Structural alterations of wogonin significantly reduce the inhibitory activity against COX-2 catalyzed PGE2 production from LPS-induced raw 264.7 cells

Biomolecules and Therapeutics

Volumn 17, Issue 4, 2009, Pages 418-421

  Gurung, Santosh Kumar ^a   Lim, Hyun ^a   Kim, Hyun Pyo ^a   Park, Haeil ^a  

^a Kangwon National University   (South Korea)

Author keywords

Anti inflammatory activity; COX 2; PGE2 production; Structural alterations; Wogonin

Indexed keywords

5 HYDROXY 8 METHOXYFLAVONE; 7 HYDROXY 8 METHOXYFLAVONE; 7 HYDROXYFLAVONE; 8 METHOXYFLAVONE; CYCLOOXYGENASE 2; FLAVONE DERIVATIVE; FUNCTIONAL GROUP; LIPOPOLYSACCHARIDE; PRIMULETIN; PROSTAGLANDIN E2; UNCLASSIFIED DRUG; WOGONIN;

ANIMAL CELL; ARTICLE; CELL LINE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG INHIBITION; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME MECHANISM; GENE DELETION; MACROPHAGE; NONHUMAN; RING OPENING; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

EID: 73449109170     PISSN: 19769148     EISSN: None     Source Type: Journal    
DOI: 10.4062/biomolther.2009.17.4.418     Document Type: Article

References (14)

1. Chen, Y. C., Shen, S. C., Chen, L. G., Lee, T. J. and Yang, L. L. (2001). Wogonin, baicalin, and baicalein on inhibition of inducible nitric oxide synthase inhibitors and lipopolysaccharide. Biochem. Pharmacol. 61, 1417-1427.
2. Chi, Y. S., Chen, B. S. and Kim, H. P. (2001). Effect of wogonin, a plant flavone from Scutellaria radix, on the suppression of cyclooxygenase-2 and the induction of inducible nitric oxide synthase in lippopolysaccharide- treated RAW 264.7 cells. Biochem. Pharmacol. 61, 1195-1203.
3. Chi, Y. S., Lim, H., Park, H. and Kim, H. P. (2003). Effects of wogonin, a plant flavone from Scutellaria radix, on skin inflammation: in vivo regulation of inflammation-associated gene expression. Biochem. Pharmacol. 66, 1271-1278.
4. Dao, T. T., Chi, Y. S., Kim, J., Kim, H. P., Kim, S. and Park, H. (2004a). Synthesis and inhibitory activity against COX-2 catalyzed prostaglandin production of chrysin derivatives. Biorg. Med. Chem. Lett. 14, 1165-1167.
5. Dao, T. T., Kim, S. B., Sin, K. S., Kim, H. P. and Park, H. (2004b). Synthesis and biological activities of 8-arylflavones. Arch. Pharm. Res. 27, 278-282.
6. Gao, H., Nishioka, T., Kawabata J. and Kasai, T. (2004). Structure-activity relationships for α-Glucosidase inhibition of Baicalein, 5,6,7-trihydroxyflavone: the effect of A-ring Substitution. Biosci. Biotechnol. Biochem. 68, 369-375.
7. Harborne, J. B. and Williams, C. A. (2000). Advances in flavonoids research since 1992. Phytochemistry 55, 481-504.
8. Huang, W. H., Chen, P. Y., Yang, C. H. and Lee, A. R. (2003). Novel synthesis of Flavonoids of Scutellaria baicalensis Georgi. Chem. Pharm. Bull. 51, 339-340.
9. Jang, J., Sin, K. S., Kim, H. P. and Park, H. (2005). Structure and anti-inflammatory activity relationship of wogonin derivatives modified at B-ring. Arch. Pharm. Res. 28, 877-884.
10. Kim, H., Kim, Y. S., Kim, S. Y. and Suk, K. (2001). The plant flavonoid wogonin suppresses death of activated C6 rat glial cell inhibiting nitric oxide production. Neurosci. Lett. 309, 67-71.
11. Lee, H., Kim, Y. O., Kim, S. Y., Noh, H. S., Kang, S. S., Cho, G. J., Choi, W. S. and Suk, K. (2003). Flavonoid wogonin from medicinal herb is neuroprotective by inhibiting inflammatory activation of microglia. FASEB J. 17, 1943-1944.
12. Read, M. A. (1995). Flavonoids: naturally occurring anti-inflammatory agents. Am. J. Pathol. 147, 235-237.
13. Wakabayashi, I. (1999). Inhibitory effects of baicalein and wogonin on lipopolysaccharide-induced nitric oxide production in macrophages. Pharmacol. Toxicol. 84, 288-291.
14. Wakabayashi, I. and Yasui, K. (2000). Wogonin inhibits inducible prostaglandin E2 production in macrophages. Eur. J. Pharmacol. 406, 477-481.