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Marine Drugs
Volume 22
Issue 12
10.3390/md22120551
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Article

New Sesterterpenes from the Antarctic Sponge Suberites sp.

by
Stine S. H. Olsen
1,
Sydney K. Morrow
1,
Julia L. Szabo
1,
Michael N. Teng
2,
Kim C. Tran
2,
Charles D. Amsler
3,
James B. McClintock
3 and
Bill. J. Baker
1,*
1
Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA
2
Department of Internal Medicine, University of South Florida, Tampa, FL 33612, USA
3
Department of Biology, University of Alabama at Birmingham, 1300 University Blvd, Birmingham, AL 35233, USA
*
Author to whom correspondence should be addressed.
Mar. Drugs 2024, 22(12), 551; https://doi.org/10.3390/md22120551
Submission received: 31 October 2024 / Revised: 3 December 2024 / Accepted: 4 December 2024 / Published: 6 December 2024
(This article belongs to the Section Synthesis and Medicinal Chemistry of Marine Natural Products)
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Abstract

Chemical investigation of the Antarctic sponge Suberites sp. has previously led to the identification of new suberitane derivatives, some of which show bioactivity toward respiratory syncytial virus (RSV). Our ongoing NMR-guided investigation of new specimens of the sponge resulted in the isolation of five new analogs (1–5), previously reported suberitenones A–D (6–9), and oxaspirosuberitenone (10). Suberitenone K (1) was characterized as the 8-keto derivative of 6, while three new phenols, suberitandiol (2), abeosuberitandiol (3), and furanosuberitandiol (4), and the degraded sesterterpene norsuberitenone B (5) were also found. Compound 3 displays a ring contraction while 4 has a new dihydrofuran ring. Structural characterization was achieved by a combination of NMR, HR-MS, and X-ray diffraction (XRD). Moderate activity towards RSV was reported for 9 and the new metabolite 1, with IC50 values of 15.0 μM and 39.8 μM, respectively.
Keywords: Suberites sp.; sesterterpenes; suberitane; porifera; Antarctica; RSV Suberites sp.; sesterterpenes; suberitane; porifera; Antarctica; RSV

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MDPI and ACS Style

Olsen, S.S.H.; Morrow, S.K.; Szabo, J.L.; Teng, M.N.; Tran, K.C.; Amsler, C.D.; McClintock, J.B.; Baker, B.J. New Sesterterpenes from the Antarctic Sponge Suberites sp. Mar. Drugs 2024, 22, 551. https://doi.org/10.3390/md22120551

AMA Style

Olsen SSH, Morrow SK, Szabo JL, Teng MN, Tran KC, Amsler CD, McClintock JB, Baker BJ. New Sesterterpenes from the Antarctic Sponge Suberites sp. Marine Drugs. 2024; 22(12):551. https://doi.org/10.3390/md22120551

Chicago/Turabian Style

Olsen, Stine S. H., Sydney K. Morrow, Julia L. Szabo, Michael N. Teng, Kim C. Tran, Charles D. Amsler, James B. McClintock, and Bill. J. Baker. 2024. "New Sesterterpenes from the Antarctic Sponge Suberites sp." Marine Drugs 22, no. 12: 551. https://doi.org/10.3390/md22120551

APA Style

Olsen, S. S. H., Morrow, S. K., Szabo, J. L., Teng, M. N., Tran, K. C., Amsler, C. D., McClintock, J. B., & Baker, B. J. (2024). New Sesterterpenes from the Antarctic Sponge Suberites sp. Marine Drugs, 22(12), 551. https://doi.org/10.3390/md22120551

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