Purine analogues as amplifiers of phleomycin. III. Some 2-alkylthio derivatives of imidazole, benzimidazole, benzoxazole and benzothiazole

1978 ◽  
Vol 31 (2) ◽  
pp. 447 ◽  
Author(s):  
DJ Brown ◽  
WC Dunlap ◽  
GW Grigg ◽  
L Danckwerts
Keyword(s):  
Escherichia Coli ◽  
Maximal Activity ◽  
Purine Analogues ◽  
Derivatives Of

Some 2-methylthio and 2-carbamoylalkylthio derivatives of 1-methylimidazole, benzimidazole, benzoxazole, benzothiazole and 6-dimethylaminobenzothiazole have been synthesized by alkylation of the corresponding thiones. Their in vitro activities, as amplifiers of phleomycin against Escherichia coli, varied from slight to high but none was outstanding. 2-(Benzothiazol-2'-ylthio)acetamide (2j)showed maximal activity at c. 0.04 mM with progressive decreases at both higher and lower concentrations.

Purine Analogues as Amplifiers of Phleomycin. V. Thioethers of Several Heterocyclic Systems with One or Two Rings

1979 ◽  
Vol 32 (12) ◽  
pp. 2713 ◽  
Author(s):  
DJ Brown ◽  
GW Grigg ◽  
Y Iwai ◽  
KN McAndrew ◽  
T Nagamatsu ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Biological Activities ◽  
In Vitro Cultures ◽  
Purine Analogues

Thioethers, appropriate for testing as amplifiers of phleomycin against in vitro cultures of Escherichia coli, are prepared via corresponding thiones in the purine, imidazo[4,5-b(and 4,5-c)]pyridine, pyrazolo[3,4-d]pyrimidine, quinazoline, benzothiazole, benzoxazole, pyrimidine, imidazole, thiazoline, 1,2,4-triazole, s-triazolo[4,3-c(and 1,5-c)]pyrimidine, oxazolo[4,5-b]pyridine, quinoline and 1,3,5-triazine series. Structures are confirmed by N.M.R. spectra. Biological activities are tabulated and discussed in terms of structure.

scholarly journals The Search for New Antibacterial Agents among 1,2,3-Triazole Functionalized Ciprofloxacin and Norfloxacin Hybrids: Synthesis, Docking Studies, and Biological Activity Evaluation

2021 ◽  
Vol 90 (1) ◽  
pp. 2
Author(s):  
Halyna Hryhoriv ◽  
Illia Mariutsa ◽  
Sergiy M. Kovalenko ◽  
Victoriya Georgiyants ◽  
Lina Perekhoda ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Biological Activity ◽  
Antibacterial Agents ◽  
Docking Studies ◽  
Synthetic Method ◽  
Bacillus Subtilis Atcc ◽  
Resistant Strains ◽  
Derivatives Of

Among all modern antibiotics, fluoroquinolones are well known for their broad spectrums of activity and efficiency toward microorganisms and viruses. However, antibiotic resistance is still a problem, which has encouraged medicinal chemists to modify the initial structures in order to combat resistant strains. Our current work is aimed at synthesizing novel hybrid derivatives of ciprofloxacin and norfloxacin and applying docking studies and biological activity evaluations in order to find active promising molecules. We succeeded in the development of a synthetic method towards 1,2,3-triazole-substituted ciprofloxacin and norfloxacin derivatives. The structure and purity of the obtained compounds were confirmed by 1H NMR, 13C NMR, 19F NMR, LC/MS, UV-, IR- spectroscopy. Docking studies, together with in vitro research against Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6633, Pseudomonas aeruginosa ATCC 27853, Candida albicans NCTC 885-653 revealed compounds in which activity exceeded the initial molecules.

scholarly journals Suzuki Reaction for the Synthesis of New Derivatives of 4-Chloro-3,5-Dimethyl Phenol and their in vitro Antibacterial Screening

