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Der oxydative Abbau von Roridin A, ein weiterer Beweis für die Art der Verknüpfung der Roridinsäure mit Verrucarol. Verrucarine und Roridine, 17. Mitteilung [1]
Author(s) -
Achini R.,
Tamm Ch.
Publication year - 1968
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.19680510728
Subject(s) - chemistry , stereochemistry , epoxide , medicinal chemistry , organic chemistry , catalysis
Epoxidation of di‐O‐acetyl‐roridin A ( 2 ) gave the two mono‐epoxides 3 (not pure) and 4 (main product) and the di‐epoxide 5 . Subsequent treatment of 4 with ozone and NaBH 4 led to the esters 6 and 8 . They yielded the acetylderivatives 7 and 9 respectively. Since the degradation products prove the sites of the ester linkages also in roridin A ( 1 ), the structure of this antibiotic is proved beyond any doubt.