CHEMISTRY OF SECOLOGANIN .3. GRAPH ANALYSIS OF THE ACIDIC DEGLYCOSYLATION OF SECOLOGANIN DERIVATIVES

Authors
SCHWARTZ A SZABO LF PODANYI B
Citation
A. Schwartz et al., CHEMISTRY OF SECOLOGANIN .3. GRAPH ANALYSIS OF THE ACIDIC DEGLYCOSYLATION OF SECOLOGANIN DERIVATIVES, Tetrahedron, 53(30), 1997, pp. 10489-10502
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
30
Year of publication
1997
Pages
10489 - 10502
Database
ISI
SICI code
0040-4020(1997)53:30<10489:COS.GA>2.0.ZU;2-7
Abstract
Acidic deglycosylation of N-methylbakankosine 02 and its 8,10-dihydro derivative 03 gave a rearranged 08a-b and an epimerized 09a-b pair of aglycones, respectively. It could be demonstrated that the thermodynam ically controlled complex reaction sequence involved in the ''natural' ' series (02) 48 aglycones, 92 equilibria and 368 elementary steps, in the ''dihydro'' series (03) 24 aglycones, 40 equilibria and 160 eleme ntary steps. However, the shortest and most probable reaction sequence could be prognoses by graph analysis. (C) 1997 Elsevier Science Ltd.