Derivatives of the L-lysine-peptides with antibacterial activity.

A number of derivatives of the L-lysine peptides has been obtained and their antibacterial properties were evaluated and compared with those of the ethyl ester of Nalpha-palmitoyl-L-lysyl-L-lysine dihydrochloride. Some correlations have been found between the chemical structure and antibacterial activity of the compounds.     

Substances with antibacterial and antifungal activity. I. Synthesis and microbiologic activity of imidazolylmethylanilines

The synthesis and antifungal activities of many derivatives of 1-(2-imidazolylmethyl)aniline and of 1-(4-imidazolylmethyl)aniline are reported. Antimicrobial data in comparison with miconazole show that many compounds containing chlorine atoms and nitro group exhibit an interesting antimycotic activity. The results obtained are discussed on the basis of structure-activity relationships.     

Antibacterial and antifungal agents. IV. Synthesis and antifungal activity of econazole analogs with pyrrole structure

The synthesis of analogues of antifungal econazole with a pyrrole moiety starting from 1-(4-chlorophenyl)-2-(1H-pyrrol-1-yl)ethanone and from 1-(4-chlorophenyl)-2-(1H-pyrrol-1-yl)ethanol is described. Results of antimicrobial screening of the new derivatives in comparison with econazole are also reported.     

Substances with antibacterial and antifungal activity. VII. Synthesis and microbiologic activity of new derivatives of 1,5-diarylpyrrole

The synthesis and antifungal activities of new 1,5-diarylpyrrole derivatives are reported. Antimicrobial data in comparison with pyrrolnitrin show that N-methylpiperazinylamides exhibit very poor activity against Candida albicans and Candida sp. while acid and ester derivatives are inactive. Vice-versa many acid or amide derivatives show interesting antibacterial activity. The results obtained are discussed on the basis of structure-activity relationships.     

Synthesis and antifungal and antibacterial activity of hexahydronicotine derivatives

Acylation of hexahydronicotine with anhydrides of dicarboxylic acids yielded amido acids. Reaction of amido acids with amines, ethanol, and hydrazine produced derivatives. Studies of these compounds showed them to have antifungal and antibacterial activity. __________ Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 42, No. 4, pp. 24–26, April, 2008.     

Synthesis and antibacterial and antifungal activity of 2-thiocyanato-2-methyl-3-arylpropionic acid allyl esters

Allyl esters of 2-thiocyanato-2-methyl-3-arylpropionic acids exhibit pronounced antibacterial activity with respect to various test strains of staphylococci, colon bacilli, aerobic bacilli, and yeast fungi. The maximum activity is observed for compounds containing chlorine or bromine atoms at the aromatic nucleus. __________ Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 41, No. 11, pp. 27–28, November, 2007.     

Investigation of the antibacterial and antifungal activity of thiolated naphthoquinones

The WHO has stated that antibiotic resistance is escalating to perilously high levels globally and that traditional therapies of antimicrobial drugs are futile against infections caused by resistant microorganisms. Novel antimicrobial drugs are therefore required. We report in this study on the inhibitory activity of the 1,4-naphthoquinone-2,3-bis-sulfides and 1,4-naphthoquinone sulfides against two bacteria and a fungus to determine their antimicrobial properties. The 1,4-naphthoquinone sulfides have potent activity with a minimum inhibitory concentration (MIC) of 7.8 μg/mL against Staphylococcus aureus (Gram +ve), an MIC of 23.4 μg/mL against the fungus, Candida albicans, which was better than that of Amphotericin B (MIC = 31.3 μg/mL), and against Escherichia coli (Gram −ve) an MIC of 31.3 μg/mL was obtained. The 1,4-naphthoquinone had an MIC of 11.7 μg/mL against S. aureus and the 1,4-naphthohydroquinone also had the same activity against E. coli.

Research on antibacterial and antifungal agents. IX--Synthesis and microbiological activity of new N-arylpyrroles.

The synthesis and antiblastomycete activity of new N-arylpyrrole derivatives are reported. Antimicrobial data in comparison with those obtained with pyrrolnitrin and miconazole showed that all tested compounds possess weak or poor activity. The obtained results are discussed on the basis of structure-activity relationships.     

Substances with antibacterial and antifungal activity. VI. Synthesis and microbiologic activity of new derivatives of 1,5-diarylpyrrole and 1,4-pyrrolphenylene

New 1,5-diarylpyrrole and 1,4-pyrrolphenylene derivatives were prepared to study influence on the microbiological activity of an unsubstituted pyrrole nucleus or of a double identical molecular structure. Antimicrobial data in comparision with antifungal antibiotic pyrrolnitrin showed that all tested compounds exhibited very poor antifungal and antibacterial activity. Only some derivatives showed a selective activity against strains of Candida sp. and against strains of gram-positive or gram-negative bacteria.     

