Polyether marine toxins brevetoxin

Ishida, H., Nozawa, A., Totoribe, K., Muramatsu, N., Nukaya, H., Tsuji, K., Yamaguchi, K., Yasumoto, T, Kaspar, H., Berkett, N., Kosuge, T. 1995. Brevetoxin-B-1, a new polyether marine toxin from the New Zealand shellfish, Austrovenus stutchburyi. Tetrahedron Letters 36, 725-728. 

Fig. 10.19. IDR-HSQC-TOCSY spectrum of the complex marine polyether toxin brevetoxin-2 (7). The data were recorded overnight using a 500 pg sample of the toxin (MW = 895) dissolved in 30 pi of d6-benzene. The data were recorded at 600 MHz using an instrument equipped with a Nalorac 1.7 mm SMIDG probe. Direct responses are inverted and identified by red contours relayed responses are plotted in black. The IDR-HSQC-TOCSY data shown allows large contiguous protonated segments of the brevetoxin-2 structure to be assembled, with ether linkages established from either long-range connectivities in the HMBC spectrum and/or a homonuclear ROESY spectrum.

AU marine polyether ladders thus far characterized (e.g., maito-toxin 16 (Fig. 4a), the brevetoxins 12 and 13 and hemibreve-toxin B, the yessotoxins 14 (and the truncated adriatoxin), the Pacific and Caribbean ciguatoxins, the gambieric acids 15 and gamberiol (the gymnocins and brevenal) can be grouped into 14 backbone structures (3). 

A marine polyether toxin from the dinoflagellate Gam-bierdiscus toxicus, together with brevetoxins, cigua-... 

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