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- W1951271346 abstract "Abstract: After designing the desoxazoline‐ascidiacyclamide diastereomers cyclo(–Ile–Thr–D‐Val–thiazole–) 2 ( 3 ) and cyclo(–Ile–D‐ allo ‐Thr–D‐Val–thiazole–) 2 ( 5 ), the molecules were treated with thionyl chloride treatments to yield the ascidiacyclamide diastereomers cyclo(–Ile– allo ‐oxazoline–D‐Val–thiazole–) 2 ( 4 ) and cyclo(–Ile–D‐oxazoline–D‐Val–thiazole–) 2 ( 6 ). X‐ray diffraction analyses revealed the folded forms of 3 and 5 and the square form of 4 . The structure of 6 was a novel reverse‐square form, and the CD spectra suggested the structures of 4 and 6 differ in solution. Whereas trifluoroethanol titration showed 4 to be conformationally flexible, 6 was comparatively rigid. The cytotoxicity of 4 was similar to that of ascidiacyclamide, but 3 , 5 and 6 was not cytotoxic. Together with earlier studies, these results suggest that the conformational flexibility of ascidiacyclamide is important for its cytotoxicity." @default.
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- W1951271346 date "2005-12-01" @default.
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- W1951271346 title "Conformational restraints induced by modification of configuration of threonine and oxazoline residues in ascidiacyclamide analogues" @default.
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- W1951271346 doi "https://doi.org/10.1111/j.1747-0285.2006.00345.x" @default.
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