Derivatives of 4-(p.ter. butylbenzoyl)phenol with phytoiatric antifungal activity

Some derivatives of 4-(p.ter.butylbenzoyl)phenol were prepared and tested for phytoiatric antimycotic activity. The substances, all new to the literature, were subjected to in vitro and in vivo tests (in preventive phase). The compounds studied proved to have interesting in vitro activity.     

Synthesis of new 2-thiouracil-5-sulphonamide derivatives with antibacterial and antifungal activity

2-Thiouracil-5-sulphonic acid N-(4-acetylphenyl) Amide (1) was reacted with a series of aromatic aldehydes giving chalcones 2 (Claisen-Schemidt reaction), some of these chalcones were reacted with urea and thiourea giving pyrimidine-2-one and pyrimidine-2 thione derivatives respectively of the type 3a,b and 4a,b. In addition many chalcones were reacted with hydroxylamine hydrochloride giving isoxazoline derivatives 5a,b. They could also reacted with phenylhydrazine to give pyrazoline derivatives 6a,b, chalcones also were reacted withethylcyano acetate and/or malononitryl in pyridine giving pyran derivatives 7a,c and 8a,c. In another pathway chalcones were epoxidised by H2O2 giving epoxides 9a,c which in turn were reacted with phenylhydrazine giving 4-hydroxypyrazoline derivatives 10a,c. In another reaction chalcones were reacted with ethylcyanoacetate in presence of amm.acetate giving pyridone derivatives 11a,d which could be prepared also in exellent yield from compound 1 by its reaction with certain aromatic aldehydes and ethylcyanoacetate in presence of ammonium acetate. Finally, compound 1 was reacted with semicarbazide giving semicarbazone intermediate 12 which in turn was reacted with thionyl chloride giving thiadiazole derivative 13. The biological effects of some of the new synthesized compounds were also investigated.     

Derivatives of thioallophanic acid with anthelmintic activity

A reaction of potassium thiocyanate with methyl and ethyl ester of chloroformic acid (I-II) resulted in methoxy- and ethoxycarbonyl isothiocyanates which through an addition reaction with various primary and secondary amines, diamines and hydrazines yielded the perinently substituted esters of thioallophanic acid (III-XXI). The obtained agents were tested for anthelmintic and anticoccidial effects.     

Researches on antibacterial and antifungal agents. IX--Pyrrole analogues of bifonazole with potent antifungal activities

The synthesis and antifungal activities of pyrrole analogues of bifonazole are reported. Reduction of 4-nitrobenzophenone to the corresponding alcohol, reaction with phosphorus tribromide of the latter compound and condensation of the bromonitroderivative with imidazole led to 1-[alpha-(4-nitrophenyl)-4'-benzyl]-1H-imidazole. Hydrogenation of the nitro group to amino and reaction with 2,5-dimethoxytetrahydrofuran according to the Clauson-Kaas procedure afforded the pyrrole analogue of bifonazole. This compound and the related chloroderivative were also prepared by a similar pathway starting from 4-(1H-pyrrol-1-yl)benzophenone and its 4'-chloroderivative. Microbiological screening against Candida albicans and Candida spp showed 1-(alpha-[4-(1H-pyrrol-1-yl)phenyl]benzyl)-1H-imidazole to be the most active compound among the tested derivatives.     

Patent Evaluation Anti-infectives: Derivatives of pseudomonic acid with antibacterial action

An extensive range of pseudomonic acid derivatives are claimed in this patent with potential utility as antibacterial agents.     

Synthesis of some hydroxamic acid derivatives of benzimidazole and their antibacterial and antifungal activities.

A number of 1H-benzimidazole-2-propanoic acid derivatives have been synthesized by Phillips method, and their antibacterial and antifungal activities have been tested. The chemical structures of the synthesized compounds were elucidated by spectroscopic (IR, NMR, mass) and elementary analysis. Investigation of antimicrobial activity of the compounds was done by agar dilution technique using bacteria (Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Mycobacterium smegmatis ATCC 607) and yeast-like fungi (Candida albicans, Candida tropicalis, Candida pseudotropicalis, Candida kruzei, Candida globrata). Among the compounds tested N-hydroxy-3-(1H-benzimidazol-2-yl)-propionamide (Compound 6) showed considerable activity against both Candida albicans and Candida tropicalis.     

Synthesis and antibacterial activity and antifungal activity of 2-R-4-R′-quinolines

2-R-4-R′-quinolines, where R is a thienyl-2,2,2′-bithienyl-5-yl, or 1,1′-biphenyl-4-yl group and R′ is an azidocarbonyl- or carboethoxyamino group, were found to have antimicrobial activity against the diphtheria bacillus and Staphylococcus P-209. Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 1, pp. 12–13, January, 2009.