Novel streptopyrroles from Streptomyces rimosus with bacterial protein histidine kinase inhibitory and antimicrobial activities.
نویسندگان
چکیده
A series of halogenated pyrrolo [2,1-b] [1,3] benzoxazines (1 approximately 9) was isolated from fermentations of an actinomycete strain X10/78/978 (NCIMB40808), identified as Streptomyces rimosus, during a microbial extract screening programme to identify inhibitors of bacterial histidine kinase. The structures of these compounds were elucidated by spectroscopic methods including the HMQC, HMBC and INADEQUATE NMR experiments. The structure of 1 was confirmed by X-ray crystallographic studies. Compounds 5 and 6 were produced in fermentations in the presence of NaBr and NaI respectively. The most abundant member of the series, streptopyrrole, 1, inhibited the nitrogen regulator II (NRII) histidine kinase from Escherichia coli with an IC50 of 20 microM and exhibited antimicrobial activity against a range of bacteria and fungi.
منابع مشابه
Isolation and Characterisation of Actinobacteria from Algerian Sahara Soils with Antimicrobial Activities
Extreme ecosystems can be a source of untapped micro-organisms able to produce novel bioactive compounds of industrial interest. Consequently, in this work, 32 Actinomycetes were isolated from 6 soil samples collected from Algerian Sahara in searching for untapped producers of novel antimicrobial compounds. All the isolates were further subjected to antimicrobial screening against pathogenic ba...
متن کاملAntimicrobial activities of indolocarbazole and bis-indole protein kinase C inhibitors.
The antimicrobial activities of twenty-two substances structurally related to staurosporine, aglycone in the indolocarbazole and bis-indole series were examined against Streptomyces chartreusis and Streptomyces griseus, Bacillus cereus, Escherichia coli, Candida albicans and Botrytis cinerea. Inhibition of sporulation was examined also on the two species of Streptomyces. Unlike literature repor...
متن کاملPRODUCTION OF OXYTETRACYCLINE BY ISOLATED WILD TYPE IRANIAN STREPTOMYCES RIMOSUS
Production of oxytetracycline by an isolated strain of Streptomyces rimosus from Iranian soil was investigated using a special fermentation medium. A comparative study was performed with standard strain PTCC 1144 using the following parameters optimum growth conditions with respect to time, pH, and different amounts of corn steep liquor. Surprisingly, the production yield of the wild strai...
متن کاملMultiple mechanisms of action for inhibitors of histidine protein kinases from bacterial two-component systems.
Many pathogenic bacteria utilize two-component systems consisting of a histidine protein kinase (HPK) and a response regulator (RR) for signal transduction. During the search for novel inhibitors, several chemical series, including benzoxazines, benzimidazoles, bis-phenols, cyclohexenes, trityls, and salicylanilides, were identified that inhibited the purified HPK-RR pairs KinA-Spo0F and NRII-N...
متن کاملSyntheses and antimicrobial activities of five-membered ring heterocycles coupled to indole moieties.
Indole-substituted oxazolidinones, oxazolones, pyrrolidinone, imidazolidinone and imidazolones were synthesized. Their inhibitory potencies towards protein kinase C and protein kinase A were determined and their in vitro activities against Streptomyces chartreusis, Streptomyces griseus, Bacillus cereus, Candida albicans and Escherichia coli were examined. The inhibition of Streptomyces sporulat...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- The Journal of antibiotics
دوره 53 1 شماره
صفحات -
تاریخ انتشار 2000