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Stoffwechselprodukte von Mikroorganismen 80. Mitteilung [1] Aranciamycin
Author(s) -
KellerSchierlein W.,
Sauerbier J.,
Vogler U.,
Zähner H.
Publication year - 1970
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.19700530413
Subject(s) - aglycone , chemistry , stereochemistry , ether , glycoside , ring (chemistry) , orange (colour) , organic chemistry , food science
Abstract Aranciamycin is a new antibiotic isolated from cultures of a strain of Streptomyces echinatus . The orange‐yellow acidic compound, C 27 H 28 O 12 , is a glycoside of an aglycone, aranciamycinone, and a 6‐deoxyhexose monomethyl ether. The aglycone, C 20 H 16 O 8 , is composed of a 1, 8‐dihydroxyanthraquinone nucleus, to which a fourth carbocyclic six‐membered ring is condensed, bearing a tertiary C‐methyl group, a tertiary and a secondary hydroxyl group, a secondary methoxyl group, and a carbonyl group. A partial formula of the aglycone is given. Aranciamycin as well as its aglycone are strongly inhibitory against gram‐positive bacteria on synthetic media. The antibiotic activity is considerably decreased by the addition of amino‐acid combinations and pyruvate to the test medium.