Please use this identifier to cite or link to this item: http://elar.urfu.ru/handle/10995/101916
Title: Pyranopyrazoles as efficient antimicrobial agents: Green, one pot and multicomponent approach
Authors: Reddy, G. M.
Garcia, J. R.
Zyryanov, G. V.
Sravya, G.
Reddy, N. B.
Зырянов, Г. В.
Issue Date: 2019
Publisher: Academic Press Inc.
Citation: Pyranopyrazoles as efficient antimicrobial agents: Green, one pot and multicomponent approach / G. M. Reddy, J. R. Garcia, G. V. Zyryanov, et al. — DOI 10.1016/j.bioorg.2018.09.035 // Bioorganic Chemistry. — 2019. — Vol. 82. — P. 324-331.
Abstract: Innovative therapeutic heterocycles having precisely thiadiazolyl-pyranopyrazole fragments were prepared by using the ecofriendly synthetic route. Entire compounds formed in quantitative yields. All the composites tested for their antimicrobial effectiveness against four microbial, two beneficial fungi's and accurately measured the minimum inhibitory concentrations (MIC and MBC/MFC), along with some initial structure activity relationships (SARs) also discussed. From the biological outcomes, the motif 6f provided an outstanding activity against all six pathogens. The possible presence of a nitro substituent on this composite may undoubtedly enhance the activity. In addition, amalgams 6d, 6g and 6l displayed promising antimicrobial results. This may be justified to the presence of electron capture group attached to the benzene ring, while the combinations 6j and 6k were zero effect towards all bacterial strains. The other compounds were excellent to low antimicrobial efficiency. The intriguing point was observed that all the active compounds had in common immense antibacterial effectiveness on Gram-negative bacteria than Gram-positive one and more antifungal activity on A. niger compare to other fungus. All things considered and suggested that this outstanding green synthetic approach is used to develop biological active compounds. On top of that, biological results confirmed that these biologically energetic motifs suitable for additional preclinical examine with the aim of standing novel innovative drugs. © 2018 Elsevier Inc.
Keywords: ANTIMICROBIAL ACTIVITY
ECOFRIENDLY SOLVENT
GREEN SYNTHESIS
MIC(MBC/MFC)
SARS
6 AMINO 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 4 (4 NITROPHENYL) 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 4 (OTOLYL) 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 4 (PARA TOLYL) 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 4 PHENYL 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (2 CHLOROPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (2 HYDROXYPHENYL) 3 [[(5 METHYL 1,3,4-THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (2 METHOXYPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (3 FLUOROPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (3 HYDROXYPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (4 BROMOPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (4 CHLOROPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (4 FLUOROPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (4 HYDROXYPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
6 AMINO 4 (4 METHOXYPHENYL) 3 [[(5 METHYL 1,3,4 THIADIAZOL 2 YL)THIO]METHYL] 1,4 DIHYDROPYRANO[2,3 C]PYRAZOLE 5 CARBONITRILE
ANTIBIOTIC AGENT
ANTIFUNGAL AGENT
CIPROFLOXACIN
KETOCONAZOLE
PYRAZOLE DERIVATIVE
UNCLASSIFIED DRUG
ANTIFUNGAL AGENT
ANTIINFECTIVE AGENT
BENTONITE
PYRAN DERIVATIVE
PYRAZOLE DERIVATIVE
ANTIBACTERIAL ACTIVITY
ANTIFUNGAL ACTIVITY
ARTICLE
ASPERGILLUS FLAVUS
ASPERGILLUS NIGER
CARBON NUCLEAR MAGNETIC RESONANCE
CHEMICAL STRUCTURE
CONTROLLED STUDY
ESCHERICHIA COLI
IN VITRO STUDY
MINIMUM INHIBITORY CONCENTRATION
NONHUMAN
ONE POT SYNTHESIS
PRIORITY JOURNAL
PROTEUS VULGARIS
PROTON NUCLEAR MAGNETIC RESONANCE
STRUCTURE ACTIVITY RELATION
ZONE OF INHIBITION
BACILLUS SUBTILIS
CHEMISTRY
DRUG EFFECT
GREEN CHEMISTRY
MICROBIAL SENSITIVITY TEST
PROCEDURES
STAPHYLOCOCCUS AUREUS
SYNTHESIS
ANTI-BACTERIAL AGENTS
ANTIFUNGAL AGENTS
ASPERGILLUS FLAVUS
ASPERGILLUS NIGER
BACILLUS SUBTILIS
BENTONITE
ESCHERICHIA COLI
GREEN CHEMISTRY TECHNOLOGY
MICROBIAL SENSITIVITY TESTS
MOLECULAR STRUCTURE
PROTEUS VULGARIS
PYRANS
PYRAZOLES
STAPHYLOCOCCUS AUREUS
STRUCTURE-ACTIVITY RELATIONSHIP
URI: http://elar.urfu.ru/handle/10995/101916
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85056190205
WOS ID: 000455479600034
PURE ID: 68b45e5f-656c-49e9-819c-8f1aaf94db14
8318187
ISSN: 452068
DOI: 10.1016/j.bioorg.2018.09.035
Appears in Collections:Научные публикации ученых УрФУ, проиндексированные в SCOPUS и WoS CC

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