New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata

Trinh, Thi Thanh Van; Truong, Bich Ngan; Longeon, Arlette; Doan, Thi Mai Huong; Deville, Alexandre; Chau, Van Minh; Pham, Van Cuong; Bourguet‐Kondracki, Marie‐Lise

doi:10.3390/md16110424

Cited by 4 publications

(2 citation statements)

References 22 publications

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“…Also, Trinh et al. ( 2018 ), isolated six new 9α-hydroxy-5α,6α-epoxysterols from the Vietnamese marine sponge, Ircinia echinate and showed that two sterols (24 R )-5α,6α-epoxy-24-ethyl-cholesta-7-en-3β,9α-diol and 5α,6α-epoxycholesta-7-en-3β,9α-diol have cytotoxic activity against three human cancer cell lines, MCF-7, Hep-G2 and LU-1.…”

Section: Introductionmentioning

confidence: 97%

Cytotoxic furanosesquiterpenoids and steroids from Ircinia mutans sponges

Jamebozorgi

Yousefzadi

Firuzi

et al. 2021

Pharmaceutical Biology

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Context Ircinia mutans Wilson (Irciniidae) is a sponge with antimicrobial and cytotoxic constituents. Objective Our objective was to characterise the cytotoxic constituents of two seasonal collections of I. mutans . Materials and methods The sponges were extracted in methanol-dichloromethane and their constituents were purified and characterised using column chromatography, GC-MS, 1 D and 2 D NMR. Anti-proliferative activities of the compounds, were evaluated using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) colorimetric assay (0.25–100 μg/mL, 72 h) against leukaemia (MOLT-4), breast (MCF-7) and colon cancer (HT-29) human cells. Results Three furanosesquiterpoids; furodysin ( 1 ), ent -furodysinin ( 2 ) and furoircin ( 3 ) and ten sterols were characterised in I. mutans , for the first time. Cholesterol ( 4 ), cholesta-5, 7-dien-3β-ol ( 5 ) and ergosterol ( 6 ) were determined in the sponge from the winter collections, while cholesta-5, 22-dien-3β-ol ( 7 ), 24-methyldesmosterol ( 8 ), campesterol ( 9 ), stigmasterol ( 10 ), γ-ergostenol ( 11 ), chondrillasterol ( 12 ) and γ-sitosterol ( 13 ) were detected in the summer samples. The steroids from the winter collection exhibited cytotoxic activity with IC 50 values of 13.0 ± 0.9, 11.1 ± 1.7 and 1.1 ± 0.4 µg/mL, against the mentioned cancer cell lines, respectively, while those from the summer sample, showed greater activity, IC 50 = 1.1 ± 0.2 μg/mL against MOLT-4. The purified steroids showed potent MOLT-4 cytotoxic activity, IC 50 values = 2.3–7.8 µg/mL. Discussion and conclusion The present study suggests that I. mutans is a rich source of cytotoxic steroids, and introduces 3 as new natural product. Considering the high cytotoxic activity of the steroids, these structures could be candidates for anticancer drug development in future research.

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Section: Introductionmentioning

confidence: 97%

Cytotoxic furanosesquiterpenoids and steroids from Ircinia mutans sponges

Jamebozorgi

Yousefzadi

Firuzi

et al. 2021

Pharmaceutical Biology

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“…Indeed, marine microorganisms are being studied and are promising candidates for drug discovery in the near future [13,14]. Furthermore, challenges to the marine ecosystem were revealed when large amounts of sponge samples were collected for bioactive compound screening and pure substance isolation [15][16][17]. It becomes a threat to the single species when the understanding of sponge diversity and its distribution in the Vietnamese sea is limited.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial Activities of Sponge-Derived Microorganisms from Coastal Waters of Central Vietnam

Mien

Ben

et al. 2020

JMSE

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Bacteria associated with invertebrates are considered as good sources for biologically active compounds. Sponge-derived bacteria were screened for antimicrobial activities, the presence of the cluster genes of polyketide synthases (PKSs) and non-ribosomal peptide synthetases (NRPSs), and through a colony picking method. Crude extracts of broth cultures were tested for microbial inhibition. Eleven out of 25 isolated strains showed inhibition of at least one of eight tested indicator microorganisms. Antimicrobial activities were observed in the strains coded HM5, HM6, and HM9 with the presence of NRPS and PKSII genes, whereas the isolate HM21 held both NRPS and PKSII and inhibited only the growth of Bacillus subtilis by the well diffusion method and only inhibited Serratia marcescens by the colony picking method. Two isolates, HM5 and HM6, belonged to the species of Bacillus. Interestingly, the isolate HM9 was nearest to Streptomyces mexicanusT NBRC100915 (GenBank accession number AB249966) with 94% sequence similarity. This potent strain HM9 could possibly be considered as a new species and a good source for bioactive compound discovery. Some isolates showed NRPS/PKS genes but did not exhibit antimicrobial activity. Thus, we suggested that both molecular and traditional methods should be conducted for the screening of antimicrobial producers.

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