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Die vermutliche Struktur der Anodendroside. Glykoside und Aglykone, 331. Mitteilung
Author(s) -
Lichti H.,
von Euw J.,
Stöckel K.,
Polonia J.,
Reichstein T.
Publication year - 1972
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19720550529
Subject(s) - chemistry , apocynaceae , stereochemistry , moiety , glycoside , hydrolysis , acid hydrolysis , organic chemistry , botany , biology
Five crystalline compounds (anodendrosides) have been isolated from Anodendron paniculatum ( Roxb .) A. DC . (Apocynaceae). They represent glycosides containing unusual sugars. Tentative structures for anodendroside‐A ( 155 ), −E 1 ( 3 ), −E 2 ( 84 ), −F ( 144 ) and −G ( 115 ) are now presented. These structures are based on UV., IR., but mostly on high resolution mass spectra. NMR.‐spectra could be performed with A, O‐acetyl‐E 2 and O‐acetyl‐G, which are in good agreement with the suggested structures. The unusual methylendioxy group postulated in the sugar moiety of A, E 1 and E 2 was also established by chemical methods, yielding approximately 1 Mol. equiv. of formaldehyde after acid hydrolysis of anodendroside‐E 2 .