Chemical Compound Review:
Quinazine quinoxaline
Synonyms:
Chinoxalin, Phenpiazine, QUINOXALINE, Phenopiazine, Benzopyrazine, ...
- Carcinogenic action of quinoxaline 1,4-dioxide in rats. Tucker, M.J. J. Natl. Cancer Inst. (1975)
- Selective pressure of a quinoxaline nonnucleoside inhibitor of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (RT) on HIV-1 replication results in the emergence of nucleoside RT-inhibitor-specific (RT Leu-74-->Val or Ile and Val-75-->Leu or Ile) HIV-1 mutants. Kleim, J.P., Rösner, M., Winkler, I., Paessens, A., Kirsch, R., Hsiou, Y., Arnold, E., Riess, G. Proc. Natl. Acad. Sci. U.S.A. (1996)
- Induction of apoptosis and inhibition of small cell lung cancer growth by the quinoxaline tyrphostins. Krystal, G.W., Carlson, P., Litz, J. Cancer Res. (1997)
- Resistance pattern of human immunodeficiency virus type 1 reverse transcriptase to quinoxaline S-2720. Balzarini, J., Karlsson, A., Meichsner, C., Paessens, A., Riess, G., De Clercq, E., Kleim, J.P. J. Virol. (1994)
- Effect of phosphate and amino acids on echinomycin biosynthesis by Streptomyces echinatus. Formica, J.V., Waring, M.J. Antimicrob. Agents Chemother. (1983)
- 3-Phenyl-substituted imidazo[1,5-alpha]quinoxalin-4-ones and imidazo[1,5-alpha]quinoxaline ureas that have high affinity at the GABAA/benzodiazepine receptor complex. Jacobsen, E.J., Stelzer, L.S., Belonga, K.L., Carter, D.B., Im, W.B., Sethy, V.H., Tang, A.H., VonVoigtlander, P.F., Petke, J.D. J. Med. Chem. (1996)
- A new efficient route for the formation of quinoxaline N-oxides and N,N'-dioxides using HOF.CH3CN. Carmeli, M., Rozen, S. J. Org. Chem. (2006)
- The molecular structure of a DNA-triostin A complex. Wang, A.H., Ughetto, G., Quigley, G.J., Hakoshima, T., van der Marel, G.A., van Boom, J.H., Rich, A. Science (1984)
- Glutamate receptors in the nucleus accumbens shell control feeding behavior via the lateral hypothalamus. Maldonado-Irizarry, C.S., Swanson, C.J., Kelley, A.E. J. Neurosci. (1995)
- Stereochemistry of quinoxaline antagonist binding to a glutamate receptor investigated by Fourier transform infrared spectroscopy. Madden, D.R., Thiran, S., Zimmermann, H., Romm, J., Jayaraman, V. J. Biol. Chem. (2001)
- Induction of apoptosis by the new anticancer drug XK469 in human ovarian cancer cell lines. Ding, Z., Zhou, J.Y., Wei, W.Z., Baker, V.V., Wu, G.S. Oncogene (2002)
- Mutations in the non-nucleoside binding-pocket interfere with the multi-nucleoside resistance phenotype. Van Laethem, K., Witvrouw, M., Pannecouque, C., Van Remoortel, B., Schmit, J.C., Esnouf, R., Kleim, J.P., Balzarini, J., Desmyter, J., De Clercq, E., Vandamme, A.M. AIDS (2001)
- Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives. Seitz, L.E., Suling, W.J., Reynolds, R.C. J. Med. Chem. (2002)
- Preclinical antitumor efficacy of analogs of XK469: sodium-(2-[4-(7-chloro-2-quinoxalinyloxy)phenoxy]propionate. Corbett, T.H., LoRusso, P., Demchick, L., Simpson, C., Pugh, S., White, K., Kushner, J., Polin, L., Meyer, J., Czarnecki, J., Heilbrun, L., Horwitz, J.P., Gross, J.L., Behrens, C.H., Harrison, B.A., McRipley, R.J., Trainor, G. Investigational new drugs. (1998)
- Photosensitization of guanine-specific DNA damage by a cyano-substituted quinoxaline di-N-oxide. Fuchs, T., Gates, K.S., Hwang, J.T., Greenberg, M.M. Chem. Res. Toxicol. (1999)
- In vitro selection for different mutational patterns in the HIV-1 reverse transcriptase using high and low selective pressure of the nonnucleoside reverse transcriptase inhibitor HBY 097. Kleim, J.P., Winkler, I., Rösner, M., Kirsch, R., Rübsamen-Waigmann, H., Paessens, A., Riess, G. Virology (1997)
- Non-NMDA antagonists protect against kainate more than AMPA toxicity in the rat hippocampus. Moncada, C., Arvin, B., Le Peillet, E., Meldrum, B.S. Neurosci. Lett. (1991)
- DNA sequence specificity for topoisomerase II poisoning by the quinoxaline anticancer drugs XK469 and CQS. Gao, H., Yamasaki, E.F., Chan, K.K., Shen, L.L., Snapka, R.M. Mol. Pharmacol. (2003)
- Quinoxaline 1,4-dioxide: a versatile scaffold endowed with manifold activities. Carta, A., Corona, P., Loriga, M. Current medicinal chemistry. (2005)
- Synthesis and antitumor properties of N-[2-(dimethylamino)ethyl]carboxamide derivatives of fused tetracyclic quinolines and quinoxalines: a new class of putative topoisomerase inhibitors. Deady, L.W., Kaye, A.J., Finlay, G.J., Baguley, B.C., Denny, W.A. J. Med. Chem. (1997)
- Identification of a quinoxaline derivative that is a potent telomerase inhibitor leading to cellular senescence of human cancer cells. Kim, J.H., Kim, J.H., Lee, G.E., Kim, S.W., Chung, I.K. Biochem. J. (2003)
