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Polyether marine toxins

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. 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.
The formation of the six-membered ether ring via epoxy ester-ortho ester cyclic ether rearrangement supports the hypothesis that epoxy ester-ortho ester cyclic ether rearrangement may be involved in the biosynthesis of ladder-type marine polyether toxins. This reaction represents a biomimetic preparation of medium ring cyclic ethers. [Pg.454]

Morohashi, A., Satake, M., Oshima, Y., and Yasumoto, T. 2000. Absolute configuration at C45 in 45-hydroxyyessotoxin, a marine polyether toxin isolated from shellfish. Biosc Biotech Biochem 64, 1761-1763. [Pg.201]

Satake, M., Biosynthesis of marine polyether toxin, yessotoxin, Tennen Yuki Kagobutsu Toronkai Koen Yoshishu, 42, 259, 2000. [Pg.312]

Dickey, R.W. et al.. Liquid chromatographic mass spectrometric methods for the determination of marine polyether toxins. Bull. Soc. Path. Ex., 85, 514—515, 1992. [Pg.558]

Lewis, R.J. et al., lonspray mass spectrometry of ciguatoxin-1, maitotoxin-2 and -3, and related marine polyether toxins, Nat. Toxins, 2, 56-63, 1994. [Pg.558]

A marine polyether toxin from the dinoflagellate Gam-bierdiscus toxicus, together with brevetoxins, cigua-... [Pg.253]

Okadaic acid (1), a marine polyether toxin, was first isolated as a potent antitumor agent from two sponges Halichondria okadai and H. melanodocia, and... [Pg.448]

Yessotoxin (YTX) 46, isolated from Patinopecten yessoensis, is a marine polyether toxin (Figure 7.15). The molecular structures of YTX (C55Hg202iS2Na2) consisting of 6/6/6/6/7/6/8/6/6/676 ether rings trans-fused, was determined by MS and NMR. [Pg.659]

B. Paz, A.H. Daranas, M. Norte, P. Robio, J.M. Franco and J.J. Fernandez, Yessotoxins, a Group of Marine Polyether Toxins An Overview , Mar. Drugs, [online computer file], 2008, 6, 73, Avail. URL http //www.mdpi.net/ marinedrugs/papers/md6020073.pdf... [Pg.52]

Liu, TZ. and Isobe, M. (2000) Synthesis of the H-I-J tricyclic fragment of ciguatoxin, a marine polyether toxin, Synlett, 266-268. [Pg.278]

Fuwa, H., Sasaki, M., and Tachibana, K. (2001) Synthetic studies on a marine polyether toxin, gambierol stereoselective synthesis of the EFGH ring system via B-alkyl Suzuki coupling. Tetrahedron, 57, 3019-3033. [Pg.280]


See other pages where Polyether marine toxins is mentioned: [Pg.763]    [Pg.805]    [Pg.225]    [Pg.895]    [Pg.253]    [Pg.52]    [Pg.94]    [Pg.357]    [Pg.269]    [Pg.99]   


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