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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