Synthesis of New Quinazolin-4-(3H)-one Derivatives and Evaluation of Their Biological Activities

被引:13
作者
Mostafavi, Hamid [1 ,2 ]
Islami, Mohammad Reza [1 ]
Khabazzadeh, Hojatollah [1 ]
Khaleghi, Moj [3 ]
机构
[1] Shahid Bahonar Univ Kerman, Dept Chem, Kerman 7616914111, Iran
[2] AREEO, Kerman Agr & Nat Resource Res & Educ Ctr, Kerman, Iran
[3] Shahid Bahonar Univ Kerman, Dept Biol, Kerman 7616914111, Iran
来源
CHEMISTRYSELECT | 2019年 / 4卷 / 11期
关键词
Anthranilamide; Antimicrobial properties; Azo; Cyclization; 4-(3H)-Quinazolinones; STEREOSELECTIVE-SYNTHESIS; INHIBITORS; DESIGN; POTENT;
D O I
10.1002/slct.201803039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of quinazolin-4-ones are conveniently synthesized in a one-pot procedure from anthranilamide derivatives and aldehydes using p-toluenesulfonic acid as a catalyst. The aim of inserting azo pyridyl and 4-amino benzamide groups in the structure of quinazolin-4-one derivatives is to achieve skeletal appearance with more antibacterial and antifungal properties. Therefore, the biological activities of the synthetic compounds were studied. The results revealed that almost all compounds exhibit antimicrobial activities.
引用
收藏
页码:3169 / 3174
页数:6
相关论文
共 28 条
[1]  
[Anonymous], 2010, INT J CHEM TECH RES
[2]   2-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)- and 2-(2,2-dioxo-1,4-dihydro-2H-2λ6-benzo[1,2,6]thiadiazin-3-yl)-N-hydroxy-acetamides as potent and selective peptide deformylase inhibitors [J].
Apfel, C ;
Banner, DW ;
Bur, D ;
Dietz, M ;
Hubschwerlen, C ;
Locher, H ;
Marlin, F ;
Masciadri, R ;
Pirson, W ;
Stalder, H .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (12) :1847-1852
[3]   Synthesis and Antibacterial Activity of Some New 4(3H)Quinazolin-4-one Derivatives [J].
Azab, M. E. ;
Kassab, E. A. ;
El-Hashash, M. A. ;
Ali, R. S. .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (03) :610-625
[4]   Stereoselective Synthesis of 3-(5-Benzoyl-1-methyl-1 H -pyrrol-2-yl)-2-azetidinone Derivatives via an in Situ Generated Ketene [J].
Bananezhad, Behjat ;
Islami, Mohammad Reza .
SYNLETT, 2017, 28 (12) :1453-1456
[5]   Principles of assessing bacterial susceptibility to antibiotics using the agar diffusion method [J].
Bonev, Boyan ;
Hooper, James ;
Parisot, Judicael .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2008, 61 (06) :1295-1301
[6]   Quinazolin-4-one α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonists:: Structure-activity relationship of the C-2 side chain tether [J].
Chenard, BL ;
Welch, WM ;
Blake, JF ;
Butler, TW ;
Reinhold, A ;
Ewing, FE ;
Menniti, FS ;
Pagnozzi, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (11) :1710-1717
[7]  
CLSI, 2012, M07 A9
[8]  
DHINGRA V, 1993, ASIAN J CHEM, V5, P515
[9]   Efficient modified von Niementowski synthesis of novel derivatives of 5a,14b,15-triazabenzo[a]indeno[1,2-c]anthracen-5-one from indolo[1,2-c]quinazoline [J].
Domon, L ;
Le Coeur, C ;
Grelard, A ;
Thiéry, V ;
Besson, T .
TETRAHEDRON LETTERS, 2001, 42 (38) :6671-6674
[10]   SYNTHESIS OF BZ-SUBSTITUTED QUINAZOLINES AND ANTIMALARIALS FROM THEM - A CONTRIBUTION TO THE CHEMISTRY OF QUINAZOLINE [J].
ELDERFIELD, RC ;
WILLIAMSON, TA ;
GENSLER, WJ ;
KREMER, CB .
JOURNAL OF ORGANIC CHEMISTRY, 1947, 12 (03) :405-421