Synthesis and Biological Evaluation of (E)-N′-Benzylidene-7-methyl-2-propyl-1H-benzo[d]imidazole-5-carbohydrazides as Antioxidant, Anti-inflammatory and Analgesic agents

被引：19

作者：

Katikireddy, Ramamurthy ^{[2
,3
]}

Kakkerla, Ramu ^{[1
]}

Krishna, M. P. S. Murali ^{[4
]}

Durgaiah, Gandamalla ^{[5
]}

Reddy, Y. N. ^{[5
]}

Satyanarayana, Mavurapu ^{[6
]}

机构：

[1] Satavahana Univ, Dept Chem, Karimnagar 505001, Telangana, India

[2] JNTU, Dept Chem, Kakinada 533003, Andhra Pradesh, India

[3] Enantilabs Pvt Ltd, JN Pharmac, Visakapatnam 531019, Andhra Pradesh, India

[4] Andhra Polytech Coll, Dept Chem, Kakinada 533003, Andhra Pradesh, India

[5] Kakatiya Univ, Dept Pharmacol & Toxicol, Warangal 506009, Telangana, India

[6] Telangana Univ, Dept Pharmaceut Chem, Nizamabad 503322, Telangana, India

来源：

HETEROCYCLIC COMMUNICATIONS | 2019年 / 25卷 / 01期

关键词：

Benzimidazolyl hydrazones; antioxidant activity; anti-inflammatory activity; analgesic activity and acid hydrazide; VIRUS NS5B POLYMERASE; NONNUCLEOSIDE INHIBITORS; DESIGN; HYDRAZONES; DISCOVERY; TEMPERATURE; EFFICIENT; SERIES; SAR;

D O I：

10.1515/hc-2019-0009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(E)-N'-Benzylidene-7-methyl-2-propyl-1H-benzo [d]imidazole-5-carbohydrazides (5a-r) have been synthesized from 7-methyl-2-propyl-1H-benzo[d]imidazole-5-carbohydrazide (3) by condensing with different aromatic aldehydes (4a-r). Title compounds (5a-r) were evaluated for in vitro antioxidant activity and based on their potential for antioxidant property, selected compounds 5d and 5m-p were screened for in vivo anti-inflammatory and analgesic activity. The results indicate that the compound 5o and 5p are effective against anti-inflammatory and analgesic activity. The biological data was further supported by molecular docking studies, which revealed the binding pattern and the affinity of the molecules in the active site of COX-2.

引用

页码：27 / 38

页数：33

共 50 条

[41] Synthesis and biological evaluation of some 4-(1H-indol-3-yl)-6-phenyl-1,2,3,4-tetrahydropyrimidin-2-ones/thiones as potent anti-inflammatory agents
Amir, Mohammad
Javed, Sadique Akhtar
Kumar, Harish
ACTA PHARMACEUTICA, 2008, 58 (04) : 467 - 477
[42] Synthesis, characterization and biological evaluation of 7-substituted-4-((1-aryl-1H-1,2,3-triazol-4-yl) methyl)-2H-benzo[b][1,4]oxazin-3(4H)-ones as anticancer agents
Nagavelli, Vasudeva Reddy
Nukala, Satheesh Kumar
Narsimha, Sirassu
Battula, Kumara Swamy
Tangeda, Savitha Jyostna
Reddy, Yellu Narasimha
MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (09) : 1781 - 1793
[43] A Convenient Synthesis, Reactions and Biological Activity of Some New 6H-Pyrazolo[4′,3′:4,5]thieno[3,2-d][1,2,3]triazine Compounds as Antibacterial, Anti-Fungal and Anti-Inflammatory Agents
Zaki, Remon M.
El-Dean, Adel M. Kamal
Radwan, Shaban M.
Saber, Ahmed F.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2018, 29 (12) : 2482 - 2495
[44] (E)-2-Cyano-3-(1H-Indol-3-yl)-N-Phenylacrylamide, a Hybrid Compound Derived from Indomethacin and Paracetamol: Design, Synthesis and Evaluation of the Anti-Inflammatory Potential
Silva, Pablo
de Almeida, Maria
Silva, Jamire
Albino, Sonaly
Espirito-Santo, Renan
Lima, Maria
Villarreal, Cristiane
Moura, Ricardo
Santos, Vanda
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2020, 21 (07)
[45] Synthesis of new 4-[2-(4-methyl(amino)sulfonylphenyl)-5-trifluoromethyl-2H-pyrazol-3-yl]-1,2,3,6-tetrahydropyridines:: A search for novel nitric oxide donor anti-inflammatory agents
Chowdhury, Morshed Alam
Abdellatif, Khaled R. A.
Dong, Ying
Knaus, Edward E.
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (19) : 8882 - 8888
[46] Design, synthesis, biological evaluation and molecular modeling of N-isobutyl-N-((2-(p-tolyloxymethyl)thiazol-4yl)methyl)benzo[d][1,3] dioxole-5-carboxamides as selective butyrylcholinesterase inhibitors
Xi, Meiyang
Feng, Chengjie
Du, Kui
Lv, Weiping
Du, Chenxi
Shen, Runpu
Sun, Haopeng
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2022, 61
[47] Synthesis of Substituted -N-(5-((7-Methyl-2-Oxo-2H-Chromen-4-yl)-Methyl)-1,3,4-Thiadiazol-2-yl)-Benzamide Derivatives Using TBTU as Coupling Agent and their Evaluation for Anti Tubercular Activity
Kakadiya, Monika
Pasha, Yunus
Noolvi, Malleshappa
Patel, Ashish
LETTERS IN ORGANIC CHEMISTRY, 2022, 19 (02) : 158 - 166
[48] Structure optimization, synthesis, and biological evaluation of 6-(2-amino-1H-benzo[d]imidazole-6-yl)-quinazolin-4(3H)-one derivatives as potential multi-targeted anticancer agents via Aurora A/PI3K/BRD4 inhibition
Fan, Yanhua
Luo, Fang
Su, Mingzhi
Li, Qing
Zhong, Ting
Xiong, Liang
Li, Mei
Yuan, Meitao
Wang, Daoping
BIOORGANIC CHEMISTRY, 2023, 132
[49] Design, synthesis and biological evaluation of 5-(2-(4-(substituted benzo[d]isoxazol-3-yl) piperazin-1-yl)acetyl)indolin-2-one and 5-(2-(4-substitutedpiperazin-1-yl)acetyl)indolin-2-one analogues as novel anti-tubercular agents
Naidu, Kalaga Mahalakshmi
Gajanan, Rudresh Naik
Sekhar, Kondapalli Venkata Gowri Chandra
ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (08) : 2418 - 2429
[50] Discovery of 2-(2-chloro-6-fluorophenyl)amino)-N-(3-fluoro-5-(trifluoromethyl)phenyl)-1-methyl-7,8-dihydro-1H-[1,4]dioxino [2′,3′:3,4]benzo[1,2-d]imidazole-5-carboxamide as potent, selective and efficacious microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitor
Muthukaman, Nagarajan
Deshmukh, Sanjay
Sarode, Neelam
Tondlekar, Shital
Tambe, Macchindra
Pisal, Dnyandeo
Shaikh, Mahamadhanif
Kattige, Vidya G.
Honnegowda, Srinivasa
Karande, Vikas
Kulkarni, Abhay
Jadhav, Satyawan B.
Mahat, Mahamad Yunnus A.
Gudi, Girish S.
Khairatkar-Joshi, Neelima
Gharat, Laxmikant A.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (24) : 5977 - 5984

← 1 2 3 4 5 →