Novel coumarin glycoside and phenethyl vanillate from Notopterygium forbesii and their binding affinities for opioid and dopamine receptors

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 6, 2008, Pages 3218-3223

  Ma, Zhongze ^a   Xu, Wei ^b   Liu Chen, Lee Yuan ^b   Lee, David Y W ^a  

^a MCLEAN HOSPITAL   (United States)

^b School of Veterinary Medicine   (United States)

Author keywords

Coumarin; Dopamine receptor; Falcarindiol; Notopterygium forbesii; Opioid receptor

Indexed keywords

4' METHOXYPHENETHYLVANILLATE; 6' O BETA DEXTRO GLUCOSYL 7' HYDROXYBERGAMOTTIN; 8 GERANYL 5 METHOXYPSORALEN; ANISOCOUMARIN; BERGAPTEN; COUMARIN GLYCOSIDE; DOPAMINE 1 RECEPTOR; DOPAMINE RECEPTOR; FALCARINDIOL; FERULIC ACID; GLYCOSIDE; NODAKENIN; NOTOPTEROL; NOTOPTOL; OPIATE RECEPTOR; PENTOSALEN; PHENETHYLVANILLATE; RUTOSIDE DERIVATIVE; SUCROSE; UNCLASSIFIED DRUG; VANILLIC ACID;

ANIMAL CELL; ARTICLE; CHO CELL; DRUG ACTIVITY; DRUG ISOLATION; DRUG RECEPTOR BINDING; DRUG STRUCTURE; MEDICINAL PLANT; NONHUMAN; NOTOPTERYGIUM FORBESII; RECEPTOR AFFINITY; STRUCTURE ANALYSIS;

ANIMALS; COUMARINS; DIYNES; FATTY ALCOHOLS; GLYCOSIDES; HUMANS; PROTEIN BINDING; RECEPTORS, DOPAMINE; RECEPTORS, OPIOID; SPECTRUM ANALYSIS; VANILLIC ACID;

NOTOPTERYGIUM FRANCHETII;

EID: 40949090977     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.12.021     Document Type: Article

References (44)

