98155-20-5Relevant academic research and scientific papers
SYNTHETIC STUDIES RELATED TO LATRUNCULIN. SYNTHESIS OF TETRAHYDROPYRANYLTHIAZOLIDIN-2-ONE SYSTEMS
Kashman, Y.,Lidor, R.,Blasberger, D.,Carmely, S.
, p. 1367 - 1370 (2007/10/02)
Several 4-tetrahydropyranyl-thiazolidin-2-one systems have been synthesized either by degradation of latrunculin-B (1a) or synthetically from L-cysteine.The NMR study of the compounds revealed that whereas the degradation compounds of 1 exist in a single
Latrunculins: NMR study, two new toxins and a synthetic approach
Kashman,Groweiss,Lidor,et al.
, p. 1905 - 1914 (2007/10/02)
A complete 1H and 13C NMR assignment of one of the latrunculins (B) was accomplished with the aid of 2D NMR COSY and CH shift-correlation experiments. The various H-H coupling constants have been determined and a conformation of the macrolide and the tetrahydropyran (THP) ring suggested on basis of the J-values and measured NOE's. The absolute configuration of latrunculin-A(1) was determined on the grounds of its earlier X-ray analysis, and a chemical degradation to a known compound. Two novel latrunculins, -C(3) and -D(4), were isolated from the Red Sea sponge L. magnifica and their structures elucidated. Starting with L-cysteine a synthon for the latrunculins has been synthesized.
