Jaspamide structure

Synthesis, Solution Structure, and Bioactivity of Six New Simplified Analogues of the Natural Cyclodepsipeptide Jaspamide. Bioorg Med Chem 13 5225... 

From sponges of the genus Jaspis collected at Fiji (300,301), Palau (300), and Papua New Guinea (302), jaspamide (jasplakinolide, 372) was isolated the compound shows potent insecticidal, antifungal, anthelminthic, and ichthyotoxic activity. The structure was determined by X-ray analysis (300). The solution conformation of372 was reported using NMR, molecular mechanics, and dynamics calculations (303). A complexation study was carried out with 372 and the univalent metal ions Li ", Na+, and K+. Li+ binding was observed, and the complex was characterized by NMR and molecular mechanics calculations (304). Jaspamide (372) has potent in... 

The Sodwana Bay sponge Hemiastrella minor (Family Hemiasterellidae) yielded three cytotoxic depsipeptides, the known ichthyotoxic, antihelminthic and antifungal jaspamide (75) [77] and the related hemiasterlin (76) and geodiamolide TA (77) [78]. Although the structures of 75 - 77 were elucidated from NMR and mass data, a paucity of material prevented degradation studies to establish the absolute... 

Cytostatic and antifungal depsipeptides from Chon-dromyces crocatus (Myxobacteria). They are structurally related with jaspamide from sponges. C. A C36H46N4O7, Mr 646.75, glass, soluble in methanol, acetone, insoluble in hexane. Cytostatic mechanism of action accumulation of cell nuclei and stabilization of actin occur, the result is death of the cell. 

Terracciano, S., Bruno, L, Bifulco, G., Avallone, E., Smith, C.D., Gomez-Paloma, L., and Riccio, R. (2005) Synthesis, solution structure, and bioactivity of six new simplified analogues of the natural cydodepsipeptide jaspamide. Bioorg. Med. Chem., 13, 5225-5239. 

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