1504-78-5Relevant articles and documents
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Rovinskii et al.
, (1977)
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Synthesis, photochemistry, DNA cleavage/binding and cytotoxic properties of fluorescent quinoxaline and quinoline hydroperoxides
Chowdhury, Nilanjana,Gangopadhyay, Moumita,Karthik,Pradeep Singh,Baidya, Mithu,Ghosh
, p. 188 - 198 (2014)
Novel fluorescent quinoxaline and quinoline hydroperoxides were shown to perform dual role as both fluorophores for cell imaging and photoinduced DNA cleaving agents. Photophysical studies of newly synthesized quinoxaline and quinoline hydroperoxides showed that they all exhibited moderate to good fluorescence. Photolysis of quinoxaline and quinoline hydroperoxides in acetonitrile using UV light above 350 nm resulted in the formation of corresponding ester compounds via γ-hydrogen abstraction by excited carbonyl chromophore. Single strand DNA cleavage was achieved on irradiation of newly synthesized hydroperoxides by UV light (≥350 nm). Both hydroxyl radicals and singlet oxygen were identified as reactive oxygen species (ROS) responsible for the DNA cleavage. Further, we showed quinoline hydroperoxide binds to ct-DNA via intercalative mode. In vitro biological studies revealed that quinoline hydroperoxide has good biocompatibility, cellular uptake property and cell imaging ability. Finally, we showed that quinoline hydroperoxide can permeate into cells efficiently and may cause cytotoxicity upon irradiation by UV light.
Synthesis of Novel Drug-Like Small Molecules Based on Quinoxaline Containing Amino Substitution at C-2
Rao, K. Raghavendra,Raghunadh, Akula,Mekala, Ramamohan,Meruva, Suresh Babu,Ganesh, K. Ravi,Krishna,Kalita, Dipak,Laxminarayana, Eppakayala,Pal, Manojit
, p. 901 - 908 (2016)
A series of novel "drug-like" small molecules based on quinoxaline containing amino substitution at C-2 were synthesized. All these molecules were prepared either via the reaction of 2-phenyl-3-(piperazin-1-yl)quinoxaline with acyl bromides or benzyl bromides or various carboxylic acids or via the reaction of 2-chloro-3-phenylquinoxaline with various amines. The structures of these novel compounds were confirmed by spectral analysis. The strategy used is simple and efficient and afforded good yields of quinoxaline derivatives.
DABCO mediated one pot synthesis of sulfoxonium ylides under blue LED
Khade, Vikas V.,Thube, Archana S.,Warghude, Prakash K.,Bhat, Ramakrishna G.
supporting information, (2021/07/25)
DABCO mediated practical and convenient one pot method has been developed to access sulfoxonium ylides under photoredox and metal free conditions at room temperature. The protocol explored the reactivity of DMSO and α-aryl-α-diazo esters in presence of DABCO under blue LED condition. We demonstrated the generality of this protocol by synthesizing a variety of sulfoxonium ylides in very good yields. The practicality of the protocol has been demonstrated by the gram scale synthesis as well as by the extension of this protocol to synthesize precursors of biologically active compounds. This straightforward and practical method offers an alternative route to access very useful sulfoxonium ylides from α-aryl-α-diazoacetates.
Visible-light-induced C[sbnd]H arylation of quinoxalin-2(1H)-ones in H2O
Bao, Hanyang,Lin, Ziyun,Jin, Mengshi,Zhang, Hongdou,Xu, Jun,Chen, Bajin,Li, Wanmei
supporting information, (2021/02/16)
An efficient visible-light-induced C[sbnd]H arylation of quinoxalin-2(1H)-ones in H2O is developed, which has the advantages of mild reaction conditions, environmental friendliness and good functional group tolerance. This strategy provides a s
