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

doi:10.1016/0040-4020(95)01080-7

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 journal › Article › peer-review

30 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 language	English (US)
Pages (from-to)	2369-2376
Number of pages	8
Journal	Tetrahedron
Volume	52
Issue number	7
DOIs	https://doi.org/10.1016/0040-4020(95)01080-7
State	Published - Feb 12 1996

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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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.",

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T1 - Conformational analysis of a marine antineoplastic macrolide, bryostatin 10

AU - Kamano, Yoshiaki

AU - Zhang, Hui Ping

AU - Morita, Hiroshi

AU - Itokawa, Hideji

AU - Shirota, Osamu

AU - Pettit, George

AU - Herald, Delbert L.

AU - Herald, Cherry L.

PY - 1996/2/12

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N2 - 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.

AB - 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.

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Conformational analysis of a marine antineoplastic macrolide, bryostatin 10

Abstract

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