Streptomyces peucetius var, caesius, obtained from S. peucetius, the daunomycin producing microorganism, by mutagenic treatment, differs from the parent culture by the color of the vegetative and aerial mycelia and by its antibiotic producing ability. S. peucetius var. caesius accumulates adriamycin in submerged and aerated culture on a medium containing glucose, brewer's yeast, and inorganic salts bl,th in shake flasks and in stirred fermenters. Isolation of the product is performed by solvent extraction, chromatography on buffered cellulose columns, and crystallization as the hydrochloride. The new antitumor agent, adriamycin, is the 14-hydroxy derivative of daunomycin.
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Several 7α-chloro and 7α-methoxy cephalosporin thiolester sulphones variously substituted at the C-3′ position were synthesized from 7-amino-3-deacetoxycephalosporanic acid (7-ADCA). The compounds are time-dependent inhibitors of human leukocyte elastase (HLE) with effective Ki ranging from micro- to nanomolar values, and second order rate constant reaching 106 M−1s−1; they also inhibit porcine pancreatic elastase with similar, though not identical efficiency. Compared to the corresponding cephem esters, the thiolesters of the 7-Cl series inhibit HLE up to 10 times as fast. Complete enzyme inactivation is achieved when a leaving group at C-3′ (OAc or S-Het) is present, at the expense however of stability towards hydrolytic β-lactam cleavage. In the 7-OMe series the thiolester compounds are far more stable and retain good efficiency for irreversible enzyme inhibition, superior to that displayed by the corresponding ester compounds. Three representative compounds (including one ester and two thiolesters) are shown to be effective inhibitors of HLE in the presence of insoluble elastin.
Quale effetto dell'irradiazione UV è stato osservato un legame insolitamente forte tra daunomicina ed acidi nucleici, che suggerisce la possibilità della formazione di un legame covalente.
Streptomyces peucetius var. caesius, obtained from S. peucetius, the daunomycin producing microorganism, by mutagenic treatment, differs from the parent culture by the color of the vegetative and aerial mycelia and by its antibiotic producing ability. S. peucetius var. caesius accumulates adriamycin in submerged and aerated culture on a medium containing glucose, brewer's yeast, and inorganic salts both in shake flasks and in stirred fermenters. Isolation of the product is performed by solvent extraction, chromatography on buffered cellulose columns, and crystallization as the hydrochloride. The new antitumor agent, adriamycin, is the 14-hydroxy derivative of daunomycin.
Viene descritto l'isolamento e lo studio chimico della mannosidoossistreptomicina, presente, insieme con ossistreptomicina, streptidina e toiocamicina, nelle colture delloStreptomyces 86. Il nuovo antibiotico ed il suo diidroderivato presentano una attività antibatterica paragonabile a quella di streptomicina e di ossistreptomicina.
Three new antibiotics, neoantimycin, neaureothin and ochramycin have been isolated from Streptoverticillium orinoci. The systematic position of the organism is discussed.
‘DAUNOMYCIN’ is a new antibiotic isolated from the cultures of S. peucetius1 in the Farmitalia Research Laboratories. The substance is easily obtained as hydrochloride in thin red needles melting at 184°–186° C, soluble in water, methanol, aqueous alcohols and insoluble in chloroform, ether, benzol.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDaunomycin. I. The Structure of DaunomycinoneF. Arcamone, G. Franceschi, P. Orezzi, G. Cassinelli, Wanda. Barbieri, and Rosanna. MondelliCite this: J. Am. Chem. Soc. 1964, 86, 23, 5334–5335Publication Date (Print):December 1, 1964Publication History Published online1 May 2002Published inissue 1 December 1964https://doi.org/10.1021/ja01077a059Request reuse permissions Article Views324Altmetric-Citations126LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (289 KB) Get e-Alertsclose Get e-Alerts
DISTAMYCIN, a mixture of antibiotic substances exhibiting predominantly antifungal activity, was obtained by submerged fermentation and butanol extraction of the mycelial mass of a Streptomyces sp. An amorphous product (fraction A), showing a positive Ehrlich reaction and a typical ultra-violet spectrum, was separated from the other active components by solvent fractionation and chromatography on aluminium oxide1,2. Partially purified preparations of this fraction, obtained during isolation investigations, were found to inhibit in various degrees some experimental tumours in mice3 and to interfere with the process of cell division in vitro4. The ultra-violet and infra-red spectra of these preparations showed some similarities with the antibiotic netropsin5 (synonyms are antibiotic T–1384 (ref. 6) and congocidin7). Presence of the latter antibiotic in fraction A of distamycin could, however, be readily excluded by the lack of a positive Sakaguchi reaction and by direct chromatographic and spectroscopic comparison with an authentic sample.