Constituents of the lichen in the genus Hypogymnia. II. Vittatolic acid, a new optically active depsidone, and 2'-O-methylphysodic acid from Hypogymnia vittata (Ach.) Gas

Autor:	Teruhisa Hirayama, Fukujiro Fujikawa, Isao Kitagawa, Itiro Yosioka
Rok vydání:	1976
Předmět:	biology Ergosterol peroxide Chemistry Depsidone Stereochemistry Hypogymnia Absolute configuration General Chemistry General Medicine Optically active biology.organism_classification chemistry.chemical_compound Asymmetric carbon Drug Discovery Side chain Lichen
Zdroj:	Chemical and Pharmaceutical Bulletin. 24:1602-1608
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.24.1602
Popis:	Two new depsidones named vittatolic acid (4) and 2'-O-methylphysodic acid (5) have been isolated from the lichen Hypogymnia vittata (ACH.) GAS. along with physodic acid (1), atranorin (2), oxyphysodic acid (3), zeorin (6), and ergosterol peroxide (7). Vittatolic acid (4) is the first optically active depsidone possessing a secondary hydroxyl in the side chain. The plain structure of vittatolic acid has been clarified on the basis of physicochemical evidence and the conversion to physodic acid (1), and the absolute configuration at the asymmetric carbon in the side chain of 4 follows from the application of the Horeau's method and the Brewster's benzoate rule. The structure of 2'-O-methylphysodic acid (5) has been determined on the basis of chemical and physicochemical evidence.
Databáze:	OpenAIRE
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