Swinholide J, a Potent Cytotoxin from the Marine Sponge Theonella swinhoei

Marino, Simona De; Festa, Carmen; D’Auria, Maria Valeria; Cresteil, Thierry; Debitus, Cécile; Zampella, Angela

doi:10.3390/md9061133

Cited by 30 publications

(24 citation statements)

References 26 publications

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“…Several compounds isolated from the marine sponge Theonella swinhoei have been studied because of their interesting bioactive properties. Such is the case of the potent anti-inflammatory octacyclopeptides perthamides [8,9] and swinholides, with antifungal effect [10] and antiproliferative activity against a number of tumor cells by the disruption of actin cytoskeleton [11]. Together with them, solomonamide A ( 1 ) and B ( 2 ) are two bioactive compounds that have been recently isolated from T. swinhoei and described as exerting a dose-dependent anti-inflammatory activity in vivo [12,13].…”

Section: Introductionmentioning

confidence: 99%

Exploring the Antiangiogenic Potential of Solomonamide A Bioactive Precursors: In Vitro and In Vivo Evidences of the Inhibitory Activity of Solo F-OH During Angiogenesis

et al. 2019

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Marine sponges are a prolific source of bioactive compounds. In this work, the putative antiangiogenic potential of a series of synthetic precursors of Solomonamide A, a cyclic peptide isolated from a marine sponge, was evaluated. By means of an in vitro screening, based on the inhibitory activity of endothelial tube formation, the compound Solo F–OH was selected for a deeper characterization of its antiangiogenic potential. Our results indicate that Solo F–OH is able to inhibit some key steps of the angiogenic process, including the proliferation, migration, and invasion of endothelial cells, as well as diminish their capability to degrade the extracellular matrix proteins. The antiangiogenic potential of Solo F–OH was confirmed by means of two different in vivo models: the chorioallantoic membrane (CAM) and the zebrafish yolk membrane (ZFYM) assays. The reduction in ERK1/2 and Akt phosphorylation in endothelial cells treated with Solo F–OH denotes that this compound could target the upstream components that are common to both pathways. Taken together, our results show a new and interesting biological activity of Solo F–OH as an inhibitor of the persistent and deregulated angiogenesis that characterizes cancer and other pathologies.

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Section: Introductionmentioning

confidence: 99%

Exploring the Antiangiogenic Potential of Solomonamide A Bioactive Precursors: In Vitro and In Vivo Evidences of the Inhibitory Activity of Solo F-OH During Angiogenesis

et al. 2019

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“…Thus, the biosynthesis of the samholides most likely follows a similar PKS pathway for construction of the carbon chains but with extra sugar and glyceric acid units attached as novel substituents. 2526272829303132 …”

Section: Resultsmentioning

confidence: 99%

Samholides, Swinholide-Related Metabolites from a Marine Cyanobacterium cf. Phormidium sp.

Tao

Zhang

et al. 2018

J. Org. Chem.

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Cancer cell cytotoxicity was used to guide the isolation of nine new swinholide-related compounds, named samholides A–I (1–9), from an American Samoan marine cyanobacterium cf. Phormidium sp. Their structures were determined by extensive analysis of 1D and 2D NMR spectroscopic data. The new compounds share an unusual 20-demethyl 44-membered lactone ring composed of two monomers, and they demonstrate structural diversity arising from geometric isomerization of double bonds, sugar units with unique glyceryl moieties and varied methylation patterns. All of the new samholides were potently active against the H-460 human lung cancer cell line with IC50 values ranging from 170 to 910 nM. The isolation of these new swinholide-related compounds from a marine cyanobacterium reinvigorates questions concerning the evolution and biosynthetic origin of these natural products.

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“…The theopalauamide is correlated with both anti-HIV and anti-tumor activities [20,47,54]. The theopalauamide is targeted by mevalonate pyrophosphate decarboxylase, an enzyme involved in ergosterol biosynthesis, and this shows that theopalauamide directly interacts with ergosterol.…”

Section: Anti-hiv Peptides From the Lithistidmentioning

confidence: 99%

“…Cholesterol is a main component of HIV membrane, and the peptides from the sponges can exert their virucidal activity against cholesterol. Research is going on to find the clinical utilities of these compounds [20,[50][51][52]59]. …”

Section: Abirla and Devimentioning

confidence: 99%

Lithistid Sponges Derived Compounds and Their Importance in Biological Research - A Review

Abirla

2018

Asian J Pharm Clin Res

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Lithistid sponges have an important source of complex natural compounds with biological activities. The lithistid sponges are of interest to biomedical science because of the great variety of pharmaceutically relevant biological activities of their chemical extracts and are considered as economically important. The compounds identified in these sponges have therapeutic potential and have been frequently hypothesized to contain compounds of bacterial origin. The peptides identified from these lithistid sponges are found to be the sources of antifungal activity. The active agents of these sponges also have cytotoxic and immunosuppressive activities. Many of the cyclic peptides of lithistid represent the anti-HIV activity. The different structure and biological activities of the compounds derived from these sponges have more chemical aspects too.

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Swinholide J, a Potent Cytotoxin from the Marine Sponge Theonella swinhoei

Cited by 30 publications

References 26 publications

Exploring the Antiangiogenic Potential of Solomonamide A Bioactive Precursors: In Vitro and In Vivo Evidences of the Inhibitory Activity of Solo F-OH During Angiogenesis

Exploring the Antiangiogenic Potential of Solomonamide A Bioactive Precursors: In Vitro and In Vivo Evidences of the Inhibitory Activity of Solo F-OH During Angiogenesis

Samholides, Swinholide-Related Metabolites from a Marine Cyanobacterium cf. Phormidium sp.

Lithistid Sponges Derived Compounds and Their Importance in Biological Research - A Review

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