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9.6
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Marine Drugs
Special Issues
Bioactive Secondary Metabolites of Marine Fungi 2.0
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Bioactive Secondary Metabolites of Marine Fungi 2.0

A special issue of Marine Drugs (ISSN 1660-3397). This special issue belongs to the section "Structural Studies on Marine Natural Products".

Deadline for manuscript submissions: closed (15 June 2024) | Viewed by 12886

Special Issue Editor

Prof. Dr. Hee Jae Shin

E-Mail Website
Guest Editor
Korea Institute of Ocean Science and Technology (KIOST), Busan, Republic of Korea
Interests: marine natural products; biomedical applications; drug discovery; anticancer compounds; anti-inflammatory compounds; antimicrobial compounds
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,                

Fungi represent a significant proportion of the microbial diversity on Earth. The discovery of new secondary metabolites from marine fungi has increased dramatically over the last few decades, cumulating in over 1000 new metabolites. The biosynthesis of these metabolites is dependent on ecological, physical and biological factors and, therefore, small changes in these conditions can generate an entirely new set of metabolites. Thus, understanding the chemical language of marine fungi and the development of new culture techniques are needed to discover novel fungal metabolites with potent biological activities.

Based on the success of the Special Issue “Bioactive Secondary Metabolites of Marine Fungi” (https://www.mdpi.com/journal/marinedrugs/special_issues/MarineFungi2022), as well as the critical relevance of this topic, we are pleased to announce the second edition of this Special Issue.

This Special Issue will highlight the marine fungal natural products as potential molecules for the discovery of new drugs, empathizing the structural diversity and bioactivities of marine fungal secondary metabolites.

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

Prof. Dr. 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 submissions that pass pre-check are 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 2900 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
  • secondary metabolites
  • structure determination
  • bioactive compounds
  • fungal diversity
  • natural products
  • therapeutic agents
  • novel compounds

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Published Papers (7 papers)

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Research

10 pages, 1078 KiB  
Article
New Cyclic Pentapeptides from the Mangrove-Derived Aspergillus fumigatus GXIMD 03099
by Yu Wang, Guangping Cao, Yuman Gan, Xiao Lin, Xiangxi Yi, Longyan Zhao, Yonghong Liu, Chenghai Gao and Meng Bai
Mar. Drugs 2024, 22(6), 282; https://doi.org/10.3390/md22060282 - 16 Jun 2024
Viewed by 1275
Abstract
Four new cyclic pentapeptides, avellanins D–G (1–4), together with four known compounds (5–8), were isolated from a mangrove-derived Aspergillus fumigatus GXIMD 03099 fungus from Acanthus ilicifolius L. Their structures were elucidated by analysis of HRESIMS, [...] Read more.
Four new cyclic pentapeptides, avellanins D–G (1–4), together with four known compounds (5–8), were isolated from a mangrove-derived Aspergillus fumigatus GXIMD 03099 fungus from Acanthus ilicifolius L. Their structures were elucidated by analysis of HRESIMS, NMR, and ESI-MS/MS data. Their absolute configurations were determined by X-ray diffraction analysis and Marfey’s method. Compounds 1–8 were screened for insecticidal and antibacterial activities. Compound 2 showed insecticidal activity against newly hatched larvae of Culex quinquefasciatus with an LC50 value of 86.6 µM; compound 4 had weak activity against Vibrio harveyi with an MIC value of 5.85 µM. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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10 pages, 602 KiB  
Article
New Secondary Metabolites from Marine-Derived Fungus Talaromyces minnesotensis BTBU20220184
by Weiliang Wang, Jingjing Wang, Fuhang Song, Renming Jia, Long Wang, Xiuli Xu and Na Yang
Mar. Drugs 2024, 22(6), 237; https://doi.org/10.3390/md22060237 - 23 May 2024
Viewed by 1213
Abstract
Six new compounds, talamitones A and B (1 and 2), demethyltalamitone B (3), talamiisocoumaringlycosides A and B (4 and 5), and talaminaphtholglycoside (6), together with six known compounds (7–12), were isolated [...] Read more.
Six new compounds, talamitones A and B (1 and 2), demethyltalamitone B (3), talamiisocoumaringlycosides A and B (4 and 5), and talaminaphtholglycoside (6), together with six known compounds (7–12), were isolated from the marine-derived fungus Talaromyces minnesotensis BTBU20220184. The new structures were characterized by using HRESIMS and NMR. This is the first report of isocoumaringlycoside derivatives from a fungus of the Talaromyces genus. Compounds 5, 6, and 9 showed synergistic antibacterial activity against Staphylococcus aureus. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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Figure 1

