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
收藏
页码：27 / 38
页数：33
相关论文
共 50 条
  • [21] Synthesis, anti-inflammatory evaluation in vivo and docking studies of some new 5-(benzo[b]furan-2-ylmethyl)-6-methyl-pyridazin-3(2H)-one derivatives
    Boukharsa, Youness
    Lakhlili, Wiame
    El Harti, Jaouad
    Meddah, Bouchra
    Yvette Tiendrebeogo, Ramata
    Taoufik, Jamal
    El Abbes Faouzi, My
    Ibrahimi, Azeddine
    Ansar, M'hammed
    JOURNAL OF MOLECULAR STRUCTURE, 2018, 1153 : 119 - 127
  • [22] Synthesis of 4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(substituted phenyl)pyrimidin-2-ol Analogues as Anti-Inflammatory and Analgesic Agents
    Alam, Muhammad Jahangir
    Ahsan, Mohamed Jawed
    Alam, Ozair
    Khan, Suroor Ahmad
    LETTERS IN DRUG DESIGN & DISCOVERY, 2013, 10 (08) : 776 - 782
  • [23] Synthesis, biological evaluation and molecular modeling study of 5-trifluoromethy1-Δ2-pyrazoline and isomeric 5/3-trifluoromethylpyrazole derivatives as anti-inflammatory agents
    Aggarwal, Ranjana
    Bansal, Anshul
    Rozas, Isabel
    Kelly, Brendan
    Kaushik, Pawan
    Kaushik, Dhirender
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 70 : 350 - 357
  • [24] Synthesis, X-ray structure, vibrational spectroscopy, DFT, biological evaluation and molecular docking studies of (E)-N'-(4-(dimethylamino)benzylidene)-5-methyl-1H-pyrazole-3-carbohydrazide
    Karrouchi, Khalid
    Brandan, Silvia A.
    Sert, Yusuf
    El-marzouqi, Hakima
    Radi, Smaail
    Ferbinteanu, Marilena
    Faouzi, My El Abbes
    Garcia, Yann
    Ansar, M'hammed
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1219
  • [25] Synthesis, modeling and biological evaluation of some pyrazolo[3,4-d] pyrimidinones and pyrazolo[4,3-e][1,2,4] triazolo[4,3-a] pyrimidinones as anti-inflammatory agents
    Tageldin, Gina N.
    Ibrahim, Tamer M.
    Fahmy, Salwa M.
    Ashour, Hayam M.
    Khalil, Mounir A.
    Nassra, Rasha A.
    Labouta, Ibrahim M.
    BIOORGANIC CHEMISTRY, 2019, 90
  • [26] New pyrimido[5,4-e]pyrrolo[1,2-c]pyrimidines: Synthesis, 2D-QSAR, anti-inflammatory, analgesic and ulcerogenicity studies
    Hanna, Mona M.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 : 12 - 22
  • [27] Synthesis of Some Novel 2-Substitutedbenzyl-(4)7-phenyl-1H-benzo[d]imidazoles in Mild Conditions as Potent Anti-Tyrosinase and Antioxidant Agents
    Dogan, Inci S.
    Ozel, Arzu
    Birinci, Zeynep
    Barut, Burak
    Sellitepe, Hasan E.
    Kahveci, Bahittin
    ARCHIV DER PHARMAZIE, 2016, 349 (11) : 881 - 888
  • [28] Synthesis and Pharmacological Evaluation of Novel 1-(2-(Benzoyl-Substituted-2-phenyl-1H-Indol-5-Carbony) Hydrazinyloxy) Vinyl Nitrate Derivatives as Potent Non-Ulcerogenic, Analgesic and Anti-Inflammatory Agents
    Mokale, Vinod J.
    Raut, Mayuresh K.
    Burange, Prashant J.
    Dhoot, Navneet S.
    Bhandari, Shashikant V.
    Bothara, Kailash G.
    Naik, Jitendra B.
    MEDICINAL CHEMISTRY, 2010, 6 (04) : 211 - 218
  • [29] In-vitro and in-silico evaluation of antihyperglycemic, antioxidant, anti-inflammatory activities of selected (2Z)-2-((E)(2′hydroxy)-4 (benzylideneamino)phenyl)-3-(1-methyl-1H-imidazole-2-yl) acrylonitrile derivatives
    Dalbanjan, Nagarjuna Prakash
    Nadaf, AfraQuasar A.
    Kadapure, Arihant Jayawant
    Naik, Sumit Ramesh
    Kakambi, Santosh M.
    Naduvinamani, Puttaraj K.
    Kencharaddi, Deepa
    Nadaf, Asma
    Devkar, Bhagya
    Yaseen, Mohammed
    Kumar, S. K. Praveen
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2025, 102 (02)
  • [30] Synthesis of new thiazolo[3,2-b][1,2,4]triazole-6(5H)-one derivatives as potent analgesic and anti-inflammatory agents
    Mohammad Javad Assarzadeh
    Ali Almasirad
    Abbas Shafiee
    Mansur Nassiri Koopaei
    Mohammad Abdollahi
    Medicinal Chemistry Research, 2014, 23 : 948 - 957
12345