Conformational analysis of a marine antineoplastic macrolide, bryostatin 10

Yoshiaki Kamano, Hui Ping Zhang, Hiroshi Morita, Hideji Itokawa, Osamu Shirota, George Pettit, Delbert L. Herald, Cherry L. Herald

Research output: Contribution to journalArticle

29 Scopus citations

Abstract

Conformation of bryostatin 10, a marine antineoplastic macrolide, in CDCl3 was analyzed by the spectroscopic and computational chemical methods. A combination of homonuclear two-dimensional NMR techniques at 600 MHz have enabled us to perform complete assignment of the 1H signals of bryostatin 10 in CDCl3. The conformation of its solution form was elucidated by a phase sensitive ROESY spectrum, temperature effect on OH proton and 3J vicinal coupling constants. Restrained molecular-dynamics simulation led to a well defined conformation of the compound in solution, which was found to be homologous to that of bryostatin 2 observed in the solid state.

Original languageEnglish (US)
Pages (from-to)2369-2376
Number of pages8
JournalTetrahedron
Volume52
Issue number7
DOIs
StatePublished - Feb 12 1996

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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