12 pages, 1432 KiB  
Article
New Phenol Derivatives from the Haima Cold Seep-Derived Fungus Aspergillus subversicolor CYH-17
by Yi-Hao Che, Wen-Ping Ding, Zhi-Hui Xiao, Jia-Min Wu, Hao Yin, Fa-Zuo Wang and Si Zhang
Mar. Drugs 2024, 22(3), 117; https://doi.org/10.3390/md22030117 - 29 Feb 2024
Viewed by 2064
Abstract
Seven new phenol derivatives, subversins A–E (1–5), subversic acid A (6) and epi-wortmannine G (7); one new natural product, 4-hydroxy-7-methoxyphthalide (8); and five known compounds (9–13) were isolated [...] Read more.
Seven new phenol derivatives, subversins A–E (1–5), subversic acid A (6) and epi-wortmannine G (7); one new natural product, 4-hydroxy-7-methoxyphthalide (8); and five known compounds (9–13) were isolated from the fungus Aspergillus subversicolor CYH-17 collected from the Haima cold seep. The structures and absolute configurations of these compounds were determined via NMR, MS, optical rotation, electronic circular dichroism (ECD) calculation, X-ray diffraction analysis and comparison with the literature. Compounds 2 and 5 were two pairs of enantiomers. All compounds were tested for their α-glucosidase and acetylcholinesterase (AChE) inhibitory activity, antioxidant activity and antibacterial activity, but no obvious activity was observed among these studied compounds. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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16 pages, 5018 KiB  
Article
Hydroxytakakiamide and Other Constituents from a Marine Sponge-Associated Fungus Aspergillus fischeri MMERU23, and Antinociceptive Activity of Ergosterol Acetate, Acetylaszonalenin and Helvolic Acid
by Harol Ricardo Arias Cardona, Bruno Cerqueira da Silva, Flávia Oliveira de Lima, Franco Henrique Andrade Leite, Bruno Cruz de Souza, Hugo Neves Brandão, Jorge Maurício David, Clayton Queiroz Alves and Anake Kijjoa
Mar. Drugs 2024, 22(3), 97; https://doi.org/10.3390/md22030097 - 20 Feb 2024
Viewed by 2104
Abstract
An unreported prenylated indole derivative hydroxytakakiamide (4) was isolated, together with the previously described ergosterol (1), ergosterol acetate (2), and (3R)-3-(1H-indol-3-ylmethyl)-3, 4-dihydro-1H-1,4-benzodiazepine-2,5-dione (3), from the column fractions of the [...] Read more.
An unreported prenylated indole derivative hydroxytakakiamide (4) was isolated, together with the previously described ergosterol (1), ergosterol acetate (2), and (3R)-3-(1H-indol-3-ylmethyl)-3, 4-dihydro-1H-1,4-benzodiazepine-2,5-dione (3), from the column fractions of the crude ethyl acetate extract of the culture of a marine sponge-associated fungus, Aspergillus fischeri MMERU 23. The structure of 4 was elucidated by the interpretation of 1D and 2D NMR spectral data and high-resolution mass spectrum. The absolute configuration of the stereogenic carbon in 3 was proposed to be the same as those of the co-occurring congeners on the basis of their biogenetic consideration and was supported by the comparison of its sign of optical rotation with those of its steroisomers. The crude ethyl acetate extract and 2 were evaluated, together with acetylaszonalenin (5) and helvolic acid (6), which were previously isolated from the same extract, for the in vivo antinociceptive activity in the mice model. The crude ethyl acetate extract exhibited antinociceptive activity in the acetic acid-induced writhing and formalin tests, while 2, 5, and 6 displayed the effects in the late phase of the formalin test. On the other hand, neither the crude ethyl acetate extract nor 2, 5, and 6 affected the motor performance of mice in both open-field and rotarod tests. Additionally, docking studies of 2, 5, and 6 were performed with 5-lipoxygenase (5-LOX) and phosphodiesterase (PDE) enzymes, PDE4 and PDE7, which are directly related to pain and inflammatory processes. Molecular docking showed that 6 has low affinity energy to PDE4 and PDE7 targets while retaining high affinity to 5-LOX. On the other hand, while 2 did not display any hydrogen bond interactions in any of its complexes, it achieved overall better energy values than 6 on the three antinociceptive targets. On the other hand, 5 has the best energy profile of all the docked compounds and was able to reproduce the crystallographic interactions of the 5-LOX complex. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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Figure 1