- Chemistry and toxicology of quinoxaline, organotin, organofluorine, and formamidine acaricides. Knowles, C.O. Environ. Health Perspect. (1976)
- Quinoxaline derivatives: structure-activity relationships and physiological implications of inhibition of N-methyl-D-aspartate and non-N-methyl-D-aspartate receptor-mediated currents and synaptic potentials. Randle, J.C., Guet, T., Bobichon, C., Moreau, C., Curutchet, P., Lambolez, B., de Carvalho, L.P., Cordi, A., Lepagnol, J.M. Mol. Pharmacol. (1992)
- Desensitization of the alpha-2 adrenergic receptor in HT29 and opossum kidney cell lines. Jones, S.B., Leone, S.L., Bylund, D.B. J. Pharmacol. Exp. Ther. (1990)
- Studies on antibiotic biosynthesis by protoplasts and resting cells of Streptomyces echinatus. Part I. The synthesis of echinomycin. Gauvreau, D., Waring, M.J. Can. J. Microbiol. (1984)
- DNA damage induced by a quinoxaline 1,4-di-N-oxide derivative (hypoxic selective agent) in Caco-2 cells evaluated by the comet assay. Azqueta, A., Pachón, G., Cascante, M., Creppy, E.E., López de Cerain, A. Mutagenesis (2005)
- Unstable Hoogsteen base pairs adjacent to echinomycin binding sites within a DNA duplex. Gilbert, D.E., van der Marel, G.A., van Boom, J.H., Feigon, J. Proc. Natl. Acad. Sci. U.S.A. (1989)
- Diethyl pyrocarbonate can detect a modified DNA structure induced by the binding of quinoxaline antibiotics. Portugal, J., Fox, K.R., McLean, M.J., Richenberg, J.L., Waring, M.J. Nucleic Acids Res. (1988)
- The Lys103Asn mutation of HIV-1 RT: a novel mechanism of drug resistance. Hsiou, Y., Ding, J., Das, K., Clark, A.D., Boyer, P.L., Lewi, P., Janssen, P.A., Kleim, J.P., Rösner, M., Hughes, S.H., Arnold, E. J. Mol. Biol. (2001)
- Conformational behavior of pyrazine-bridged and mixed-bridged cavitands: a general model for solvent effects on thermal "vase-kite" switching. Roncucci, P., Pirondini, L., Paderni, G., Massera, C., Dalcanale, E., Azov, V.A., Diederich, F. Chemistry (Weinheim an der Bergstrasse, Germany) (2006)
- One novel quinoxaline derivative as a potent human cyclophilin A inhibitor shows highly inhibitory activity against mouse spleen cell proliferation. Li, J., Chen, J., Zhang, L., Wang, F., Gui, C., Zhang, L., Qin, Y., Xu, Q., Liu, H., Nan, F., Shen, J., Bai, D., Chen, K., Shen, X., Jiang, H. Bioorg. Med. Chem. (2006)
- Discovery of quinazolinone and quinoxaline derivatives as potent and selective poly(ADP-ribose) polymerase-1/2 inhibitors. Iwashita, A., Hattori, K., Yamamoto, H., Ishida, J., Kido, Y., Kamijo, K., Murano, K., Miyake, H., Kinoshita, T., Warizaya, M., Ohkubo, M., Matsuoka, N., Mutoh, S. FEBS Lett. (2005)
- Syntheses and structure-activity relationships of 5,6,7, 8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxaline derivatives with retinoic acid receptor alpha agonistic activity. Kikuchi, K., Hibi, S., Yoshimura, H., Tokuhara, N., Tai, K., Hida, T., Yamauchi, T., Nagai, M. J. Med. Chem. (2000)
- Tyrphostin AGL-2043 eluting stent reduces neointima formation in porcine coronary arteries. Banai, S., Gertz, S.D., Gavish, L., Chorny, M., Perez, L.S., Lazarovichi, G., Ianculuvich, M., Hoffmann, M., Orlowski, M., Golomb, G., Levitzki, A. Cardiovasc. Res. (2004)
- Antibodies to the food mutagens, 2-amino-1-methyl-6-phenylimidazo [4,5-b]pyridine and 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline: useful for immunoassay and immunoaffinity chromatography of biological samples. Dragsted, L.O., Grivas, S., Frandsen, H., Larsen, J.C. Carcinogenesis (1995)
- Characteristics of the Pro225His mutation in human immunodeficiency virus type 1 (HIV-1) reverse transcriptase that appears under selective pressure of dose-escalating quinoxaline treatment of HIV-1. Pelemans, H., Esnouf, R., Dunkler, A., Parniak, M.A., Vandamme, A.M., Karlsson, A., De Clercq, E., Kleim, J.P., Balzarini, J. J. Virol. (1997)
- Preparation and DNA-binding properties of substituted triostin antibiotics. Cornish, A., Fox, K.R., Waring, M.J. Antimicrob. Agents Chemother. (1983)
- Structural characterization of quinoxaline homopolymers and quinoxaline/ether sulfone copolymers by matrix-assisted laser desorption ionization mass spectrometry. Polce, M.J., Klein, D.J., Harris, F.W., Modarelli, D.A., Wesdemiotis, C. Anal. Chem. (2001)
- The assay of methylglyoxal in biological systems by derivatization with 1,2-diamino-4,5-dimethoxybenzene. McLellan, A.C., Phillips, S.A., Thornalley, P.J. Anal. Biochem. (1992)
- Separation of quinoxaline antibiotics by coil planet centrifugation. Sutherland, I.A., Lee, J.S., Gauvreau, D.J. Anal. Biochem. (1978)