150012-75-2Relevant articles and documents
Solution, solid state structure and fluorescence studies of 2,3-functionalized quinoxalines: Evidence for a π-delocalized keto-enamine form with N-H···O intramolecular hydrogen bonds
Touzani,Ben-Hadda,Elkadiri,Ramdani,Maury,Le Bozec,Toupet,Dixneuf
, p. 391 - 395 (2001)
Three quinoxaline derivatives 3, 4 and 5 were prepared by condensation of tetraones RC(=O)-CH2-C(=O)-(=O)-CH2-C(=O)R [1, R = Ph; 2, R = neo-Pen] with o-phenylenediamine or (R,R)-1,2-diaminocyclohexane. 1H, 13C a
2,3-Bifunctionalized quinoxalines: Synthesis, DNA interactions and evaluation of anticancer, anti-tuberculosis and antifungal activity
Waring, Michael J.,Ben-Hadda, Taibi,Kotchevar, Ann T.,Ramdani, Abdelkrim,Touzani, Rachid,Elkadiri, Sghir,Hakkou, Abdelkader,Bouakka, Mohamed,Ellis, Tom
, p. 641 - 656 (2007/10/03)
A variety of 2,3-bifunctionalized quinoxalines (6-14) have been prepared by the condensation of 1,6-disubstituted-hexan-1,3,4,6-tetraones (1-4) with o-phenylenediamine, (R,R)-1,2-diaminocyclohexane and p-nitro-o-phenylenediamine. It is concluded that strong intramolecular N-H-O bonds in the favoured keto-enamine form may be responsible for the minimal biological activities observed in DNA footprinting, anti-tubercular, anti-fungal and anticancer tests with these hyper π-conjugated quinoxaline derivatives. However, subtle alteration by addition of a nitro group affecting the charge distribution confers significant improvements in biological effects and binding to DNA.