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Chemical Compound Review:

UPCMLD-DP009 1H-quinazolin-4-one

Synonyms: SureCN10418, SureCN88525, CHEMBL266540, SureCN164234, NSC-5863, ...

Li, L. et al., Cao, S.L. et al., Bernges, F. et al., Kikuchi, H. et al., Varnavas, A. et al., et al.

Cao, Feng, Jiang, Liu, Ding, Li, Gyimesi-Forrás, Szász, Gergely, Szabó, Kökösi,

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Disease relevance of NSC 5863

Determination of 4(3H)-quinazolinone, a newly found antiviral and immunopatentiating constituent was proposed as a method of evaluating the quality of two antiviral Chinese herbal drugs Daqingye (Folium Strobilanthis) and Banlangen(Radix Strobilanthis) and their preparations ('Antipyretic and common cold granules', 'Banlangen granules') [1].
A series of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains were synthesized and tested for their in vitro antitumor activity against human myelogenous leukemia K562 cells [2].

High impact information on NSC 5863

A structure-activity relationship study (SAR) demonstrates that the essential role played by the 4-quinazolinone ring in the appearance of activity and the presence of a 1' '-amino group and C-2', C-3' ' O-functionalities are crucial in the activity of 1 [3].
In general, the synthetic route involved thionation of the appropriate 4-oxoquinazoline; the sulfur thus introduced was then protected by methylation [4].
Regulation of kinase cascades and transcription factors by a poly(ADP-ribose) polymerase-1 inhibitor, 4-hydroxyquinazoline, in lipopolysaccharide-induced inflammation in mice [5].
The effects of the poly(ADP-ribose) polymerase inhibitors 4-amino-1,8-naphthalimide (4-ANI), 6(5H)-phenanthridinone (PHD), 1,5-isoquinolinediol (IQD), 3-aminobenzamide (3-AB) or 4-hydroxyquinazoline (4-HYA) on the cytotoxicity of cisplatin were investigated [6].
Synthesis and in vitro antitumor activity of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains [2].

Associations of NSC 5863 with other chemical compounds

Optical resolution of the enantiomers of new 4(3H)-quinazolone derivatives is investigated using the alpha1-acid glycoprotein chiral stationary phase (Chiral-AGP) [7].

Gene context of NSC 5863

These compounds displayed micromolar affinities for CCK-B rather than CCK-A receptor and the obtained results confirm that the 4(3H)-quinazolinone nucleous represent a useful template for the development of selective CCK-B receptor ligands [8].
Synthesis and evaluation of substituted 4(3H)-quinazolone derivatives for antimicrobial and antiacetylcholinesterase activities. Part 3 [9].

Analytical, diagnostic and therapeutic context of NSC 5863

An HPLC method for determining the content of 4(3H)-quinazolinone was established with satisfactory results [1].

References

Studies on standardization of folium strobilanthis, radix strobilanthis and their preparations. Li, L., Dong, T.Y., Li, X.L., Qian, C.Z. Biomed. Chromatogr. (1994) [Pubmed]
Synthesis and in vitro antitumor activity of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains. Cao, S.L., Feng, Y.P., Jiang, Y.Y., Liu, S.Y., Ding, G.Y., Li, R.T. Bioorg. Med. Chem. Lett. (2005) [Pubmed]
Potent antimalarial febrifugine analogues against the plasmodium malaria parasite. Kikuchi, H., Tasaka, H., Hirai, S., Takaya, Y., Iwabuchi, Y., Ooi, H., Hatakeyama, S., Kim, H.S., Wataya, Y., Oshima, Y. J. Med. Chem. (2002) [Pubmed]
Quinazoline antifolates inhibiting thymidylate synthase: 4-thio-substituted analogues. Thornton, T.J., Jones, T.R., Jackman, A.L., Flinn, A., O'Connor, B.M., Warner, P., Calvert, A.H. J. Med. Chem. (1991) [Pubmed]
Regulation of kinase cascades and transcription factors by a poly(ADP-ribose) polymerase-1 inhibitor, 4-hydroxyquinazoline, in lipopolysaccharide-induced inflammation in mice. Veres, B., Radnai, B., Gallyas, F., Varbiro, G., Berente, Z., Osz, E., Sumegi, B. J. Pharmacol. Exp. Ther. (2004) [Pubmed]
Combination effects of poly(ADP-ribose) polymerase inhibitors and DNA-damaging agents in ovarian tumor cell lines--with special reference to cisplatin. Bernges, F., Zeller, W.J. J. Cancer Res. Clin. Oncol. (1996) [Pubmed]
Optical resolution of a series of potential cholecystokinin antagonist 4(3H)-quinazolone derivatives by chiral liquid chromatography on alpha1-acid glycoprotein stationary phase. Gyimesi-Forrás, K., Szász, G., Gergely, A., Szabó, M., Kökösi, J. Journal of chromatographic science. (2000) [Pubmed]
Quinazolinone derivatives: synthesis and binding evaluation on cholecystokinin receptors. Varnavas, A., Lassiani, L., Luxich, E., Zacchigna, M., Boccù, E. Farmaco (1996) [Pubmed]
Synthesis and evaluation of substituted 4(3H)-quinazolone derivatives for antimicrobial and antiacetylcholinesterase activities. Part 3. Misra, H.K., Sen Gupta, A.K. Die Pharmazie. (1982) [Pubmed]

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