Synthesis and antimicrobial activity of Schiff bases and 2-azetidinones derived from quinazolin-4(3H)-one

被引：42
|
作者：
Patel, Navin B. [1 ]
Patel, Jaymin C. [1 ]
机构：
[1] Veer Narmad S Gujarat Univ, Organ Res Lab, Dept Chem, Surat 395007, Gujarat, India
来源：
ARABIAN JOURNAL OF CHEMISTRY | 2011年 / 4卷 / 04期
关键词：
Antimicrobial activity; 2-Azetidinone; Quinazolinone; Schiff base; PHARMACOLOGICAL EVALUATION; ANTIBACTERIAL ACTIVITY; DERIVATIVES; AZETIDIN-2-ONES; ACID;
D O I：
10.1016/j.arabjc.2010.07.005
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of 2-oxo-azetidinyl-quinazolin-4(3H)-ones 5a-k have been synthesized from Schiff bases 4a-k. Schiff bases were synthesized by condensation reaction of compound 3 with substituted aromatic aldehydes. The benzoxazinone 2 was prepared by the cyclization reaction of acid chloride 1 with 5-bromo anthranilic acid. Further reaction of bcnzoxazinone 2 with hydrazine hydrate yielded compound 3. The structures of synthesized compounds were elucidated on the basis of elemental analyses as well as IR and NMR spectral data. Schiff bases 4a-k and 2-azetidinones 5a-k were screened for antibacterial and antifungal activities in vitro. Compounds having chloro and methoxy group exhibited good antimicrobial activity. (C) 2010 King Saud University. Production and hosting by Elsevier B.V. All rights reserved.
引用
收藏
页码：403 / 411
页数：9
相关论文
共 50 条
  • [1] Synthesis and antimicrobial activity of polyhalobenzonitrile quinazolin-4(3H)-one derivatives
    Shi, Li-Ping
    Jiang, Kun-Ming
    Jiang, Jun-Jie
    Jin, Yi
    Tao, Yun-Hai
    Li, Ke
    Wang, Xing-Hong
    Lin, Jun
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (21) : 5958 - 5963
  • [2] Synthesis and Antimicrobial Activity of Some New Quinazolin-4(3H)-one Derivatives
    Alafeefy, Ahmed M.
    PHARMACEUTICAL BIOLOGY, 2008, 46 (10-11) : 751 - 756
  • [3] Design, synthesis, and antibacterial activity of novel Schiff base derivatives of quinazolin-4(3H)-one
    Wang, Xiang
    Yin, Juan
    Shi, Li
    Zhang, Guoping
    Song, Baoan
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 77 : 65 - 74
  • [4] Synthesis of New Triazole and Oxadiazole Derivatives of Quinazolin-4(3H)-one and Their Antimicrobial Activity
    Vani, Kotla Veena
    Ramesh, Garlapati
    Rao, Chunduri Venkata
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (03) : 719 - 726
  • [5] Synthesis and anticonvulsant activity of novel quinazolin-4(3H)-one derived pyrazole analogs
    Alagarsamy, Veerachamy
    Saravanan, Govindaraj
    MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (04) : 1711 - 1722
  • [6] Critical view on antimicrobial, antibiofilm and cytotoxic activities of quinazolin-4(3 H )-one derived schiff bases and their Cu (II) complexes
    Pindjakova, Dominika
    Mascaretti, Sarka
    Hricoviniova, Jana
    Hosek, Jan
    Gregorova, Jana
    Kos, Jiri
    Cizek, Alois
    Hricoviniova, Zuzana
    Jampilek, Josef
    HELIYON, 2024, 10 (07)
  • [7] Synthesis, Antimicrobial Activity, and Docking Studies of 2-Mercapto Substituted Quinazolin-4(3H)-one and Their Derivatives
    Balaswamy, P.
    Aravind, S.
    Reddy, S. Purushotham
    Satyanarayana, B.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (04) : 774 - 779
  • [8] Synthesis, Antimicrobial Activity, and Docking Studies of 2-Mercapto Substituted Quinazolin-4(3H)-one and Their Derivatives
    P. Balaswamy
    S. Aravind
    S. Purushotham Reddy
    B. Satyanarayana
    Russian Journal of General Chemistry, 2018, 88 : 774 - 779
  • [9] Synthesis and Antimicrobial Activity of Novel 5-Amino-4-cyano-1H-pyrazole and Quinazolin-4(3H)-one Derivatives
    Abdel-Aal, Mohamed T.
    Abdel-Aleem, Abdel-Aleem H.
    Ibahim, Laila I.
    Zein, Ahmed L.
    ARCHIVES OF PHARMACAL RESEARCH, 2010, 33 (12) : 1891 - 1900
  • [10] Synthesis and Cytotoxicity of Quinazolin-4(3H)-one Based Peptides
    Shankaraiah, P.
    Bhavani, A. K. D.
    Kumar, A. Kishore
    Ramakrishna, K.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2020, 90 (04) : 720 - 724
12345