Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/101968
Title: Simulation results source for the identification of biological active compounds: synthesis, antimicrobial evaluation and SARs of three in one heterocyclic motifs
Authors: Reddy, N. B.
Zyryanov, G. V.
Reddy, G. M.
Balakrishna, A.
Garcia, J. R.
Camilo, A.
Jr.
Sravya, G.
Зырянов, Г. В.
Issue Date: 2018
Publisher: Birkhauser Boston
Citation: Simulation results source for the identification of biological active compounds: synthesis, antimicrobial evaluation and SARs of three in one heterocyclic motifs / N. B. Reddy, G. V. Zyryanov, G. M. Reddy, et al. — DOI 10.1007/s00044-018-2206-9 // Medicinal Chemistry Research. — 2018. — Vol. 27. — Iss. 8. — P. 1956-1970.
Abstract: For comprehensive studies on drugs primarily in the form of biomimetic systems, electronic parameters are becoming essential tools in elucidating the structures of the investigated compounds. In this study we present the synthesis, characterization, and evaluation of biological potency of 4(a–g), 5(a–g), and 7(a–g) by conducting structure–activity relationship (SAR) studies. Further conducting density functional theory (DFT) simulation studies for entitled compounds 4(a–g), 5(a–g), and 7(a–g) allowed us to fully study the effect of the changes of electronic and molecular structures on their biological activity by demonstrating the role of frontier molecular orbitals, in particular LUMO. The electron withdrawing nitro group substituted compounds 5d and 7d have higher activity than all other active compounds. Thus, the results strongly suggest that the SARs are in good agreement with simulation studies. © 2018, Springer Science+Business Media, LLC, part of Springer Nature.
Keywords: ANTIMICROBIAL ACTIVITY
CLAISEN–SCHMIDT REACTION
DFT STUDIES
LUMO ENERGY
SARS
THREE IN ONE HETEROCYCLES
2 [5 (1H BENZIMIDAZOL 2 YL) 3 (4 BROMOPHENYL) 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 (4 CHLOROPHENYL) 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 (4 FLUOROPHENYL) 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 (4 METHOXYPHENYL) 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 (4 NITROPHENYL) 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 4 TOLYL 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
2 [5 (1H BENZIMIDAZOL 2 YL) 3 PHENYL 1H PYRAZOL 1 YL] 4 (4 FLUOROPHENYL)OXAZOLE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 (4 BROMOPHENYL)PYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 (4 CHLOROPHENYL)PYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 (4 FLUOROPHENYL)PYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 (4 METHOXYPHENYL)PYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 (4 NITROPHENYL)PYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 4 TOLYLPYRAZOLE 1 CARBOXAMIDE
4,5 DIHYDRO 5 (1H BENZIMIDAZOL 2 YL) 3 PHENYLPYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 (4 BROMOPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 (4 CHLOROPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 (4 FLUOROPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 (4 METHOXYPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 (4 NITROPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE
5 (1H BENZIMIDAZOL 2 YL) 3 4 TOLYL 1H PYRAZOLE 1 CARBOXAMIDE
ANTIBIOTIC AGENT
ANTIFUNGAL AGENT
BIOLOGICAL PRODUCT
CHLORAMPHENICOL
HETEROCYCLIC COMPOUND
KETOCONAZOLE
UNCLASSIFIED DRUG
ANTIBACTERIAL ACTIVITY
ANTIFUNGAL ACTIVITY
ARTICLE
ASPERGILLUS NIGER
BACILLUS SUBTILIS
BIOLOGICAL ACTIVITY
CONTROLLED STUDY
DENSITY FUNCTIONAL THEORY
DRUG IDENTIFICATION
DRUG SCREENING
DRUG STRUCTURE
DRUG SYNTHESIS
IN VITRO STUDY
KLEBSIELLA PNEUMONIAE
MINIMUM BACTERICIDAL CONCENTRATION
MINIMUM FUNGICIDAL CONCENTRATION
MINIMUM INHIBITORY CONCENTRATION
NONHUMAN
PENICILLIUM CHRYSOGENUM
PSEUDOMONAS AERUGINOSA
SIMULATION
STAPHYLOCOCCUS AUREUS
STRUCTURE ACTIVITY RELATION
STRUCTURE ANALYSIS
URI: http://hdl.handle.net/10995/101968
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85049050971
PURE ID: 7640920
d8ebd03b-3557-4f8e-ab4e-d9d2815a521f
ISSN: 10542523
DOI: 10.1007/s00044-018-2206-9
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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