Taumycins A and B, Two Bioactive Lipodepsipeptides from the Madagascar Sponge <i>Fascaplysinopsis</i> sp.

Bishara, Ashgan; Rudi, Amira; Aknin, Maurice; Neumann, Drorit; Ben‐Califa, Nathalie; Kashman, Yoel

doi:10.1021/ol801750y

Cited by 48 publications

(43 citation statements)

References 7 publications

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“…Sponge is another rich resource of peptides, such as Geodiamolides A–G [102,103], Orbiculamide A [104], Koshikamide B [105], Phakellistatins [106–109], Microcionamides A and B [110], Halicylindramides [111], Haligramides [112], Hemiasterlin [113], Milnamide A [114], Corticiamide A [115], Theopapuamide [116], Taumycins A [117], Koshikamide A1 [118], Koshikamide A2 [119] and Efrapeptin G [120] have been observed to display potent cytotoxicity in different cancer cells but the exact targets by these chemicals have not yet been identified. Geodiamolides A–G initially isolated from the Caribbean sponge Geodia sp.…”

Section: Peptides With Unknown Mechanism For Their Anti-tumor Actimentioning

confidence: 99%

Antitumor Peptides from Marine Organisms

et al. 2011

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The biodiversity of the marine environment and the associated chemical diversity constitute a practically unlimited resource of new antitumor agents in the field of the development of marine bioactive substances. In this review, the progress on studies of antitumor peptides from marine sources is provided. The biological properties and mechanisms of action of different marine peptides are described; information about their molecular diversity is also presented. Novel peptides that induce apoptosis signal pathway, affect the tubulin-microtubule equilibrium and inhibit angiogenesis are presented in association with their pharmacological properties. It is intended to provide useful information for further research in the fields of marine antitumor peptides.

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Section: Peptides With Unknown Mechanism For Their Anti-tumor Actimentioning

confidence: 99%

Antitumor Peptides from Marine Organisms

et al. 2011

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“…sponge collected in Salary Bay, ca. 100 km north of Tulear [1,2,3]. Among these metabolites the most abundant and active compound was salarin C ( 1 ), a potent inhibitor of proliferation of K562 leukemia cells (in concentration of 0.0005–0.5 μg/mL).…”

Section: Introductionmentioning

confidence: 99%

“…Among these metabolites the most abundant and active compound was salarin C ( 1 ), a potent inhibitor of proliferation of K562 leukemia cells (in concentration of 0.0005–0.5 μg/mL). The K562 cells underwent apoptotic death, as monitored by cell cycle analysis, annexin V/propidium iodine staining and caspase 3 and caspase 9 cleavage [1,2,3]. …”

Section: Introductionmentioning

confidence: 99%

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Derivatives of Salarin A, Salarin C and Tulearin A—Fascaplysinopsis sp. Metabolites

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Bishara

Aknin³

et al. 2013

Marine Drugs

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Derivatives of salarin A, salarin C and tulearin A, three new cytotoxic sponge derived nitrogenous macrolides, were prepared and bio-evaluated as inhibitors of K562 leukemia cells. Interesting preliminary SAR (structure activity relationship) information was obtained from the products. The most sensitive functionalities were the 16,17-vinyl epoxide in both salarins, the triacylamino group in salarin A and the oxazole in salarin C (less sensitive). Regioselectivity of reactions was also found for tulearin A.

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“…Previous studies on different batches of this sponge, resulted in the isolation and identification of four unprecedented groups of cytotoxic sponge nitrogenous macrolides, i.e. , salarins A–J [1–3], tulearins A–C [1,4], taumycins A and B [5], and a fourth group, combining taumycin and salarin, designated tausalarin C [6]. All four groups are novel classes of marine natural compounds with rare unprecedented functional moieties.…”

Section: Introductionmentioning

confidence: 99%

Sterols from the Madagascar Sponge Fascaplysinopsis sp.

et al. 2010

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The sponge Fascaplysinopsis sp. (order Dictyoceratida, Family Thorectidae) from the west coast of Madagascar (Indian Ocean) is a particularly rich source of bioactive nitrogenous macrolides. The previous studies on this organism led to the suggestion that the latter should originate from associated microsymbionts. In order to evaluate the influence of microsymbionts on lipid content, 10 samples of Fascaplysinopsis sp. were investigated for their sterol composition. Contrary to the secondary metabolites, the sterol patterns established were qualitatively and quantitatively stable: 14 sterols with different unsaturated nuclei, Δ5, Δ7 and Δ5,7, were identified; the last ones being the main sterols of the investigated sponges. The chemotaxonomic significance of these results for the order Dictyoceratida is also discussed in the context of the literature. The conjugated diene system in Δ5,7 sterols is known to be unstable and easily photo-oxidized during storage and/or experiments to produce 5α,8α-epidioxy sterols. However, in this study, no 5α,8α-epidioxysterols (or only trace amounts) were observed. Thus, it was supposed that photo-oxidation was avoided thanks to the natural antioxidants detected in Fascaplysinopsis sp. by both the DPPH and β-caroten bleaching assays.

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Taumycins A and B, Two Bioactive Lipodepsipeptides from the Madagascar Sponge Fascaplysinopsis sp.

Cited by 48 publications

References 7 publications

Antitumor Peptides from Marine Organisms

Antitumor Peptides from Marine Organisms

Derivatives of Salarin A, Salarin C and Tulearin A—Fascaplysinopsis sp. Metabolites

Sterols from the Madagascar Sponge Fascaplysinopsis sp.

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