Structure of the bufadienolide bufotalin

George Pettit; Peter Brown; Fred Bruschweiler; Leonard E. Houghton

doi:10.1039/C29700001566

Structure of the bufadienolide bufotalin

George Pettit, Peter Brown, Fred Bruschweiler, Leonard E. Houghton

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Mass spectral and ¹H n.m.r. evidence, coupled with degradation of bufotalin to 3β-acetoxybufotalien (II), in turn prepared by total synthesis, provide unequivocal support for the assignment of structure (I) to bufotalin.

Original language	English (US)
Pages (from-to)	1566-1567
Number of pages	2
Journal	Journal of the Chemical Society D: Chemical Communications
Issue number	22
DOIs	https://doi.org/10.1039/C29700001566
State	Published - 1970

ASJC Scopus subject areas

Molecular Medicine

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title = "Structure of the bufadienolide bufotalin",

abstract = "Mass spectral and 1H n.m.r. evidence, coupled with degradation of bufotalin to 3β-acetoxybufotalien (II), in turn prepared by total synthesis, provide unequivocal support for the assignment of structure (I) to bufotalin.",

author = "George Pettit and Peter Brown and Fred Bruschweiler and Houghton, {Leonard E.}",

note = "Funding Information: CHEMICAL COMMUNICATIONS, 1970 1567 compound and thereby provides compelling support for the We also thank William C. Jankowski, Analytical Instru- bufotalin (I) structural assignment. ment division, Varian, for providing the 100 and 220 MHz This investigation was supported by Public Health spectra. Service Research Grants from the National Cancer Institute. (Received, Sefitember 14th, 1970; Com. 1567.) 1 For the previous contribution in this series, see G. R. Pettit, L. E. Houghton, J. C. Knight, and F. Bruschweiler, J. Org. Chem., 1970,35,2895. 8 K. Meyer, Helu. Chim.Actu, 1949,32,1993; H. Wieland, J. Hesse, and R. Huttel, Artnalen, 1936,524,203;H. Kondo and S. Ikawa, J. Pharm. SOC.Jupart, 1933, 53, 23 [Chem.Abs.,.1934,27, 1887].,, 8 F. M. Dean, “Naturally Occurring Oxygen lbng Compounds, Butterworth, London, 1963, p. 97. 4 L. F. Fieser and M. Fieser, “Steroids,” Reinhold, New York, 1969, p. 792. 6 Y. Kamano, H. Yamamoto, Y. Tanaka, and M. Komatsu, TetrahedronLetters, 1968, 6673. * G. R. Pettit, L. E. Houghton, J. C. Knight, and F. Bruschweiler, Gem. Comm., 1970, 93.",

year = "1970",

doi = "10.1039/C29700001566",

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pages = "1566--1567",

journal = "Journal of the Chemical Society D: Chemical Communications",

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T1 - Structure of the bufadienolide bufotalin

AU - Pettit, George

AU - Brown, Peter

AU - Bruschweiler, Fred

AU - Houghton, Leonard E.

N1 - Funding Information: CHEMICAL COMMUNICATIONS, 1970 1567 compound and thereby provides compelling support for the We also thank William C. Jankowski, Analytical Instru- bufotalin (I) structural assignment. ment division, Varian, for providing the 100 and 220 MHz This investigation was supported by Public Health spectra. Service Research Grants from the National Cancer Institute. (Received, Sefitember 14th, 1970; Com. 1567.) 1 For the previous contribution in this series, see G. R. Pettit, L. E. Houghton, J. C. Knight, and F. Bruschweiler, J. Org. Chem., 1970,35,2895. 8 K. Meyer, Helu. Chim.Actu, 1949,32,1993; H. Wieland, J. Hesse, and R. Huttel, Artnalen, 1936,524,203;H. Kondo and S. Ikawa, J. Pharm. SOC.Jupart, 1933, 53, 23 [Chem.Abs.,.1934,27, 1887].,, 8 F. M. Dean, “Naturally Occurring Oxygen lbng Compounds, Butterworth, London, 1963, p. 97. 4 L. F. Fieser and M. Fieser, “Steroids,” Reinhold, New York, 1969, p. 792. 6 Y. Kamano, H. Yamamoto, Y. Tanaka, and M. Komatsu, TetrahedronLetters, 1968, 6673. * G. R. Pettit, L. E. Houghton, J. C. Knight, and F. Bruschweiler, Gem. Comm., 1970, 93.

PY - 1970

Y1 - 1970

N2 - Mass spectral and 1H n.m.r. evidence, coupled with degradation of bufotalin to 3β-acetoxybufotalien (II), in turn prepared by total synthesis, provide unequivocal support for the assignment of structure (I) to bufotalin.

AB - Mass spectral and 1H n.m.r. evidence, coupled with degradation of bufotalin to 3β-acetoxybufotalien (II), in turn prepared by total synthesis, provide unequivocal support for the assignment of structure (I) to bufotalin.

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Structure of the bufadienolide bufotalin

Abstract

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