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Cyclic peroxides and analogs: Antibacterial, antimalarial, and cytotoxic marine products from Xisha sponge Diacarnus sp.
- Source :
-
Phytochemistry [Phytochemistry] 2024 Jul; Vol. 223, pp. 114097. Date of Electronic Publication: 2024 Apr 18. - Publication Year :
- 2024
-
Abstract
- A chemical investigation of the dichloromethane extract from the Xisha sponge Diacarnus sp. revealed seven undescribed norterpene cyclic peroxides, named diacarperoxides T-Z, and five unreported related norterpenes, named diacarnoids E-I, and eleven previously reported compounds. The structures of these isolated compounds, including their absolute configurations, were elucidated based on extensive spectroscopic analyses, electronic circular dichroism (ECD) calculations, Snatzke's method, [Rh <subscript>2</subscript> (OCOCF <subscript>3</subscript> ) <subscript>4</subscript> ]-induced ECD spectra, and modified Mosher's method. Bioassays were performed to assess the antibacterial activity against six pathogenic bacteria, cytotoxicities toward three cancer cell lines, and antimalarial activity against Plasmodium parasites. Most of the cyclic peroxides exhibited substantial antibacterial activity (MIC 1-8 μg/mL). Diacarperoxide W and nuapapuin A showed substantial antimalarial activity with IC <subscript>50</subscript> values of 0.98 and 2.83 μM. Moreover, many compounds exhibited <50% cell survival rates, and IC <subscript>50</subscript> values of 0.22-6.33 μM. The apoptosis assay showed that nuapapuin A induced cancer cell apoptosis in a dose-dependent manner.<br />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.<br /> (Copyright © 2024 Elsevier Ltd. All rights reserved.)
- Subjects :
- Humans
Animals
Molecular Structure
Antineoplastic Agents pharmacology
Antineoplastic Agents chemistry
Antineoplastic Agents isolation & purification
Drug Screening Assays, Antitumor
Apoptosis drug effects
Parasitic Sensitivity Tests
Plasmodium falciparum drug effects
Structure-Activity Relationship
Microbial Sensitivity Tests
Cell Line, Tumor
Dose-Response Relationship, Drug
Cell Survival drug effects
Cell Proliferation drug effects
Antimalarials pharmacology
Antimalarials chemistry
Antimalarials isolation & purification
Porifera chemistry
Peroxides pharmacology
Peroxides chemistry
Peroxides isolation & purification
Anti-Bacterial Agents pharmacology
Anti-Bacterial Agents chemistry
Anti-Bacterial Agents isolation & purification
Subjects
Details
- Language :
- English
- ISSN :
- 1873-3700
- Volume :
- 223
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 38641142
- Full Text :
- https://doi.org/10.1016/j.phytochem.2024.114097