Streptomyces aureus

Azirinomycin (129 Scheme 11.19) was isolated as a broad-spectrum antibiotic from Streptomyces aureus by workers at Merck, Sharp, and Dohme in 1971 [192,... 

The first compound is an antibiotic isolated from Streptomyces aureus [20], while the second compound is a cytotoxic antibiotic isolated from Dysidea fragilis, a marine sponge [21]. A logical approach to the synthesis of azirines would be an elimination reaction of a suitably M-substituted aziridine. Thus, AT-chlorination of aziridine-2-carboxylic esters was carried out using ferf-butyl hypochlorite (Scheme 8). 

During screening studies for antibiotics with pesticidal action, Ando et al. (1971a 1971b) isolated a new antibiotic, tetranactin, from the filter cake of Streptomyces aureus Waksman et Henrici, along with two other structurally related substances. All three compounds belong to the class of macrotetrolide antibiotics. Tetranactin consists of four units of homoactic acid (44) linked to form a cyclic polyester. Its structure determined by NMR and mass spectrometry proved to be... 

C4H5NO2, Mr 99.09, pale yellow, unstable oil. An anti-biotically active azirine derivative from cultures of Streptomyces aureus. A. is active in vitro against Gram-positive and Gram-negative bacteria. 

Thiostrepton (bryamycin, thiactin). C72H85N19O18S5, Mr 1664.91, mp. 246-255 C, [a]go -98.5 (CH3COOH), a bicyclic thiopeptide produced by Streptomyces aureus with activity against Gram-positive bacteria and used as a fodder additive in animal breeding. T. inhibits protein biosynthesis, the mechanism of action corresponds to that of the structurally related nosiheptide. The biosynthesis of T. is the subject of intense investigation, it is assumed that the core peptide chain is formed non-ribosomally via a multi-enzyme complex. 

CgH NOy 235.193 Present in the enterobacterial common antigen from Streptomyces montivideo SH 94 and Streptomyces aureus. 6,3-Lactone, N-Ac 2-Acetamido-2-deoxy-D-mannofuranurono-6,3-lactone CgHiiNOfi 217.178 Cryst. (H2O). Mp 198-201°. [ag +121 (c, 0.4 in H2O). 

The azirinomycin (12), 3-methyl-2H-azirine-2-carboxylic acid, was isolated from a strain of Streptomyces aureus. Its methyl ester (13) exhibited broad spectrum antibiotic activity in vitro against both Gram-positive and Gram-negative bacteria [33, 34]. The carboxylic acid (12) is most active against Staphylococcus aureus followed by Proteus vulgaris. Bacillus subtilis, and Streptococcus faecalis. In contrast, the methyl ester shows its lowest activities against one of the Staphylococcus aureus cultures and Streptococcus faecalis. 

Chen S, Lai K, Li Y, Hu M, Zhang Y, Zeng Y (201 la) Biodegradation of deltamethrin tmd its hydrolysis product 3-phenoxybenzaldehyde by a newly isolated Streptomyces aureus strtiin HP-S-01. Appl Microbiol Biotechnol 90 1471-1483 Chen S, Yang L, Hu M, Liu J (2011b) Biodegradation of fenvalerate and 3-phenoxybenzoic acid by a novel Stenotmphomoruis sp. strain ZS-S-01 and its use in bioremediation of contaminated soils. Appl Microbiol Biotechnol 90 755-767... 

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