Design and Synthesis of Novel 1,4-Dihydropyridine Derivatives as Antioxidant and Antimicrobial Agents

被引:0
|
作者
Chavan, Prabhakar [1 ]
Hanamshetty, Prashant C. [2 ]
Biradar, Balaji [3 ]
Nagabhushan, M. M. [4 ]
机构
[1] Kuvempu Univ, Sahyadri Sci Coll, Dept PG Studies & Res Chem, Shivamogga 577203, Karnataka, India
[2] Guru Nanak First Grade Coll, Dept Chem, Bidar 585403, India
[3] Chanabasaveshawar Gurukul Sci Degree Coll, Dept Phys, Tawad 585413, K, India
[4] Govt Engn Coll, Dept Chem Engn, Raichur, India
关键词
synthesis; MCQRs; 1,4-dihydropyridine; antioxidant; antimicrobial; CHANNEL;
D O I
10.1134/S1070428024050130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,4 Dihydropyridines are one of the most used scaffolds in drug development. The present paper describes the autocatalytic four-component reactions of heterocyclic aldehydes, malononitrile, and piperidine, leading to novel 2-amino-1,4-dihydro-6-[pyridin-1(4H)-yl]-4-(hetero-2/3-yl)pyridine-3,5-dicarbonitrile derivatives in good yields. The structure of the synthesized compounds was confirmed by IR and H-1 and C-13 NMR and mass spectrometry. 4-(1H-Indol-3-yl)-substituted 1,4-dihydropyridine exhibited good radical scavenging activity, while its thiophen-2-yl-substituted analog proved to be potent antimicrobial agent.
引用
收藏
页码:912 / 917
页数:6
相关论文
共 50 条
  • [21] Synthesis and Antimicrobial Evaluation of 2-Aminobenzophenone Linked 1,4-Dihydropyridine Derivatives
    Li, Pengying
    Sahore, Ketki
    Liu, Jianjun
    Singh, Rajesh K.
    ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (16) : 5291 - 5294
  • [22] Design and Synthesis of 1,4-dihydropyridine Derivatives as Anti-cancer Agent
    Viradiya, Denish
    Mirza, Sheefa
    Shaikh, Faraz
    Kakadiya, Rajesh
    Rathod, Anand
    Jain, Nayan
    Rawal, Rakesh
    Shah, Anamik
    ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2017, 17 (07) : 1003 - 1013
  • [23] Synthesis of some new unsymmetrical 1,4-dihydropyridine derivatives as potent antitubercular agents
    Gevariya, H
    Desai, B
    Vora, V
    Shah, A
    HETEROCYCLIC COMMUNICATIONS, 2001, 7 (05) : 481 - 484
  • [24] Synthesis of some new unsymmetrical 1,4-dihydropyridine derivatives as potent antitubercular agents
    Gaveriya, H
    Desai, B
    Vora, V
    Shah, A
    HETEROCYCLIC COMMUNICATIONS, 2001, 7 (02) : 167 - 172
  • [25] Coumarin 1,4-dihydropyridine derivatives
    Valenti, P
    Rampa, A
    Budriesi, R
    Bisi, A
    Chiarini, A
    BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (06) : 803 - 810
  • [26] Phenylboronic acid catalyzed synthesis of polysubstituted 1,4-dihydropyridine derivatives as promising antioxidant agents correlated with molecular docking
    Pansuriya, Ketan
    Lalpara, Jaydeep N.
    Hadiyal, Sanjay D.
    Dhaduk, Bhavin B.
    Dubal, G. G.
    CHEMICAL DATA COLLECTIONS, 2022, 42
  • [27] SYNTHESIS OF NOVEL TRICYCLIC 1,4-DIHYDROPYRIDINE SYSTEMS
    DELBOSQUE, JR
    MARTIN, N
    MORA, A
    MORALES, A
    QUINTEIRO, M
    SEOANE, C
    SOTO, JL
    SUAREZ, M
    ANALES DE QUIMICA, 1994, 90 (7-8): : 511 - 512
  • [28] Novel 1,4-Dihydropyridine Derivatives as Mineralocorticoid Receptor Antagonists
    Perez-Gordillo, Felipe Luis
    Serrano-Morillas, Natalia
    Acosta-Garcia, Luz Marina
    Aranda, Maria Teresa
    Passeri, Daniela
    Pellicciari, Roberto
    Perez de Vega, Maria Jesus
    Gonzalez-Muniz, Rosario
    Alvarez de la Rosa, Diego
    Martin-Martinez, Mercedes
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2023, 24 (03)
  • [29] Synthesis and anticonvulsant activity of some 1,4-dihydropyridine derivatives
    Begum, Safia
    Sirisha, Kalam
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2021, 60 (03): : 433 - 438
  • [30] NOVEL 1,4-DIHYDROPYRIDINE CALCIUM-ANTAGONISTS .1. SYNTHESIS AND HYPOTENSIVE ACTIVITY OF 4-(SUBSTITUTED PYRIDYL)-1,4-DIHYDROPYRIDINE DERIVATIVES
    ASHIMORI, A
    ONO, T
    UCHIDA, T
    OHTAKI, Y
    FUKAYA, C
    WATANABE, M
    YOKOYAMA, K
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (09) : 2446 - 2458