10 pages, 966 KiB  
Article
Meirols A–C: Bioactive Catecholic Compounds from the Marine-Derived Fungus Meira sp. 1210CH-42
by Min Ah Lee, Jong Soon Kang, Jeong-Wook Yang, Hwa-Sun Lee, Chang-Su Heo, Sun Joo Park and Hee Jae Shin
Mar. Drugs 2024, 22(2), 87; https://doi.org/10.3390/md22020087 - 14 Feb 2024
Viewed by 1972
Abstract
Three new catecholic compounds, named meirols A–C (2–4), and one known analog, argovin (1), were isolated from the marine-derived fungus Meira sp. 1210CH-42. Their structures were determined by extensive analysis of 1D, 2D NMR, and HR-ESIMS spectroscopic [...] Read more.
Three new catecholic compounds, named meirols A–C (2–4), and one known analog, argovin (1), were isolated from the marine-derived fungus Meira sp. 1210CH-42. Their structures were determined by extensive analysis of 1D, 2D NMR, and HR-ESIMS spectroscopic data. Their absolute configurations were elucidated based on ECD calculations. All the compounds exhibited strong antioxidant capabilities with EC50 values ranging from 6.01 to 7.47 μM (ascorbic acid, EC50 = 7.81 μM), as demonstrated by DPPH radical scavenging activity assays. In the α-glucosidase inhibition assay, 1 and 2 showed potent in vitro inhibitory activity with IC50 values of 184.50 and 199.70 μM, respectively (acarbose, IC50 = 301.93 μM). Although none of the isolated compounds exhibited cytotoxicity against one normal and six solid cancer cell lines, 1 exhibited moderate cytotoxicity against the NALM6 and RPMI-8402 blood cancer cell lines with GI50 values of 9.48 and 21.00 μM, respectively. Compound 2 also demonstrated weak cytotoxicity against the NALM6 blood cancer cell line with a GI50 value of 29.40 μM. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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Figure 1

12 pages, 1985 KiB  
Article
Secondary Metabolites from the Coral-Derived Fungus Aspergillus austwickii SCSIO41227 with Pancreatic Lipase and Neuraminidase Inhibitory Activities
by Ying Chen, Yanchun He, Xiaoyan Pang, Xuefeng Zhou, Yonghong Liu and Bin Yang
Mar. Drugs 2023, 21(11), 567; https://doi.org/10.3390/md21110567 - 29 Oct 2023
Cited by 1 | Viewed by 1701
Abstract
The coral-derived fungus Aspergillus austwickii SCSIO41227 from Beibu Gulf yielded four previously uncharacterized compounds, namely asperpentenones B–E (1–4), along with twelve known compounds (5–16). Their structures were elucidated using HRESIMS and NMR (1H [...] Read more.
The coral-derived fungus Aspergillus austwickii SCSIO41227 from Beibu Gulf yielded four previously uncharacterized compounds, namely asperpentenones B–E (1–4), along with twelve known compounds (5–16). Their structures were elucidated using HRESIMS and NMR (1H and 13C NMR, HSQC, HMBC), among which the stereo-structure of compounds 1–3 was determined by calculated ECD. Furthermore, compounds 1–16 were evaluated in terms of their enzyme (acetylcholinesterase (AChE), pancreatic lipase (PL), and neuraminidase (NA)) inhibitory activities. These bioassay results revealed that compounds 2 and 14 exerted noticeable NA inhibitory effects, with IC50 values of 31.28 and 73.64 μM, respectively. In addition, compound 3 exhibited a weak inhibitory effect against PL. Furthermore, these compounds showed the potential of inhibiting enzymes in silico docking analysis to demonstrate the interactions between compounds and proteins. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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11 pages, 1612 KiB  
Article
The Polyketides with Antimicrobial Activities from a Mangrove Endophytic Fungus Trichoderma lentiforme ML-P8-2
by Yihao Yin, Qi Tan, Jianying Wu, Tao Chen, Wencong Yang, Zhigang She and Bo Wang
Mar. Drugs 2023, 21(11), 566; https://doi.org/10.3390/md21110566 - 28 Oct 2023
Cited by 6 | Viewed by 1839
Abstract
Five new polyketides, including two chromones (1–2), two phenyl derivatives (4–5), and a tandyukusin derivative (6), along with five known polyketides (3 and 7–10) were isolated from mangrove endophytic [...] Read more.
Five new polyketides, including two chromones (1–2), two phenyl derivatives (4–5), and a tandyukusin derivative (6), along with five known polyketides (3 and 7–10) were isolated from mangrove endophytic fungus Trichoderma lentiforme ML-P8-2. The planar structures of compounds were elucidated via detailed 1D, 2D NMR, and HR-ESI-MS analysis. ECD spectra, optical rotation values calculation, and alkali hydrolysis were applied in the determination of the absolute configuration of the new compounds. In bioassays, 6 and 9 exhibited promising antifungal activities against Penicillium italicum, with an MIC value of 6.25 μM for both compounds. Moreover, 3 displayed moderate AChE inhibitory activity with an IC50 value of 20.6 ± 0.3 μM. Full article
(This article belongs to the Special Issue Bioactive Secondary Metabolites of Marine Fungi 2.0)
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