Sesquiterpenes from an Egyptian herbal medicine, pulicaria undulate, with inhibitory effects on nitric oxide production in RAW264.7 macrophage cells

Chemical and Pharmaceutical Bulletin

Volumn 60, Issue 3, 2012, Pages 363-370

  Hegazy, Mohamed Elamir F ^a,b   Matsuda, Hisashi ^a   Nakamura, Seikou ^a   Yabe, Mikuko ^a   Matsumoto, Tomoko ^a   Yoshikawa, Masayuki ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Compositae; Nitric oxide production inhibitor; Pulicaria undulata; Raw264.7 cell; Sesquiterpenoid

Indexed keywords

ANTIINFLAMMATORY AGENT; DICHLOROMETHANE; LIPOPOLYSACCHARIDE; METHANOL; NITRIC OXIDE SYNTHASE; PLANT EXTRACT; PULICARIA UNDULATE EXTRACT; SESQUITERPENE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; HERBAL MEDICINE; MACROPHAGE; NONHUMAN; PHYSICAL CHEMISTRY; PULICARIA; PULICARIA UNDULATE;

ANIMALS; CELL LINE; CRYSTALLOGRAPHY, X-RAY; EGYPT; HERBAL MEDICINE; LACTONES; LIPOPOLYSACCHARIDES; MACROPHAGES; MICE; NITRIC OXIDE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT EXTRACTS; PULICARIA; SESQUITERPENES;

EID: 84857847975     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.60.363     Document Type: Article

References (23)

1. Williams C. A., Harborne J. B., Greenham J. R., Grayer R. J., Kite G. C., Eagles J., Phytochemistry, 64, 275-283 (2003).
2. Liu L.-L., Yang J.-L., Shi Y.-P., Chem. Biodivers., 7, 327-349 (2010).
3. Stavri M., Mathew K. T., Gordon A., Shnyder S. D., Falconer R. A., Gibbons S., Phytochemistry, 69, 1915-1918 (2008).
4. MacMicking J., Xie Q. W., Nathan C., Annu. Rev. Immunol., 15, 323-350 (1997).
5. Lala P. K., Chakraborty C., Lancet Oncol., 2, 149-156 (2001).
6. Murakami A., Forum Nutr., 61, 193-203 (2009).
7. Hiraku Y., Kawanishi S., Ichinose T., Murata M., Ann. N. Y. Acad. Sci., 1203, 15-22 (2010).
8. Inhibition (%) of the extract at 1, 3, 10, and 30 μg/mL were 13.7±2.5, 43.4±1.4 (p<0.01), 80.4±0.8 (p<0.01), and 86.1±0.31 (p<0.01), repectively.
9. Topcu G., Oksuz S., Shieh H. L., Cordell G. A., Pezzuto J. M., Bozok-Johansson C., Phytochemistry, 33, 407-410 (1993).
10. Herz W., Hoegenauer G., J. Org. Chem., 27, 905-910 (1962).
11. Al-Yahaya M. A., Khafagy S., Shihata A., Kozlowski J. F., Antoun M. D., Cassady J. M., J. Nat. Prod., 47, 1013-1017 (1984).
12. Marco J. A., Sanz-Cervera J. F., Corral J., Carda M., Jakupovic J., Phytochemistry, 34, 1569-1576 (1993).
13. Bohlmann F., Knoll K. H., El-Emary N. A., Phytochemistry, 18, 1231-1233 (1979).
14. 13C-NMR spectra of 1, 4, and 5 were assigned with the aid of distortionless enhancement by polarization transfer (DEPT), double quantum filter correlation spectroscopy (DQF COSY), heteronuclear multiple quantum coherence spectroscopy (HMQC), and heteronuclear multiple bond connectivity spectroscopy (HMBC) experiments.
15. Gawronski J. K., van Oeveren A., van der Deen H., Leung C. W., Feringa B. L., J. Org. Chem., 61, 1513-1515 (1996).
16. Stoecklin W., Waddell T. G., Geissman T. A., Tetrahedron, 26, 2397-2409 (1970).
17. 1H-NMR spectra of 8a, 8b, 9a, and 9b were assigned with the aid of DEPT, DQF COSY, HMQC, and HMBC experiments.
18. Matsuda H., Kagerura T., Toguchida I., Ueda H., Morikawa T., Yoshikawa M., Life Sci., 66, 2151-2157 (2000).
19. Matsuda H., Toguchida I., Ninomiya K., Kageura T., Morikawa T., Yoshikawa M., Bioorg. Med. Chem., 11, 709-715 (2003).
20. Koo T. H., Lee J. H., Park Y. J., Hong Y. S., Kim H. S., Kim K. W., Lee J. J., Planta Med., 67, 103-107 (2001).
21. Ríos J. L., Recio M. C., Escandell J. M., Andújar I., Curr. Pharm. Des., 15, 1212-1237 (2009).
22. Sheldrick G. M., Acta Crystallogr., A64, 112-122 (2008).
23. Sae-Wong C., Matsuda H., Tewtrakul S., Tansakul P., Nakamura S., Nomura Y., Yoshikawa M., J. Ethnopharmacol., 136, 488-495 (2011).