Chondrosterins A–E, Triquinane-Type Sesquiterpenoids from Soft Coral-Associated Fungus Chondrostereum sp.

Li, Hou-Jin; Xie, Ying-Lu; Zhongliang, Xie; Chen, Ying; Lam, Chi‐Keung; Lan, Wen‐Jian

doi:10.3390/md10030627

Cited by 54 publications

(52 citation statements)

References 8 publications

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“…The 1D NMR spectra data of 1 were similar to those of chondrosterin E [11], which was isolated from a coralassociated fungus Chondrostereum sp., except a methine at δ H (2.34, d, J = 2.5 Hz, H-2) and δ C (63.8, C-2) in chondrosterin E was replaced by an oxyquaternary carbon δ C (89.7, C-2) in 1. In the HMBC spectrum (Fig.…”

Section: Resultsmentioning

confidence: 72%

New triquinane and gymnomitrane sesquiterpenes from fermentation of the basidiomycete Antrodiella albocinnamomea

Chen

Wang

et al. 2015

Fitoterapia

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Section: Resultsmentioning

confidence: 72%

New triquinane and gymnomitrane sesquiterpenes from fermentation of the basidiomycete Antrodiella albocinnamomea

Chen

Wang

et al. 2015

Fitoterapia

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“…The fungal species showed high cytotoxic activity against human liver carcinoma cell line (HEPG-2) with IC 50 value 18.8 µg/ml. In close relation, the culture filtrate extract of A. tritici isolated from the coral Galaxea fascicularis collected at Port Dickson, Malaysia, showed cytotoxic and antimicrobial activities (Sabdaningsih et al 2016 showed potent cytotoxicity against human lung cancer cell line A549, human nasopharyngeal carcinoma cell line CNE2 and human colon cancer cell line Lovo (Li et al 2012). The LC-MS fingerprints of the A. ochraceopetaliformis EtOAc extract…”

Section: Cytotoxicity Of Coral Reef Symbiotic Fungi Against Tumour Cementioning

confidence: 90%

Biological activities and variation of symbiotic fungi isolated from Coral reefs collected from Red Sea in Egypt

et al. 2020

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Ten specimens of coral reefs were collected from the Red Sea in the Ein El-Sukhna region. Fungal isolation was done using two media, Dextrose Yeast Extract Agar (DYA) and Rose Bengal Agar (RBA). The morphological traits identified 18 fungal isolates belonging to the phyla Ascomycota, Mucoromycota and Deuteromycota. Five genera in three orders have been isolated: Eutrotiales (Aspergillus, Penicillium and Byssochlamys), Mucorales (Rhizopus) and Moniliales (Curvularia). The heat mapping clustering of the isolated fungi declared that Aspergillus and Penicillium were the most frequently isolate fungi in coral reefs. It was found that A. fumigatus colonised eight coral samples with 80% colonisation rate. Moreover, about 50% of the isolated fungal species were specific to one coral reef only such as A.candidus and A.carneus isolated from Isophyllastrea rigida only, A.japonicus and A.ochraceopetaliformis from Glaxaea fascicularis, A.niger van Tieghem from Porites astreoides, A.sydowii, A.terreus and P.waksmanii from Cladocora arbuscula, P.janthinellum from Pterogorgia guadalupensis and Curvularia tuberculata, Byssochlamys spectabilis and Rhizopus oryzae from Acropora humilis. Biological activities (antimicrobial, antioxidant antiradical and cytotoxicity) of the most predominant fungal species were investigated. The antimicrobial activity of coral fungal filtrates were investigated against six pathogenic bacteria including Escherichia coli ATCC11775, Neisseria gonorrhoeae ATCC19424, Pseudomonas aeruginosa ATCC10145, Streptococcus faecalis ATCC19433, Staphylococcus aureus subsp. aureus ATCC25923, Bacillus subtilis subsp. spizizenii ATCC6633 and two pathogenic yeast including Candida albicans ATCC7102 and Candida parapsilosis ATCC22019. Most of these fungal filtrates exhibited moderate to high antibacterial activities against both gram positive and gram negative bacteria, however it showed relatively low bioactivity towards the pathogenic Candida species. Investigating the free radical scavenging activity using DPPH reagent showed low to moderate bioactivities. The highest cytotoxic activity against liver cancer cell line Hep-G2 with an IC 50 values of 18.8 µg/ml was exhibited by Aspergillus ochraceopetaliformis MN083316 and a metabolomics study was done on the ethyl acetate extract of this strain using LC-ESI-MS fingerprints leading to the isolation and purification of compound 1. Using 1D and 2D NMR techniques compound 1 was identified as ditryptophenaline. Compound 1 exhibited a strong antimicrobial, antioxidant activities as well as cytotoxic activities against MCF-7 and HEPG2 with IC 50 values of 5.8 and 7.6 mmole, respectively.The objective of this study, isolation of Coral-reef associated fungi and studying their biological activities to produce the most active secondary metabolite which might possess a novel biological activity. ARTICLE HISTORY

