Conformational Preference of Two Toad Poison Bufadienolides, Cinobufagin and Bufotalin

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Title:Conformational Preference of Two Toad Poison Bufadienolides, Cinobufagin and Bufotalin
Creators:
Kamano, Yoshiaki
Kotake, Ayano
Nogawa, Toshihiko
Hashima, Hirohumi
Tozawa, Machiko
Morita, Hiroshi
Takeya, Koichi
Itokawa, Hideji
Matsuo, Ichiro
Ichihara, Yoshitatsu
Drašar, Pavel
Pettit, George R.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 10, pp. 1663-1670
Uncontrolled Keywords:Molecular mechanics, <i>Ab initio</i> calculations, Cinobufagin, Conformation analysis, Steroids, Semiempirical calculations, Bufotalin, NMR spectroscopy, Bufadienolides

Abstract

The solution state conformations of pyran-2-one ring (E ring) of two toad poison bufadienolides, cinobufagin and bufotalin, were analyzed by using NOE experiments at low temperatures and molecular dynamics simulation study. The rotation of E ring of the two bufadienolides, was found to be affected by the 14β,15β-epoxy and 16β-acetoxy groups and to be restricted at low temperatures. In the experimental, cinobufagin and bufotalin were isolated from Ch'an Su by the new chromatographic methods using the hydrophobic gel sephadex LH-20 and HP-cellulofine as carriers.

Title:Conformational Preference of Two Toad Poison Bufadienolides, Cinobufagin and Bufotalin
Creators:
Kamano, Yoshiaki
Kotake, Ayano
Nogawa, Toshihiko
Hashima, Hirohumi
Tozawa, Machiko
Morita, Hiroshi
Takeya, Koichi
Itokawa, Hideji
Matsuo, Ichiro
Ichihara, Yoshitatsu
Drašar, Pavel
Pettit, George R.
Uncontrolled Keywords:Molecular mechanics, <i>Ab initio</i> calculations, Cinobufagin, Conformation analysis, Steroids, Semiempirical calculations, Bufotalin, NMR spectroscopy, Bufadienolides
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:63
Number:10
Page Range:pp. 1663-1670
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19981663UNSPECIFIED
ID Code:1411
Item Type:Article
Deposited On:06 Feb 2009 17:09
Last Modified:06 Feb 2009 16:09

Citation

Kamano, Yoshiaki; Kotake, Ayano; Nogawa, Toshihiko; Hashima, Hirohumi; Tozawa, Machiko; Morita, Hiroshi; Takeya, Koichi; Itokawa, Hideji; Matsuo, Ichiro; Ichihara, Yoshitatsu; Drašar, Pavel; Pettit, George R. (1998) Conformational Preference of Two Toad Poison Bufadienolides, Cinobufagin and Bufotalin. Collection of Czechoslovak Chemical Communications, 63 (10). pp. 1663-1670. ISSN 0010-0765

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