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Chemical Compound Review

Oroxylin     5,7-dihydroxy-6-methoxy-2- phenyl-chromen-4...

Synonyms: Oroxylin A, AC1NSZBG, CHEMBL183513, SureCN431423, AG-F-63380, ...
 
 
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Disease relevance of Oroxylin A

 

High impact information on Oroxylin A

 

Biological context of Oroxylin A

  • These results demonstrated that oroxylin A could effectively induce programmed cell death and suggested that it could be a promising antitumor drug [1].
  • Oroxylin A inhibited HepG2 cell proliferation in a concentration- and time-dependent manner measured by MTT-assay [1].
  • A series of Oroxylin A derivatives, prepared by alkylation and condensation, were fully characterized by spectroscopic methods [4].
  • It was observed that acylation of 7-OH group in Oroxylin A significantly enhanced the activity as compared to their parent compound (Oroxylin A) [4].
  • Intramolecular oxidative cyclization followed by demethylation of chalcone 1, readily prepared from trimethoxyphenol, afforded, depending upon the controlled conditions, baicalein or oroxylin A in excellent yields [5].
 

Anatomical context of Oroxylin A

 

Associations of Oroxylin A with other chemical compounds

 

Gene context of Oroxylin A

  • Furthermore, oroxylin A inhibited the expression of LPS-induced iNOS and COX-2 proteins and mRNAs without an appreciable cytotoxic effect on RAW264.7 cells [3].
  • In addition, oroxylin A, baicalein and wogonin inhibited 12-lipoxygenase activity without affecting cyclooxygenase, which suggested that 5,6,7- or 5,7,8-trisubstitutions of A-ring of flavone gave favorable results [11].
 

Analytical, diagnostic and therapeutic context of Oroxylin A

References

  1. Oroxylin A induced apoptosis of human hepatocellular carcinoma cell line HepG2 was involved in its antitumor activity. Hu, Y., Yang, Y., You, Q.D., Liu, W., Gu, H.Y., Zhao, L., Zhang, K., Wang, W., Wang, X.T., Guo, Q.L. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  2. Wogonin, baicalin, and baicalein inhibition of inducible nitric oxide synthase and cyclooxygenase-2 gene expressions induced by nitric oxide synthase inhibitors and lipopolysaccharide. Chen, Y.C., Shen, S.C., Chen, L.G., Lee, T.J., Yang, L.L. Biochem. Pharmacol. (2001) [Pubmed]
  3. Oroxylin A inhibition of lipopolysaccharide-induced iNOS and COX-2 gene expression via suppression of nuclear factor-kappaB activation. Chen, Y., Yang, L., Lee, T.J. Biochem. Pharmacol. (2000) [Pubmed]
  4. Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents. Suresh Babu, K., Hari Babu, T., Srinivas, P.V., Sastry, B.S., Hara Kishore, K., Murty, U.S., Madhusudana Rao, J. Bioorg. Med. Chem. Lett. (2005) [Pubmed]
  5. Novel synthesis of flavonoids of Scutellaria baicalensis Georgi. Huang, W.H., Chien, P.Y., Yang, C.H., Lee, A.R. Chem. Pharm. Bull. (2003) [Pubmed]
  6. Effect of the flavonoid, oroxylin A, on transient cerebral hypoperfusion-induced memory impairment in mice. Kim, D.H., Jeon, S.J., Son, K.H., Jung, J.W., Lee, S., Yoon, B.H., Choi, J.W., Cheong, J.H., Ko, K.H., Ryu, J.H. Pharmacol. Biochem. Behav. (2006) [Pubmed]
  7. The herbal medicine Shosaiko-to exerts different modulating effects on lung local immune responses among mouse strains. Ohtake, N., Nakai, Y., Yamamoto, M., Ishige, A., Sasaki, H., Fukuda, K., Hayashi, S., Hayakawa, S. Int. Immunopharmacol. (2002) [Pubmed]
  8. Inhibition of NAD(P)H:quinone acceptor oxidoreductase by flavones: a structure-activity study. Chen, S., Hwang, J., Deng, P.S. Arch. Biochem. Biophys. (1993) [Pubmed]
  9. Antioxidative and Anti-Inflammatory Activities of Polyhydroxyflavonoids of Scutellaria baicalensis GEORGI. Huang, W.H., Lee, A.R., Yang, C.H. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
  10. Liquid chromatography with tandem mass spectrometry for the simultaneous determination of baicalein, baicalin, oroxylin A and wogonin in rat plasma. Kim, Y.H., Jeong, D.W., Paek, I.B., Ji, H.Y., Kim, Y.C., Sohn, D.H., Lee, H.S. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2006) [Pubmed]
  11. Inhibition of cyclooxygenase/lipoxygenase from human platelets by polyhydroxylated/methoxylated flavonoids isolated from medicinal plants. You, K.M., Jong, H.G., Kim, H.P. Arch. Pharm. Res. (1999) [Pubmed]
  12. Pharmacokinetics of baicalein, baicalin and wogonin after oral administration of a standardized extract of Scutellaria baicalensis, PF-2405 in rats. Kim, Y.H., Jeong, D.W., Kim, Y.C., Sohn, D.H., Park, E.S., Lee, H.S. Arch. Pharm. Res. (2007) [Pubmed]
 
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