TY - JOUR
T1 - Cu(ii), Ir(i) and CuO nanocatalyzed mild synthesis of luminescent symmetrical and unsymmetrical bis(triazolylmethyl)quinoxalines
T2 - Biocompatibility, cytotoxicity, live cell imaging and biomolecular interaction
AU - Maiti, Santanu
AU - Roy, Nilmadhab
AU - Babu, Lavanya Thilak
AU - Moharana, Prithvi
AU - Athira, C. C.
AU - Darsana Sreedhar, E.
AU - De, Sourav
AU - Ashok Kumar, S. K.
AU - Paira, Priyankar
N1 - Publisher Copyright:
This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
PY - 2020/1
Y1 - 2020/1
N2 - Quinoxaline derivatives play versatile roles in various fields of science. Thus different types of scaffolds have been designed with these quinoxaline moieties to make them more efficient for preparation of various biologically active materials in the pharmaceutical industry. The ability of quinoxaline moieties has been reinforced by introducing triazole rings into them with the aid of a "click reaction" following environmentally friendly green techniques in the presence of a Cu(ii) catalyst as well as in the presence of a CuO nanomaterial under microwave irradiation. The novelty of our work is being highly focussed on the introduction of unsymmetrical triazole rings with the isolation of mono triazolyl quinoxaline derivatives using an Ir(i) catalyst in aqueous medium and on the capability of the CuO nanomaterial in catalyzing a "click reaction" in various biological media. The role of our synthsized bis(trizolylmethyl)quinoxaline compounds as cytotoxic agents has been confirmed with clear evidence from a DNA and BSA binding study, stability study, viscosity study and MTT assay. Due to the detecting ability of live cancer cells, high cellular uptake, biocompatibility and high cytoselectivity of these scaffolds, ultimately compound 6g has been established as a cancer theranostic drug.
AB - Quinoxaline derivatives play versatile roles in various fields of science. Thus different types of scaffolds have been designed with these quinoxaline moieties to make them more efficient for preparation of various biologically active materials in the pharmaceutical industry. The ability of quinoxaline moieties has been reinforced by introducing triazole rings into them with the aid of a "click reaction" following environmentally friendly green techniques in the presence of a Cu(ii) catalyst as well as in the presence of a CuO nanomaterial under microwave irradiation. The novelty of our work is being highly focussed on the introduction of unsymmetrical triazole rings with the isolation of mono triazolyl quinoxaline derivatives using an Ir(i) catalyst in aqueous medium and on the capability of the CuO nanomaterial in catalyzing a "click reaction" in various biological media. The role of our synthsized bis(trizolylmethyl)quinoxaline compounds as cytotoxic agents has been confirmed with clear evidence from a DNA and BSA binding study, stability study, viscosity study and MTT assay. Due to the detecting ability of live cancer cells, high cellular uptake, biocompatibility and high cytoselectivity of these scaffolds, ultimately compound 6g has been established as a cancer theranostic drug.
UR - http://www.scopus.com/inward/record.url?scp=85078470206&partnerID=8YFLogxK
U2 - 10.1039/c9nj03131f
DO - 10.1039/c9nj03131f
M3 - Article
AN - SCOPUS:85078470206
SN - 1144-0546
VL - 44
SP - 920
EP - 931
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 3
ER -