovered to display potential antitubercular activity for the first time. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
New Diketopiperazines from a Marine-Derived Fungus Strain Aspergillus versicolor MF180151
Mar. Drugs 2019, 17(5), 262; https://doi.org/10.3390/md17050262 - 02 May 2019
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 [...] Read more.
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. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Phenalenones from a Marine-Derived Fungus Penicillium sp.
Mar. Drugs 2019, 17(3), 176; https://doi.org/10.3390/md17030176 - 18 Mar 2019
Abstract
Six new phenalenone derivatives (16), along with five known compounds (711) 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 [...] Read more.
Six new phenalenone derivatives (16), along with five known compounds (711) 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. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
New Bis-Alkenoic Acid Derivatives from a Marine-Derived Fungus Fusarium solani H915
Mar. Drugs 2018, 16(12), 483; https://doi.org/10.3390/md16120483 - 03 Dec 2018
Cited by 4
Abstract
Fusarium solani H915 is a fungus derived from mangrove sediments. From its ethyl acetate extract, a new alkenoic acid, fusaridioic acid A (1), three new bis-alkenoic acid esters, namely, fusariumester A1 (2), A2 (3) [...] Read more.
Fusarium solani H915 is a fungus derived from mangrove sediments. From its ethyl acetate extract, a new alkenoic acid, fusaridioic acid A (1), three new bis-alkenoic acid esters, namely, fusariumester A1 (2), A2 (3) and B (4), together with three known compounds (57), were isolated. The structures of the new compounds were comprehensively characterized by high resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). Additionally, the antifungal activities against tea pathogenic fungi Pestalotiopsis theae and Colletotrichum gloeosporioides were studied. The new compound, 4, containing a β-lactone ring, exhibited moderate inhibitory activity against P. theae, with an MIC of 50 μg/disc. Hymeglusin (6), a typical β-lactone antibiotic and a terpenoid alkaloid, equisetin (7), exhibited potent inhibitory activities against both fungal species. The isolated compounds were evaluated for their effects on zebrafish embryo development. Equisetin clearly imparted toxic effect on zebrafish even at low concentrations. However, none of the alkenoic acid derivatives exhibited significant toxicity to zebrafish eggs, embryos, or larvae. Thus, the β-lactone containing alkenoic acid derivatives from F. solani H915 are low in toxicity and are potent antifungal agents against tea pathogenic fungi. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Meroterpenoids and Isocoumarinoids from a Myrothecium Fungus Associated with Apocynum venetum
Mar. Drugs 2018, 16(10), 363; https://doi.org/10.3390/md16100363 - 01 Oct 2018
Abstract
Four new meroterpenoids 14 and four new isocoumarinoids 58, along with five known isocoumarinoids (913), were isolated from the fungus Myrothecium sp. OUCMDZ-2784 associated with the salt-resistant medicinal plant, Apocynum venetum (Apocynaceae). Their structures [...] Read more.
Four new meroterpenoids 14 and four new isocoumarinoids 58, along with five known isocoumarinoids (913), were isolated from the fungus Myrothecium sp. OUCMDZ-2784 associated with the salt-resistant medicinal plant, Apocynum venetum (Apocynaceae). Their structures were elucidated by means of spectroscopic analysis, X-ray crystallography, ECD spectra and quantum chemical calculations. Compounds 15, 7, 9 and 10 showed weak α-glucosidase inhibition with the IC50 values of 0.50, 0.66, 0.058, 0.20, 0.32, 0.036, 0.026 and 0.37 mM, respectively. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Two Novel Aspochalasins from the Gut Fungus Aspergillus sp. Z4
Mar. Drugs 2018, 16(10), 343; https://doi.org/10.3390/md16100343 - 20 Sep 2018
Abstract
Two novel aspochalasins, tricochalasin A (1) and aspochalasin A2 (2), along with three known compounds (35) have been isolated from the different culture broth of Aspergillus sp., which was found in the gut of a [...] Read more.