2019 ◽  
Vol 31 (12) ◽  
pp. 2955-2958
Author(s):  
R.H. Zaooli ◽  
F.A. Hussein ◽  
N.N.A. Jafar ◽  
S.N.K. Al-Thamir
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Elemental Analysis ◽  
Proteus Mirabilis ◽  
Suzuki Reaction ◽  
Antibacterial Properties ◽  
Antibacterial Screening ◽  
Derivatives Of ◽  
Dimethyl Phenol

Many derivatives of 4-chloro-3,5-dimethylphenol have been synthesized using Suzuki reaction and characterized by IR, 1H NMR and micro elemental analysis. These compounds also tested in terms of their antibacterial properties against Staphylococcus aureus, Escherichia coli and Proteus mirabilis.

scholarly journals Synthesis and biological evaluation of 5-substituted derivatives of benzimidazole

2014 ◽  
Vol 79 (3) ◽  
pp. 277-282
Author(s):  
Vesna Vasic ◽  
Jelena Penjisevic ◽  
Irena Novakovic ◽  
Vladimir Sukalovic ◽  
Deana Andric ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Antifungal Activity ◽  
Salmonella Enteritidis ◽  
Biological Evaluation ◽  
Proteus Vulgaris ◽  
Clostridium Sporogenes ◽  
In Vitro Antibacterial Activity ◽  
Synthesis And Biological Evaluation ◽  
Derivatives Of

Series of eight novel 5-substituted derivatives of benzimidazole were synthesized by condensation of corresponding diamine with ethyl-4-[4-(2-chlorophenyl)piperazin-1-yl] butanoate in refluxing 4N hydrochloric acid. In vitro antibacterial activity against ten strains namely, Bacillus subtilis, Clostridium sporogenes, Streptosporangium longisporum, Micrococcus flavus, Sarcina lutea, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella enteritidis and Proteus vulgaris and antifungal activity against two fungal strains namely, Candida albicans and Saccharomyces cerevisiae, were evaluated. Of all the compounds screened for activity 2-{3-[4-(2-chlorophenyl)piperazin-1-yl]propyl}-5-iodo-1H-benzimidazole and 2-{3-[4-(2-chlorophenyl)piperazin-1-yl]propyl}-5-methyl-1H-benzimidazole were associated with higher antifungal activity than commercial drugs.

Purine Analogues as Amplifiers of Phleomycin. VI. The Synthesis and Metabolism of Some Benzothiazole, Benzoxazole and s-Triazolopyrimidine Amplifiers

1979 ◽  
Vol 32 (12) ◽  
pp. 2727 ◽  
Author(s):  
DJ Brown ◽  
Y Iwai
Keyword(s):  
Escherichia Coli ◽  
In Vitro Cultures ◽  
Purine Analogues

The metabolisms of four 14C-tagged amplifiers of phleomycin are followed in mice. 2-(Benzothiazol- 2'-ylthio)acetamide (1c) gives mainly the corresponding acid (1e) in the urine; 2-(benzoxazol-2'- ylthio)acetamide (1d) likewise gives the acid (1f); N-methyl-2-(s-triazolo[4,3-a]pyrimidin- 3'-ylthio)propionamide (2b) gives unchanged material (c. 20%) plus not the corresponding acid (2c), but its [1,5-a] isomer (3c) in 60% yield; and 2-(5',7'-diethyl-s-triazolo[4,3- a]pyrimidin-3'-ylthio)-acetamide (2i) proves much more stable by giving mainly unchanged material (>60%). Minor metabolites are formed in each case. ��� Syntheses and N.M.R. spectra of the above substrates and related derivatives are reported as well as their activities as amplifiers of phleomycin against in vitro cultures of Escherichia coli.

scholarly journals Metabolic Engineering of Escherichia coli for Enhanced Production of (R)- and (S)-3-Hydroxybutyrate

2009 ◽  
Vol 75 (10) ◽  
pp. 3137-3145 ◽  
Author(s):  
Hsien-Chung Tseng ◽  
Collin H. Martin ◽  
David R. Nielsen ◽  
Kristala L. Jones Prather
Keyword(s):  
Escherichia Coli ◽  
Shake Flask ◽  
Maximal Activity ◽  
Culture Conditions ◽  
Recombinant Enzymes ◽  
E Coli ◽  
Enhanced Production ◽  
K 12

