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Title: Synthesis, complete 1H and 13C NMR assignment and crystal structure of novel epoxide derivatives of cytochalasin B. Author: Steyn PS, Breytenbach JC, Botha JH, Fernandes MA, Wessels PL. Journal: Magn Reson Chem; 2008 Jul; 46(7):650-9. PubMed ID: 18389494. Abstract: Five novel epoxide derivatives of cytochalasin B were synthesized. Reaction of cytochalasin B with t-BHP and BuLi led to selective epoxidation of the C-21/22 double bond to give a single monoepoxide, while reaction with m-CPBA yielded two diepoxides. Reaction of the monoepoxide with m-CPBA yielded two triepoxides. The relative configurations of the epoxides were elucidated by analogy with the natural product by means of spectroscopic methods; full assignment of NMR signals was achieved, and the absolute configuration was confirmed by X-ray crystallography.[Abstract] [Full Text] [Related] [New Search]