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“…Recent studies revealed that the cryptic biosynthetic pathways of fungi can be activated and the chemical diversity of their metabolites can be maximized by alternating their cultivation parameters systematically, such as the components of the media [1,2], co-culture [3,4], feeding precursors [5,6] and the addition of enzyme inhibitors [7,8]. For example, marine fungus Chondrostereum sp., which was isolated from soft coral Sarcophyton tortuosum , grows in different culture media and can produce various novel bioactive hirsutane-type sesquiterpenoids [9,10,11,12]. …”

Section: Introductionmentioning

confidence: 99%

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Liang

et al. 2014

Marine Drugs

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The production of fungal metabolites can be remarkably influenced by various cultivation parameters. To explore the biosynthetic potentials of the marine fungus, Neosartorya pseudofischeri, which was isolated from the inner tissue of starfish Acanthaster planci, glycerol-peptone-yeast extract (GlyPY) and glucose-peptone-yeast extract (GluPY) media were used to culture this fungus. When cultured in GlyPY medium, this fungus produced two novel diketopiperazines, neosartins A and B (1 and 2), together with six biogenetically-related known diketopiperazines,1,2,3,4-tetrahydro-2,3-dimethyl-1,4-dioxopyrazino[1,2-a]indole (3), 1,2,3,4-tetrahydro-2-methyl-3-methylene-1,4-dioxopyrazino[1,2-a]indole (4), 1,2,3,4-tetrahydro-2-methyl-1,3,4-trioxopyrazino[1,2-a] indole (5), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio)gliotoxin (11), didehydrobisdethiobis(methylthio)gliotoxin (12) and N-methyl-1H-indole-2-carboxamide (6). However, a novel tetracyclic-fused alkaloid, neosartin C (14), a meroterpenoid, pyripyropene A (15), gliotoxin (7) and five known gliotoxin analogues, acetylgliotoxin (8), reduced gliotoxin (9), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio) gliotoxin (11) and bis-N-norgliovictin (13), were obtained when grown in glucose-containing medium (GluPY medium). This is the first report of compounds 3, 4, 6, 9, 10 and 12 as naturally occurring. Their structures were determined mainly by MS, 1D and 2D NMR data. The possible biosynthetic pathways of gliotoxin-related analogues and neosartin C were proposed. The antibacterial activity of compounds 2–14 and the cytotoxic activity of compounds 4, 5 and 7–13 were evaluated. Their structure-activity relationships are also preliminarily discussed.

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Chondrosterins A–E, Triquinane-Type Sesquiterpenoids from Soft Coral-Associated Fungus Chondrostereum sp.

Cited by 54 publications

References 8 publications

New triquinane and gymnomitrane sesquiterpenes from fermentation of the basidiomycete Antrodiella albocinnamomea

New triquinane and gymnomitrane sesquiterpenes from fermentation of the basidiomycete Antrodiella albocinnamomea

Biological activities and variation of symbiotic fungi isolated from Coral reefs collected from Red Sea in Egypt

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

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