ABSTRACT Synthetic metabolic pathways have been constructed for the production of enantiopure (R)- and (S)-3-hydroxybutyrate (3HB) from glucose in recombinant Escherichia coli strains. To promote maximal activity, we profiled three thiolase homologs (BktB, Thl, and PhaA) and two coenzyme A (CoA) removal mechanisms (Ptb-Buk and TesB). Two enantioselective 3HB-CoA dehydrogenases, PhaB, producing the (R)-enantiomer, and Hbd, producing the (S)-enantiomer, were utilized to control the 3HB chirality across two E. coli backgrounds, BL21Star(DE3) and MG1655(DE3), representing E. coli B- and K-12-derived strains, respectively. MG1655(DE3) was found to be superior for the production of each 3HB stereoisomer, although the recombinant enzymes exhibited lower in vitro specific activities than BL21Star(DE3). Hbd in vitro activity was significantly higher than PhaB activity in both strains. The engineered strains achieved titers of enantiopure (R)-3HB and (S)-3HB as high as 2.92 g liter−1 and 2.08 g liter−1, respectively, in shake flask cultures within 2 days. The NADPH/NADP+ ratio was found to be two- to three-fold higher than the NADH/NAD+ ratio under the culture conditions examined, presumably affecting in vivo activities of PhaB and Hbd and resulting in greater production of (R)-3HB than (S)-3HB. To the best of our knowledge, this study reports the highest (S)-3HB titer achieved in shake flask E. coli cultures to date.

scholarly journals Escherichia coli DNA Topoisomerase I Copurifies with Tn5 Transposase, and Tn5 Transposase Inhibits Topoisomerase I

1999 ◽  
Vol 181 (10) ◽  
pp. 3185-3192 ◽  
Author(s):  
Hesna Yigit ◽  
William S. Reznikoff
Keyword(s):  
Escherichia Coli ◽  
Rna Polymerase ◽  
Topoisomerase I ◽  
Dna Topoisomerase ◽  
E Coli ◽  
Dna Relaxation ◽  
Tn5 Transposase ◽  
Derivatives Of

ABSTRACT Tn5 transposase (Tnp) overproduction is lethal toEscherichia coli. Genetic evidence suggested that this killing involves titration of E. coli topoisomerase I (Topo I). Here, we present biochemical evidence that supports this model. Tn5 Tnp copurifies with Topo I while nonkilling derivatives of Tnp, Δ37Tnp and Δ55Tnp (Inhibitor [Inh]), show reduced affinity or no affinity, respectively, for Topo I. In agreement with these results, the presence of Tnp, but not Δ37 or Inh derivatives of Tnp, inhibits the DNA relaxation activity of Topo I in vivo as well as in vitro. Other proteins, including RNA polymerase, are also found to copurify with Tnp. For RNA polymerase, reduced copurification with Tnp is observed in extracts from a topA mutant strain, suggesting that RNA polymerase interacts with Topo I and not Tnp.

scholarly journals In Vitro Properties of RpoS (σS) Mutants of Escherichia coli with Postulated N-Terminal Subregion 1.1 or C-Terminal Region 4 Deleted

2003 ◽  
Vol 185 (8) ◽  
pp. 2673-2679 ◽  
Author(s):  
J. Gowrishankar ◽  
Kaneyoshi Yamamoto ◽  
P. R. Subbarayan ◽  
Akira Ishihama
Keyword(s):  
Escherichia Coli ◽  
Stationary Phase ◽  
Electrophoretic Mobility ◽  
Sigma Factor ◽  
Transcription Initiation ◽  
Terminal Region ◽  
Wild Type ◽  
Dna Templates ◽  
Derivatives Of

ABSTRACT Derivatives of the stationary-phase sigma factor σS of Escherichia coli lacking either of two conserved domains, the postulated N-terminal subregion 1.1 or the C-terminal region 4, were shown to be competent in vitro for transcription initiation from several σS-dependent promoters on supercoiled DNA templates. Unlike wild-type σS, however, the deletion derivatives were inactive on relaxed templates. The anomalous slow electrophoretic mobility of σS on denaturing gels was corrected by deletion of subregion 1.1, suggesting that this domain in σS may be structurally and functionally analogous to subregion 1.1 of σ70, substitutions in which have previously been shown to rectify the anomalous electrophoretic migration of σ70 (V. Gopal and D. Chatterji, Eur. J. Biochem. 244:614-618, 1997).

