Mass Spectrometric Studies of Ecdysone Derivatives

M. KOREEDA; K. NAKANISHI; S. IMAI; T. TSUCHIYA; N. WASADA

doi:10.5702/massspec1953.17.669

M. KOREEDA, K. NAKANISHI, S. IMAI, T. TSUCHIYA, N. WASADA

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1969 Volume 17 Issue 2 Pages 669-680

DOI https://doi.org/10.5702/massspec1953.17.669

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Published: June 01, 1969 Received: May 10, 1969 Available on J-STAGE: June 28, 2010 Accepted: - Advance online publication: - Revised: -
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Date of correction: June 28, 2010 Reason for correction: - Correction: DTRECEIVED Details: Right : 19690510

Date of correction: June 28, 2010 Reason for correction: - Correction: CITATION Details: Wrong : E
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Right : The mass spectra of the free ecdysoneswill be discussed in a forthcoming paper: M. Koreeda, K. Nakanishi, K. Morita, S. Imai, T. Tsuchiya and N. Wasada, in preparation.
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All of the ca. 25ecdysones characterized so far possess at least one a-glycol grouping.
K. Nakanishi, M. Koreeda, S. Sasaki, M. C. Chang, H. Y. Hsu, Chem. Comm. , 915(1966).
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S. Imai, E. Murata, S. Fujioka, M. Koreeda, K. Nakanishi, Chem. Comm. , in press.
J. Jizba, V. Herout, F. Sorm, Tetrahedron Lett. , 5139(1967).
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The structure of ponasterone C should be revised to2β, 3β, 5β, 14a, 20, 22, 24-heptahydroxy cholest-7-en-6-one: M. Koreeda, K. Nakanishi, unpublished. cf. K. Nakanishi, M. Koreeda, M. L. Chang, H. Y. Hsu, Tetrahedron Lett. , 1105(1968).
K. Biemann, D. C. DeJongh, H. K. Schnoes, J. Am. Chem. Soc. , 85, 1763(1963).
H. Budzikiewicz, C. Djerassi, D. H. Williams, “ Structure Determination of Natural Products by Mass Spectrometry”, vol. II, Chapters20, 21, Holden-Day, Inc. , San Francisco(1964).
a. C. G. MacDonald, J. S. Shannon, G. Sugowdz, Tetrahedron Lett. , 807(1963);b. H. Budzikiewicz, Z. Pelah, C. Djerassi, Monatsh. , 95, 158(1964);c. M. M. Green, J. Schwab, Tetrahedron Lett. , 2955(1968).
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Ref. 15b, p. 151.
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M. Koreeda, K. Nakanishi, unpublished.
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Part XIII on Insect Hormones from Department of Chemistry, Tohoku University. Part XII, M. Koreeda, N. Harada, K. Nakanishi, Chem. Comm. , in press.

Abstract

The acetates and acetonides of the ecdysones give rise to several well-defined fissions of great diagnostic value under electron-impact. The fragmentations are discussed on the basis of high resolution data(acetates and acetonides)and deuterium labelling(acetonide).

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