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Stylissadines

All of the nagelamides display antibacterial activity and nagelamide G (1305) inhibits protein phosphatase 2A. The structurally complex stylissadines A... [Pg.191]

Grube A, Kock M (2006) Stylissadines A and B The First Tetrameric Pyrrole-Imidazole Alkaloids. Org Lett 8 4675... [Pg.439]

Buchanan MS, Carroll AR, Addepalli R, Avery VM, Hooper JNA, Quinn RJ (2007) Natural Products, Stylissadines A and B, Specific Antagonists of the P2X7 Receptor, an Important Inflammatory Target. J Org Chem 72 2309... [Pg.440]

The first examples of tetrameric pyrrole imidazole alkaloids, stylissadine A (100) and B, were isolated from the Caribbean sponge Stylissa carihica in 2006 [128]. They possess a symmetric dimeric stmcture derived from condensation of two massadine units, and differ in the configuration at the center C-2. Stylissadines represent the largest pyrrole-imidazole alkaloids isolated so far, and, with their 16 stereogenic centers, they are the most complex stmctures known within the oroidin alkaloid family. [Pg.291]

Buchanan, M.S., Carroll, A.R., Addepalli, R. etal. (2007) Natural products, stylissadines A and B, specific antagonists of the P2X7 receptor, an important inflammatory target. The Journal of Organic Chemistry, 72, 2309-2317. [Pg.311]

The pyrrole-imidazole alkaloids, mainly isolated from various species of the Agelasidae, Axinellidae, Dyctionellidae, and Hymeniacidonidae sponge famihes, contain characteristic pyrrole-2-carboxamide and 2-aminoimidazoline moieties or derivatives thereof. Their architectural complexity ranges from simple, achiral, monomeric oroidin to the 16-stereocenter-containing tetrameric stylissadines A and B (Fig. 9.4). Because many reviews have appeared describing these alkaloids [52-56], we provide only a short discussion of some biosynthetically and synthetically pertinent information. [Pg.264]

The structures of two tetrameiic alkaloids, stylissadine A and B that are ether-linked dimers of massadine, are shown in Fig. 9.4. Although these substances are antagonists of the P2X7 receptor involved in inflammatoiy diseases, no reports have appeared describing their S3mtheses, perhaps because they have the most complex structures of p3Trole-imidazole alkaloids discovered so far. [Pg.270]

Grube A, Immel S, Baran PS, Kock M (2007) Massadine chloride A biosynthetic precursor of massadine and stylissadine. Angew Chem Int Ed 46 6721-6724... [Pg.284]

Table 2 Partial chemical shift assignments of stylissadines A and B ... Table 2 Partial chemical shift assignments of stylissadines A and B ...
A. Gmbe, M. Kock, Stylissadines A and B the first tetrameric pyrrole-imidazole alkaloids, Org. Lett. 8 (2006) 4675-4678. [Pg.72]

Among the more complex structures, carteramine A and stylissadines A and B are respectively dimers (C22N10) and tetramers (C44N20) of C11N5 pyrrole-imidazole alkaloids. Isolated from the species Stylissa carteri harvested in Japan, carteramine A is an inhibitor of neutrophil chemotaxis (IC50 5 pM), and may lead to a new generation of anti-... [Pg.999]

See other pages where Stylissadines is mentioned: [Pg.148]    [Pg.191]    [Pg.193]    [Pg.195]    [Pg.1164]    [Pg.148]    [Pg.156]    [Pg.164]    [Pg.164]    [Pg.200]    [Pg.265]    [Pg.4234]    [Pg.25]    [Pg.26]    [Pg.1000]    [Pg.1000]    [Pg.1004]    [Pg.1212]   
See also in sourсe #XX -- [ Pg.191 , Pg.193 , Pg.195 ]

See also in sourсe #XX -- [ Pg.291 ]



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