TY - JOUR
T1 - One-pot synthesis of novel substituted quinoxaline piperazine derivatives and their antimicrobial activities
AU - Narasimha Reddy, Y.
AU - Reddy Mardi, Radhakrishna
AU - Reddy G, Nagaraja
AU - Reddy T, Sreenivasulu
AU - Seku, Kondaiah
AU - Fahmy, Heba Mohamed
AU - Abdel-Hafez, Shams H.
AU - Hessien, Mahmoud M.
AU - Shalan, Ahmed Esmail
N1 - Publisher Copyright:
© 2021 Elsevier B.V.
PY - 2022/4/5
Y1 - 2022/4/5
N2 - The present investigation reports the preparation of 1-(4-(tolyl quinoxaline-2-yl) piperazine-1-yl) derivatives catalyzed via polymer supported reagents. We have developed novel quinoxaline piperazine derivatives from 2,3-dichloroquinoxaline, wherein one chloro group is substituted with an aryl group, and the other is substituted by alkyl and aryl piperazine derivatives, through aromatic nucleophilic substitution reaction, and Suzuki coupling reactions to substituted quinoxaline-piperazine derivatives (5a-5g) compounds. The synthesized compounds were identified using FTIR, 1H NMR, 13C NMR and LC-MS. The synthesized compounds were examined for their antimicrobial activity. The results indicated that 5d, 5f and 5 g compounds have exhibited well to moderate antibacterial activity with the zone of inhibition of 18, 22 and 21 mm for Escherichia coli (40 µg/mL), and 17, 19 and 17 mm for Staphylococcus aureus (40 µg/mL). Besides, 5f compound showed respectable results to moderate antifungal activity with the zone of inhibition of 21 mm for Aspergillus niger (40 µg/mL) and 19 mm for Candida albicans (40 µg/mL). The established synthetic route is beneficial to develop various key intermediates as well as active pharmaceutical ingredients for pharmaceutical applications.
AB - The present investigation reports the preparation of 1-(4-(tolyl quinoxaline-2-yl) piperazine-1-yl) derivatives catalyzed via polymer supported reagents. We have developed novel quinoxaline piperazine derivatives from 2,3-dichloroquinoxaline, wherein one chloro group is substituted with an aryl group, and the other is substituted by alkyl and aryl piperazine derivatives, through aromatic nucleophilic substitution reaction, and Suzuki coupling reactions to substituted quinoxaline-piperazine derivatives (5a-5g) compounds. The synthesized compounds were identified using FTIR, 1H NMR, 13C NMR and LC-MS. The synthesized compounds were examined for their antimicrobial activity. The results indicated that 5d, 5f and 5 g compounds have exhibited well to moderate antibacterial activity with the zone of inhibition of 18, 22 and 21 mm for Escherichia coli (40 µg/mL), and 17, 19 and 17 mm for Staphylococcus aureus (40 µg/mL). Besides, 5f compound showed respectable results to moderate antifungal activity with the zone of inhibition of 21 mm for Aspergillus niger (40 µg/mL) and 19 mm for Candida albicans (40 µg/mL). The established synthetic route is beneficial to develop various key intermediates as well as active pharmaceutical ingredients for pharmaceutical applications.
KW - 1-piperazinyl-3-tolyl quinoxalines
KW - Antibacterial and antifungal activity
KW - Polymer-supported triethylamine
UR - https://www.scopus.com/pages/publications/85122104253
U2 - 10.1016/j.molstruc.2021.132260
DO - 10.1016/j.molstruc.2021.132260
M3 - Article
AN - SCOPUS:85122104253
SN - 0022-2860
VL - 1253
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 132260
ER -