Thiomarinol, a new hybrid antimicrobial antibiotic produced by a marine bacterium. Fermentation, isolation, structure, and antimicrobial activity.

Abstract

Thiomarinol, an antimicrobial antibiotic, was isolated from the culture broth of a marine bacterium, Alteromonas rava sp. nov. SANK73390. Its structure was deduced as a hybrid composed of a pseudomonic acid analogue and holothin by NMRspectral analysis and chemical degradation. Antimicrobial activity against Gram-positive and Gram-negative bacteria of thiomarinol was stronger than both of pseudomonic acids and pyrrothine antibiotics.

Identification of the gene cluster for the dithiolopyrrolone antibiotic holomycin in Streptomyces clavuligerus

“…The holomycin family of compounds also exhibits cytotoxicity to mammalian cells (9) although the target(s) have not been identified. Additionally, the dithiolopyrrolone framework is found in thiomarinols (10) as the amine component in amide linkage to an 8-hydroxy-octanoyl chain provided by a pseudomonic acid variant, itself an antibiotic.…”

Alteromonas genovensis sp. nov., isolated from a marine electroactive biofilm and emended description of Alteromonas macleodii Baumann et al. 1972 (Approved Lists 1980)

“…The genus Alteromonas has gained increasing interest because of potential industrial applications (Hayase et al, 2003;Kodama et al, 1993;Martínez-Checa et al, 2005;Raguenes et al, 2003Raguenes et al, , 1996Shiozawa et al, 1993). Van Trappen et al (2004) emended the description of the genus Alteromonas by reporting the formation of prosthecae and buds in several species when grown for 3 or more days at low temperatures.…”

Fortschritte in der Chemie und Biologie natürlicher Antibiotika

“…Die Thiomarinole [z. B. Thiomarinol A (145)] [83] und die ähnliche, bislang namenlose Verbindung 146 [84] sind seltene marine Naturstoffe, die in den 1990er Jahren entdeckt wurden, mit Strukturen ähnlich denen der Pseudomoninsäuren, aber stärker aktiv sowohl gegen Gram-positive als auch gegen Gram-negative Bakterien.…”