INHIBITION OF RIBONUCLEOSIDE METABOLISM IN EHRLICH ASCITES TUMOR CELLS BY PURINE ANALOGUE RIBONUCLEOSIDES

1965 ◽  
Vol 43 (10) ◽  
pp. 1701-1710 ◽  
Author(s):  
A. R. P. Paterson ◽  
A. I. Simpson
Keyword(s):  
Tumor Cells ◽  
Ehrlich Ascites Carcinoma ◽  
Carcinoma Cells ◽  
Ehrlich Ascites Tumor Cells ◽  
Purine Analogues ◽  
Intact Cells ◽  
Ehrlich Ascites ◽  
Derivatives Of ◽  
Related Compounds

Several aspects of the metabolism of inosine and uridine by Ehrlich ascites carcinoma cells in vitro have been found to be inhibited by ribonucleoside derivatives of four purine analogues. The synthesis of both inosine and uridine by intact tumor cells was profoundly inhibited in the presence of 6-methylmercaptopurine ribonucleoside. Also inhibited were inosine and uridine cleavage, and the exchange of isotope between these ribonucleosides and the corresponding C14 labelled bases. These reactions, however, were not inhibited when they took place in broken-cell preparations. Similarly, inosine metabolism in intact cells (but not in broken cells) was profoundly inhibited by three related compounds: the ribonucleosides of the 6-chloro, 6-methylmercapto, and 6-propylmercapto derivatives of 2-aminopurine.

scholarly journals Inhibition of Herpes Simplex Virus Types 1 and 2 In Vitro Infection by Sulfated Derivatives of Escherichia coli K5 Polysaccharide

2008 ◽  
Vol 52 (9) ◽  
pp. 3078-3084 ◽  
Author(s):  
Debora Pinna ◽  
Pasqua Oreste ◽  
Tiziana Coradin ◽  
Anna Kajaste-Rudnitski ◽  
Silvia Ghezzi ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Herpes Simplex Virus ◽  
Herpes Simplex ◽  
Simplex Virus ◽  
Derivatives Of ◽  
Hiv 1 ◽  
K5 Polysaccharide ◽  
Hsv 1

ABSTRACT Herpes simplex virus type 1 (HSV-1) and HSV-2 are neurotropic viruses and common human pathogens causing major public health problems such as genital herpes, a sexually transmitted disease also correlated with increased transmission and replication of human immunodeficiency virus type 1 (HIV-1). Therefore, compounds capable of blocking HIV-1, HSV-1, and HSV-2 transmission represent candidate microbicides with a potential added value over that of molecules acting selectively against either infection. We report here that sulfated derivatives of the Escherichia coli K5 polysaccharide, structurally highly similar to heparin and previously shown to inhibit HIV-1 entry and replication in vitro, also exert suppressive activities against both HSV-1 and HSV-2 infections. In particular, the N,O-sulfated [K5-N,OS(H)] and O-sulfated epimerized [Epi-K5-OS(H)] forms inhibited the infection of Vero cells by HSV-1 and -2, with 50% inhibitory concentrations (IC50) between 3 ± 0.05 and 48 ± 27 nM, and were not toxic to the cells at concentrations as high as 5 μM. These compounds impaired the early steps of HSV-1 and HSV-2 virion attachment and entry into host cells and reduced the cell-to-cell spread of HSV-2. Since K5-N,OS(H) and Epi-K5-OS(H) also inhibit HIV-1 infection, they may represent valid candidates for development as topical microbicides preventing sexual transmission of HIV-1, HSV-1, and HSV-2.

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