1. Lemonick M.D., and Park A. Time 170 (2007) 42-48
2. Yang M.M.P., Yuen R.C.F., and Kok S.H. J. Am. Coll. Trad. Chinese Med. 2 (1983) 3-24
3. Yang M.M.P., Yuen R.C.F., and Kok S.H. In: Chang H.M., Yeung H.W., Tao W., and Koo A. (Eds). Advances in Chinese Medicinal Material Research (1985), World Scientific Publ. Co., Singapore 147-158
4. Liu-Chen L.Y. Life Sci. 75 (2004) 511-536
5. Riviere P.J.M. Br. J. Pharmacol. 141 (2004) 1331-1334
6. Dhawan B.N., Cesselin F., Raghubir R., Reisine T., Bradley P.B., Portoghese P.S., and Hamon M. Pharmacol. Rev. 48 (1996) 567-592
7. Zhang A., Xiong W., Bidlack J.M., Hilbert J.E., Knapp B.I., Wentland M.P., and Neumeyer J.L. J. Med. Chem. 47 (2004) 165-174
8. Zhang A., Neumeyer J.L., and Baldessarini R.J. Chem. Rev. 107 (2007) 274-302
9. Lee D.Y.W., Ma Z., Liu-Chen L.Y., Wang Y., Chen Y., Carlezon W.A., and Cohen B. Bioorg. Med. Chem. 13 (2005) 5635-5639
10. Yang F., Zhang T., Liu Q., Xu G., Zhang Y., Zhang S., and Ito Y. J. Chromatogr. A 883 (2000) 67-73
11. Li Y.H., Jiang S.Y., Guan Y.L., Liu X., Zhou Y., Li L.M., Huang S.X., Sun H.D., Peng S.L., and Zhou Y. Chromatographia 64 (2006) 405-411
12. Jiang F., Tao Y., and Shao Y. J. Ethnopharmacol. 111 (2007) 265-270
13. Qian G.S., Wang Q., Leung K.S.Y., Qin Y., Zhao Z., and Jiang Z.H. J. Pharm. Biomed. Anal. 44 (2007) 812-817
14. Ahmed A.A., Mahmoud A.A., Hegazy M.F., Pare P.W., and Karchesy J. Pharmazie 57 (2002) 567-569
15. Ngadjui B.T., Ayafor J.F., Sondengam B.L., and Connolly J.D. J. Nat. Prod. 52 (1989) 243-247
16. Quader M.A., El-Turbi J.A., Armstrong J.A., Gray A.I., and Waterman P.G. Phytochemistry 31 (1992) 3083-3089
17. Okuyama E., Nishimura S., Ohmori S., Ozaki Y., Satake M., and Yamazaki M. Chem. Pharm. Bull. 41 (1993) 926-929
18. Kozawa M., Fukumoto M., Matsuyama Y., and Baba K. Chem. Pharm. Bull. 31 (1983) 2712-2717
19. Elgamal M.H.A., Elewa N.H., Elkhrisy E.A.M., and Duddeck H. Phytochemistry 18 (1979) 139-143
20. Wei Y., and Ito Y. J. Chromatogr. A 1115 (2006) 112-117
21. Kim S.H., Kang S.S., and Kim C.M. Arch. Pharm. Res. 15 (1992) 73-77
22. Franke K., Porzel A., Masaoud M., Adam G., and Schmidt J. Phytochemistry 56 (2001) 611-621
23. Yang X., Yan Z., Gu Z., Zhou G., Hattori M., and Namba T. Zhongcaoyao 24 (1993) 507-511
24. Zdero C., Jakupovic J., and Bohlmann F. Phytochemistry 29 (1990) 1231-1245
25. Nakata H., Sashida Y., and Shimomura H. Chem. Pharm. Bull. 30 (1982) 4554-4556
26. Metwally M.A., King R.M., and Robinson H. Phytochemistry 24 (1985) 182-183
27. Belofsky G., Percivill D., Lewis K., Tegos G.P., and Ekart J. J. Nat. Prod. 67 (2004) 481-484
28. Siciliano T., De Tommasi N., Morelli I., and Braca A. J. Agric. Food Chem. 52 (2004) 6510-6515
29. Czepa A., and Hofmann T. J. Agric. Food Chem. 51 (2003) 3865-3873
30. Row E.C., Brown S.A., Stachulski A.V., and Lennard M.S. Org. Biomol. Chem. 4 (2006) 1604-1610
31. Wang Y., Tang K., Inan S., Siebert D., Holzgrabe U., Lee D.Y.W., Huang P., Li J.G., Cowan A., and Liu-Chen L.-Y. J. Pharmacol. Exp. Ther. 312 (2005) 220-230
32. Hansen L., and Boll P.M. Phytochemistry 25 (1986) 285-293
33. Christensen L.P., and Brandt K. J. Pharm. Biomed. Anal. 41 (2006) 683-693
34. Kemp M.S. Phytochemistry 17 (1978) 1002
35. Cunsolo F., Ruberto G., Amico V., and Piattelli M. J. Nat. Prod. 56 (1993) 1598-1600
36. Bernart M.W., Cardellina II J.H., Balaschak M.S., Alexander M.R., Shoemaker R.H., and Boyd M.R. J. Nat. Prod. 59 (1996) 748-753
37. Miyazawa M., Shimamura H., Bhuva R.C., Nakamura S., and Kameoka H. J. Agric. Food Chem. 44 (1996) 3444-3448
38. Kobaisy M., Abramowski Z., Lermer L., Saxena G., Hancock R.E.W., Towers G.H.N., Doxsee D., and Stokes R.W. J. Nat. Prod. 60 (1997) 1210-1213
39. Furumi K., Fujioka T., Fujii H., Okabe H., Nakano Y., Matsunaga H., Katano M., Mori M., and Mihashi K. Bioorg. Med. Chem. Lett. 8 (1998) 93-96
40. Matsuda H., Murakami T., Kageura T., Ninomiya K., Toguchida I., Nishida N., and Yoshikawa M. Bioorg. Med. Chem. Lett. 8 (1998) 2191-2196
41. Kim J.M., Lee P., Son D., Kim H., and Kim S.Y. Neuroreport 14 (2003) 1941-1944
42. Choi S.Y., Ahn E.M., Song M.C., Kim D.W., Kang J.H., Kwon O.S., Kang T.C., and Baek N.I. Phytother. Res. 19 (2005) 839-845
43. Deng S., Chen S.N., Yao P., Nikolic D., van Breemen R.B., Bolton J.L., Fong H.H.S., Farnsworth N.R., and Pauli G.F. J. Nat. Prod. 69 (2006) 536-541
44. Li S., Zhu J., Chen C., Chen Y.W., DeRiel J.K., Ashby B., and Liu-Chen L.Y. Biochem. J. 295 (1993) 629-633