Structures of new alkaloids sessilifoliamides A–D from Stemona sessilifolia

Four new Stemona alkaloids, sessilifoliamides A–D (1–4), were isolated from the roots of Stemona sessilifolia, along with five known alkaloids, stenine (5), 2-oxostenine (6), stemoninoamide (7), tuberostemonone (8), and neotuberostemonol (9). The structures and absolute configurations of the new alk...

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Bibliographic Details
Published inTetrahedron Vol. 59; no. 39; pp. 7779 - 7786
Main Authors Kakuta, Daichi, Hitotsuyanagi, Yukio, Matsuura, Naofumi, Fukaya, Haruhiko, Takeya, Koichi
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 22.09.2003
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
pyrrolo[1,2-a]azepine
Science & Technology
sessilifoliamides A–D
Stemona alkaloids
Stemona sessilifolia
Stemonaceae
Stemona sessilifolia
Stemona alkaloids
Stemonaceae
pyrrolo[1,2-a]azepine
sessilifoliamides A–D
sessilifoliamides A-D
STEREOCHEMISTRY
TUBEROSA
pyrrolo[1,2-a]-azepine
STENINE
TUBEROSTEMONINE
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Summary:Four new Stemona alkaloids, sessilifoliamides A–D (1–4), were isolated from the roots of Stemona sessilifolia, along with five known alkaloids, stenine (5), 2-oxostenine (6), stemoninoamide (7), tuberostemonone (8), and neotuberostemonol (9). The structures and absolute configurations of the new alkaloids were determined by the spectral studies (HRMS, IR, 1H, 13C, and 2D NMR), single-crystal X-ray analyses, and chemical correlations. The absolute configuration of 7 was also determined by the modified Mosher's method. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(03)01235-3