TY - JOUR
T1 - Esters of quinoxaline 1ˏ4-Di-N-oxide with cytotoxic activity on tumor cell lines based on NCI-60 panel
AU - Rivera, Gildardo
AU - Shah, Syed Shoaib Ahmad
AU - Arrieta-Baez, Daniel
AU - Palos, Isidro
AU - Mongue, Antonio
AU - Sánchez-Torres, Luvia Enid
N1 - Publisher Copyright:
© 2017 by School of Pharmacy Shaheed Beheshti University of Medical Sciences and Health Services.
PY - 2017/6/1
Y1 - 2017/6/1
N2 - Quinoxalines display diverse and interesting pharmacological activities as antibacterial, antiviral, antiparasitic and anticancer agents. Particularly, their 1ˏ4-di-N-oxide derivatives have proved to be cytotoxic agents that are active under hypoxic conditions as that of solid tumours. A new series of quinoxaline 1ˏ4-di-N-oxide substitutes at 7-position with esters group were synthetized and characterized by infrared (IR), proton nuclear magnetic resonance (1H-NMR), spectroscopy, and elemental analysis. Seventeen derivatives (M1-M3, E1-E8, P1-P3 and DR1-DR3) were selected and evaluated for antitumor activities using the NCI-60 human tumor cell lines screen. Results showed that E7, P3 and E6 were the most active compounds against the cell lines tested. Substitutions at 7-position with esters group not necessarily affect the biological activity, but the nature of the esters group could exert an influence on the selectivity. Additionally, substitutions at 2-position influenced the cytotoxic activity of the compounds.
AB - Quinoxalines display diverse and interesting pharmacological activities as antibacterial, antiviral, antiparasitic and anticancer agents. Particularly, their 1ˏ4-di-N-oxide derivatives have proved to be cytotoxic agents that are active under hypoxic conditions as that of solid tumours. A new series of quinoxaline 1ˏ4-di-N-oxide substitutes at 7-position with esters group were synthetized and characterized by infrared (IR), proton nuclear magnetic resonance (1H-NMR), spectroscopy, and elemental analysis. Seventeen derivatives (M1-M3, E1-E8, P1-P3 and DR1-DR3) were selected and evaluated for antitumor activities using the NCI-60 human tumor cell lines screen. Results showed that E7, P3 and E6 were the most active compounds against the cell lines tested. Substitutions at 7-position with esters group not necessarily affect the biological activity, but the nature of the esters group could exert an influence on the selectivity. Additionally, substitutions at 2-position influenced the cytotoxic activity of the compounds.
KW - 4-di-N-oxide
KW - Antitumor
KW - Cancer
KW - Drugs
KW - Esters
KW - Quinoxaline 1
UR - http://www.scopus.com/inward/record.url?scp=85026782004&partnerID=8YFLogxK
M3 - Artículo
SN - 1735-0328
VL - 16
SP - 953
EP - 965
JO - Iranian Journal of Pharmaceutical Research
JF - Iranian Journal of Pharmaceutical Research
IS - 3
M1 - 11
ER -