Chemistry of secologanin. Part 3. Graph analysis of the acidic deglycosylation of secologanin derivatives

Tetrahedron

Volumn 53, Issue 30, 1997, Pages 10489-10502

  Schwartz, Angéla ^a   Szabó, László F ^a   Podányi, Benjamin ^b  

^a SEMMELWEIS UNIVERSITY OF MEDICINE   (Hungary)

^b Chinoin Pharmaceutical and Chemical Works Ltd   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

SECOLOGANIN;

ARTICLE; CHIRALITY; DEGLYCOSYLATION; IN VITRO STUDY; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; THEORY;

EID: 0030795785     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00659-5     Document Type: Article

References (22)

1. The cyclic skeletons were numbered according to the biogenetic numbering. However, in the experimental part, the IUPAC names of the compounds were given as well. In order to distinguish the formulae in the Scheme 1 and in Schemes 2-5, structures are indicated in Scheme 1 by figures 01..., in Schemes 2 and 5 by figures 1..., in Scheme 3 and 4 by figures IRZ... In the two latter cases, R, S, Z and E indicate configuration of the eventual centers of chirality at C-1, C-3, C-4, C-8 and C-9, and/or conformation of the eventual C=C bond at C-3, C-8 and C-9, respectively. Indication of the configuration of centre of chirality proceeds that of conformation of the C=C bond, and stereogenic element in the "lower" region (C-1, C-4) of the structure that in the "upper" region (C-1, C-8, C-9) of it. Letter H in Schemes 4 and 5 concerns the 8,10-dihydro derivatives.
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