Sesterterpenoids isolated from the marine sponge Coscinoderma bakusi.

Autor: Tran HNK; Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyangro, Busan, 49111, Republic of Korea., To LH; Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyangro, Busan, 49111, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, Daejeon, 34113, Republic of Korea., Heo SJ; Department of Marine Biotechnology, University of Science and Technology, Daejeon, 34113, Republic of Korea; Jeju Bio Research Center, Korea Institute of Ocean Science and Technology, Jeju, 63349, Republic of Korea., Kim EA; Jeju Bio Research Center, Korea Institute of Ocean Science and Technology, Jeju, 63349, Republic of Korea., Kang N; Jeju Bio Research Center, Korea Institute of Ocean Science and Technology, Jeju, 63349, Republic of Korea., Kim MJ; Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyangro, Busan, 49111, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, Daejeon, 34113, Republic of Korea., Tran LVH; Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyangro, Busan, 49111, Republic of Korea., Lee YJ; Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyangro, Busan, 49111, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, Daejeon, 34113, Republic of Korea. Electronic address: yjlee@kiost.ac.kr.
Jazyk: angličtina
Zdroj: Phytochemistry [Phytochemistry] 2025 Feb; Vol. 230, pp. 114331. Date of Electronic Publication: 2024 Nov 14.
DOI: 10.1016/j.phytochem.2024.114331
Abstrakt: Twelve neomanoalide derivatives (1-12) and two halisulfate derivatives (13 and 14), nine of which are unprecedented (4-9, 11, 12, and 14; coscilides A-H and halisulfate 11, respectively), were isolated from the sponge Coscinoderma bakusi. The previously unreported neomanoalide derivatives show distinct features in their 6,7-double bond geometry (4 and 9) or terpenoid moieties (5-8, 11, and 12) compared to the reported ones, as elucidated using NMR spectroscopy and HRMS analysis. Among these derivatives, compounds 11 and 12 contain terpenoid moieties that are rarely found in marine natural products. The isolated compounds showed low activity against hTRPA1, six pathogenic bacterial strains, 10 cancer cell lines, except in the case of 7, which exhibited activity against hTRPA1 (IC 50 , 34.5 μM) and Staphylococcus aureus (MIC, 32.0 μg/mL). The halisulfate derivative 14 inhibited NO production in LPS-activated RAW 246.7 macrophage by 45% at a concentration of 10.0 μM. Although no significant activity was observed for the compounds in this study, the compounds reported herein would contribute to the chemical diversity of marine sesterterpenoids.
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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