Abstract

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.

Details

Title
Cytotoxic furanosesquiterpenoids and steroids from Ircinia mutans sponges
Author
Fatemeh Heidary Jamebozorgi 1 ; Yousefzadi, Morteza 2 ; Firuzi, Omidreza 3 ; Nazemi, Melika 4 ; Zare, Somayeh 3 ; Chandran, Jima N 5 ; Schneider, Bernd 5 ; Baldwin, Ian T 6 ; Jassbi, Amir Reza 3 

 Department of Marine Biology, Faculty of Marine Sciences and Technology, University of Hormozgan, Bandar Abbas, Iran; Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran 
 Department of Marine Biology, Faculty of Marine Sciences and Technology, University of Hormozgan, Bandar Abbas, Iran; Department of Biology, Faculty of Science, University of Qom, Qom, Iran 
 Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran 
 Persian Gulf and Oman Sea Ecological Research, Iranian Fisheries Research Institute, Agricultural Research, Education and Extension Organization, Bandar Abbas, Iran 
 Research Group Biosynthesis/NMR, Max Planck Institute for Chemical Ecology, Jena, Germany 
 Department of Molecular Ecology, Max Planck Institute for Chemical Ecology, Jena, Germany 
Pages
573-581
Publication year
2021
Publication date
Dec 2021
Publisher
Taylor & Francis Ltd.
ISSN
13880209
e-ISSN
17445116
Source type
Scholarly Journal
Language of publication
English
ProQuest document ID
2691138195
Copyright
© 2021 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. This work is licensed under the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.