Structure and Absolute Configuration of Karlotoxin-2, an Ichthyotoxin from the Marine Dinoflagellate Karlodinium veneficum

被引:83
作者
Peng, Jiangnan [2 ,3 ]
Place, Allen R. [1 ]
Yoshida, Wesley [6 ]
Anklin, Clemens [7 ]
Hamann, Mark T. [2 ,3 ,4 ,5 ]
机构
[1] Univ Maryland, Inst Biotechnol, Ctr Marine Biotechnol, Baltimore, MD 21202 USA
[2] Univ Mississippi, Dept Pharmacognosy, University, MS 38677 USA
[3] Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA
[4] Univ Mississippi, Dept Pharmacol, Sch Pharm, University, MS 38677 USA
[5] Univ Mississippi, Dept Chem & Biochem, University, MS 38677 USA
[6] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
[7] Bruker BioSpin, Billerica, MA 01821 USA
关键词
CYANOBACTERIUM LYNGBYA-MAJUSCULA; SPIN-COUPLING CONSTANTS; ACYCLIC STRUCTURES; NATURAL-PRODUCTS; AMPHIDINOL; TOXIN; PFIESTERIA;
D O I
10.1021/ja9091853
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In an attempt to determine the cause of repeated fish kills in an estuarine aquaculture facility in Maryland, a toxin with hemolytic, cytotoxic, and ichthyotoxic properties, designated as karlotoxin-2 (KmTx2), was isolated from Karlodinium veneficum. The structure of KmTx2 was elucidated by means of detailed ID and 2D NMR spectra, including 2D INADEQUATE. The relative and absolute configurations of KmTx2 were determined using J-based configuration analysis and comparison of its degradation products with synthetic controls.
引用
收藏
页码:3277 / +
页数:4
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