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Published on: December 2, 2022
Cytotoxic furanosesquiterpenoids and steroids from Ircinia mutans sponges
Fatemeh Heidary Jamebozorgi1,2, Morteza Yousefzadi1,3, Omidreza Firuzi2
1Department of Marine Biology, Faculty of Marine Sciences and Technology, University of Hormozgan, Bandar Abbas, Iran.
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 IC50 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, IC50 = 1.1 ± 0.2 μg/mL against MOLT-4. The purified steroids showed potent MOLT-4 cytotoxic activity, IC50 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.
Insights
This study identified potent cytotoxic steroids in the sponge Ircinia mutans, with compounds from summer collections showing significant anti-cancer activity. These steroids show promise for future anticancer drug development.
Area of Science:
- Marine Natural Products Chemistry
- Pharmacognosy
- Medicinal Chemistry
Background:
- The marine sponge *Ircinia mutans* (Irciniidae) is known to possess antimicrobial and cytotoxic compounds.
- Investigating seasonal variations in chemical constituents can reveal novel bioactive molecules.
Purpose of the Study:
- To characterize the cytotoxic constituents present in two seasonal collections (winter and summer) of *Ircinia mutans*.
- To evaluate the anti-proliferative activity of isolated compounds against human cancer cell lines.
Main Methods:
- Sponge extraction using methanol-dichloromethane.
- Purification and characterization via column chromatography, GC-MS, and NMR spectroscopy.
- Anti-proliferative activity assessed using the MTT colorimetric assay against MOLT-4 (leukemia), MCF-7 (breast), and HT-29 (colon) cancer cells.
Main Results:
- Three furanosesquiterpenoids (furodysin, *ent*-furodysinin, furoircin) and ten sterols were identified.
- Steroids from winter collections showed cytotoxic activity (IC50 values ranging from 1.1 to 13.0 μg/mL).
- Steroids from summer collections exhibited potent cytotoxicity, particularly against MOLT-4 cells (IC50 = 1.1 ± 0.2 μg/mL).
Conclusions:
- *Ircinia mutans* is a significant source of cytotoxic steroids.
- Furoircin is identified as a new natural product.
- The isolated steroids demonstrate high cytotoxic potential, warranting further investigation for anticancer drug development.
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