Two novel aspochalasins, tricochalasin A (1) and aspochalasin A2 (2), along with three known compounds (35) have been isolated from the different culture broth of Aspergillus sp., which was found in the gut of a marine isopod Ligia oceanica. Compound 1 contains a rare 5/6/6 tricyclic ring fused with the aspochalasin skeleton. The structures were determined on the basis of electrospray ionisation mass spectroscopy (ESIMS), nuclear magnetic resonance (NMR) spectral data, and the absolute configurations were further confirmed by modified Mosher’s method. Cytotoxicity against the prostate cancer PC3 cell line were assayed by the MTT method. Compound 3 showed strong activity while the remaining compounds showed weak activity. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Highly Substituted Benzophenone Aldehydes and Eremophilane Derivatives from the Deep-Sea Derived Fungus Phomopsis lithocarpus FS508
Mar. Drugs 2018, 16(9), 329; https://doi.org/10.3390/md16090329 - 11 Sep 2018
Cited by 3
Abstract
Five new benzophenone derivatives named tenellones D–H (15), sharing a rare naturally occurring aldehyde functionality in this family, and a new eremophilane derivative named lithocarin A (7), together with two known compounds (6 and 8), [...] Read more.
Five new benzophenone derivatives named tenellones D–H (15), sharing a rare naturally occurring aldehyde functionality in this family, and a new eremophilane derivative named lithocarin A (7), together with two known compounds (6 and 8), were isolated from the deep marine sediment-derived fungus Phomopsis lithocarpus FS508. All of the structures for these new compounds were fully characterized and established on the basis of extensive spectroscopic interpretation and X-ray crystallographic analysis. Compound 5 exhibited cytotoxic activity against HepG-2 and A549 cell lines with IC50 values of 16.0 and 17.6 μM, respectively. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, Alternaria sp. SCSIO41014
Mar. Drugs 2018, 16(8), 280; https://doi.org/10.3390/md16080280 - 14 Aug 2018
Cited by 2
Abstract
Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds ( [...] Read more.
Seven new secondary metabolites classified as two perylenequinone derivatives (1 and 2), an altenusin derivative (3), two phthalide racemates (4 and 5), and two phenol derivatives (6 and 7), along with twenty-one known compounds (828) were isolated from cultures of the sponge-derived fungus, Alternaria sp. SCSIO41014. The structures and absolute configurations of these new compounds (17) were determined by spectroscopic analysis, X-ray single crystal diffraction, chiral-phase HPLC separation, and comparison of ECD spectra to calculations. Altertoxin VII (1) is the first example possessing a novel 4,8-dihydroxy-substituted perylenequinone derivative, while the phenolic hydroxy groups have commonly always substituted at C-4 and C-9. Compound 1 exhibited cytotoxic activities against human erythroleukemia (K562), human gastric carcinoma cells (SGC-7901), and hepatocellular carcinoma cells (BEL-7402) with IC50 values of 26.58 ± 0.80, 8.75 ± 0.13, and 13.11 ± 0.95 μg/mL, respectively. Compound 11 showed selectively cytotoxic activity against K562, with an IC50 value of 19.67 ± 0.19 μg/mL. Compound 25 displayed moderate inhibitory activity against Staphylococcus aureus with an MIC value of 31.25 μg/mL. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Open AccessArticle
Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
Mar. Drugs 2018, 16(7), 245; https://doi.org/10.3390/md16070245 - 23 Jul 2018
Cited by 1
Abstract
Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (45), were isolated from the deep-sea-derived [...] Read more.
Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (45), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using the OSMAC (one strain-many compounds) method. The structures of 13, including absolute configurations, were deduced based on MS, NMR, and time-dependent density functional theory (TD-DFT) calculations of specific ECD (electronic circular dichroism) spectra. Compounds 1 and 2 possessed a novel hexahydropyrimido[2,1-a] isoindole moiety, and compound 3 exhibited weak radical scavenging activity against DPPH (2,2-diphenyl-1-picrylhydrazyl) with an IC50 value of 27.9 μM. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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Review

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Open AccessReview
Novel Natural Products from Extremophilic Fungi
Mar. Drugs 2018, 16(6), 194; https://doi.org/10.3390/md16060194 - 04 Jun 2018
Cited by 2
Abstract
Extremophilic fungi have been found to develop unique defences to survive extremes of pressure, temperature, salinity, desiccation, and pH, leading to the biosynthesis of novel natural products with diverse biological activities. The present review focuses on new extremophilic fungal natural products published from [...] Read more.
Extremophilic fungi have been found to develop unique defences to survive extremes of pressure, temperature, salinity, desiccation, and pH, leading to the biosynthesis of novel natural products with diverse biological activities. The present review focuses on new extremophilic fungal natural products published from 2005 to 2017, highlighting the chemical structures and their biological potential. Full article
(This article belongs to the Special Issue Natural Products from Marine Fungi)
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