X-Ray Structure Analysis and NMR Study of Sesquiterpene Lactone Hirsutolide

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Title:X-Ray Structure Analysis and NMR Study of Sesquiterpene Lactone Hirsutolide
Creators:
Rychlewska, Urszula
Buděšínský, Miloš
Grabarczyk, Halina
Drożdż, Bohdan
Holub, Miroslav
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 2, pp. 300-310

Abstract

<p>Hirsutolide, the C(8)-lactonized sesquiterpene of the heliangolide type has been studied by X-ray and NMR methods. In crystal the ten-membered ring conformation closely resembles the conformation observed in C(6)-lactonized heliangolides. This conformation, which can be described as a boat-chair is contrasted with the chair-chair conformation found in the crystals of other C(8)-lactonized heliangolide, scorpioidine. Broad signals in <sup>1</sup>H and <sup>13</sup>C NMR spectra indicated the conformation equilibrium in solution which was confirmed by observation of signals of two conformers (ca 3 : 1) in low temperature <sup>1</sup>H NMR spectra. The major conformer is the one present in the crystal structure of hirsutolide and the minor conformer corresponds very likely to the one observed in the crystal structure of scorpioidine.

Title:X-Ray Structure Analysis and NMR Study of Sesquiterpene Lactone Hirsutolide
Creators:
Rychlewska, Urszula
Buděšínský, Miloš
Grabarczyk, Halina
Drożdż, Bohdan
Holub, Miroslav
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:60
Number:2
Page Range:pp. 300-310
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950300UNSPECIFIED
ID Code:717
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Rychlewska, Urszula; Buděšínský, Miloš; Grabarczyk, Halina; Drożdż, Bohdan; Holub, Miroslav (1995) X-Ray Structure Analysis and NMR Study of Sesquiterpene Lactone Hirsutolide. Collection of Czechoslovak Chemical Communications, 60 (2). pp. 300-310. ISSN 0010-0765

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