Synthesis, Characterization and Biological Evaluation of Some Quinoxaline Derivatives: A Promising and Potent New Class of Antitumor and Antimicrobial Agents

被引:39
作者
Al-Marhabi, Aisha R. [1 ,2 ]
Abbas, Hebat-Allah S. [2 ,3 ]
Ammar, Yousry A. [4 ]
机构
[1] Umm Al Qura Univ, Univ Coll Qunfudah, Dept Chem, Qunfudah 21955, Saudi Arabia
[2] King Khalid Univ, Dept Chem, Fac Sci, Abha 9004, Saudi Arabia
[3] Natl Res Ctr, Dept Photochem, Dokki 12622, Egypt
[4] Al Azhar Univ, Fac Sci, Dept Chem, Cairo 11884, Egypt
关键词
quinoxaline; tetrazoloquinoxaline; 1,2,4-triazoloquinoxaline; 1,2,4-triazino-quinoxaline; anticancer agents; antimicrobial agents; EFFICIENT PROTOCOL; ANTICANCER; SUSCEPTIBILITY; DESIGN;
D O I
10.3390/molecules201119655
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In continuation of our endeavor towards the development of potent and effective anticancer and antimicrobial agents; the present work deals with the synthesis of some novel tetrazolo[1,5-a]quinoxalines, N-pyrazoloquinoxalines, the corresponding Schiff bases, 1,2,4-triazinoquinoxalines and 1,2,4-triazoloquinoxalines. These compounds were synthesized via the reaction of the key intermediate hydrazinoquinoxalines with various reagents and evaluated for anticancer and antimicrobial activity. The results indicated that tetrazolo[1,5-a]quinoxaline derivatives showed the best result, with the highest inhibitory effects towards the three tested tumor cell lines, which were higher than that of the reference doxorubicin and these compounds were non-cytotoxic to normal cells (IC50 values > 100 g/mL). Also, most of synthesized compounds exhibited the highest degrees of inhibition against the tested strains of Gram positive and negative bacteria, so tetrazolo[1,5-a]quinoxaline derivatives show dual activity as anticancer and antimicrobial agents.
引用
收藏
页码:19805 / 19822
页数:18
相关论文
共 47 条
[1]   Synthesis and antimicrobial activities of some novel quinoxalinone derivatives [J].
Ali, MM ;
Ismail, MMF ;
El-Gaby, MSA ;
Zahran, MA ;
Ammar, YA .
MOLECULES, 2000, 5 (06) :864-873
[2]   New quinoxaline 1,4-di-N-oxides.: Part 1:: Hypoxia-selective cytotoxins and anticancer agents derived from quinoxaline 1,4-di-N-oxides [J].
Amin, Kamelia M. ;
Ismail, Magda M. F. ;
Noaman, Eman ;
Soliman, Dalia H. ;
Ammar, Yousry A. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (20) :6917-6923
[3]  
[Anonymous], 2011, IARC CANC INC MORT W
[4]  
[Anonymous], 2012, Clinical and Laboratory Standards Institute: Performance Standards for Antimicrobial Disk Susceptibility Testing
[5]  
Twenty-Second Informational Supplement. M100-S22
[6]  
Table 2. Zone Diameter and MIC Interpretive Standards for Staphylococcus spp. (2C), Haemophilus influenzae and Haemophilus parainfluenzae (2E)
[7]  
[Anonymous], 2010, J. Chem. Pharm. Res.
[8]  
[Anonymous], 2009, M44A2 CLSI
[9]  
Aravind K., 2013, Journal of Chemical and Pharmaceutical Research, V5, P48
[10]  
BAUER AW, 1966, AM J CLIN PATHOL, V45, P493