Alpneumines A-H, new anti-melanogenic indole alkaloids from Alstonia pneumatophora

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 12, 2010, Pages 4415-4421

  Koyama, Koichiro ^a   Hirasawa, Yusuke ^a   Hosoya, Takahiro ^a   Hoe, Teh Chin ^b   Chan, Kit Lam ^b   Morita, Hiroshi ^a  

^a HOSHI UNIVERSITY   (Japan)

^b SCHOOL OF PHARMACEUTICAL SCIENCES   (Malaysia)

Author keywords

Alkaloids; Alpneumines A H; Alstonia pneumatophora; Anti melanogenesis

Indexed keywords

ALPNEUMINE A; ALPNEUMINE B; ALPNEUMINE C; ALPNEUMINE D; ALPNEUMINE E; ALPNEUMINE F; ALPNEUMINE G; ALPNEUMINE H; APOVINCAMINE; ARBUTIN; INDOLE ALKALOID; UNCLASSIFIED DRUG; VINCAMINE; ANTINEOPLASTIC AGENT;

ALSTONIA; ALSTONIA PNEUMATOPHORA; ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; APOCYNACEAE; ARTICLE; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; MASS SPECTROMETRY; MELANOGENESIS; MELANOMA CELL; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ANALYSIS; ANALOGS AND DERIVATIVES; ANIMAL; CHEMISTRY; CONFORMATION; ISOLATION AND PURIFICATION; MELANOMA, EXPERIMENTAL;

ALSTONIA; ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; INDOLE ALKALOIDS; MAGNETIC RESONANCE SPECTROSCOPY; MELANOMA, EXPERIMENTAL; MICE; MOLECULAR CONFORMATION; VINCAMINE;

ALSTONIA; APOCYNACEAE;

EID: 77953127340     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.04.086     Document Type: Article

References (40)

1. Cai X.H., Du Z.Z., and Luo X.D. Org. Lett. 9 (2007) 1817
2. Ghedira K., Zeches-Hanrot M., Richard B., Massiot G., Le Men-Olivier L., Sevenet T., and Goh S.H. Phytochemistry 27 (1988) 3955
3. Marini-Bettolo G.B., Nicoletti M., Messana I., Patamia M., Galeffi C., Oguakwa J.U., Portalone G., and Vaciago A. Tetrahedron 39 (1983) 323
4. Kamarajan P., Sekar N., Mathuram V., and Govindasamy S. Biochem. Int. 25 (1991) 491
5. Saraswathi V., Subramanian S., Ramamoorthy N., Mathuram V., and Govindasamy S. Med. Sci. Res. 25 (1997) 167
6. Keawpradub B., Kirby G.C., Steele J.C.P., and Houghton P.J. Planta Med. 65 (1999) 690
7. Husain K., Jantan I., Kamaruddin N., Said I.M., Aimi N., and Takayama H. Phytochemistry 57 (2001) 603
8. Husain K., Jantan I., Said I.M., Aimi N., and Takayama H. J. Asian Nat. Prod. Res. 5 (2003) 63
9. Jagetia G.C., and Baliga M.S. Phytother. Res. 20 (2006) 103
10. Khan M.R., Omoloso A.D., and Kihara M. Fitoterapia 74 (2003) 736
11. Gupta R.S., Bhatnager A.K., Joshi Y.C., Sharma M.C., Khushalani V., and Kachhawa J.B. Pharmacology 75 (2005) 57
12. Macabeo A.P.G., Krohn K., Gehle D., Read R.W., Brophy J.J., Cordell G.A., Franzblau S.G., and Aguinaldo A.M. Phytochemistry 66 (2005) 1158
13. Abe F., Chen R., Yamauchi T., Marubayashi N., and Ueda I. Chem. Pharm. Bull. 37 (1989) 887
14. Abe F., Yamauchi T., Chen R.F., Nonaka G.I., Santisuk T., and Padolina W.G. Phytochemistry 29 (1990) 3547
15. Yamauchi T., Abe F., Padolina W.G., and Dayrit F.M. Phytochemistry 29 (1990) 3321
16. Kam T.S., Nyeoh K.T., Sim K.M., and Yoganathan Y. Phytochemistry 45 (1997) 1303
17. Salim A.A., Garson M.J., and Craik D.J. J. Nat. Prod. 67 (2004) 1591
18. Clauder O., Gesztes K., and Szasz K. Tetrahedron Lett. 24 (1962) 1147
19. Trojanek J., Strouf O., Holubek J., and Cekan Z. Tetrahedron Lett. 20 (1961) 702
20. Koyama K., Hirasawa Y., Zaima K., Hoe T.C., Chan K.L., and Morita H. Bioorg. Med. Chem. 16 (2008) 6483
21. Sakai S., Wongseripipatana S., Ponglux D., Yokota M., Ogata K., Takayama H., and Aimi N. Chem. Pharm. Bull. 35 (1987) 4668
22. Banerji A., and Siddhanta A.K. Phytochemistry 20 (1981) 540
23. Djerassi C., Nakagawa Y., Budzikiewicz H., and Wilson J.M. Tetrahedron Lett. 15 (1962) 653
24. Carroll A.R., Hyde E., Smith J., Quinn R.J., Guymer G., and Forster P.I. J. Org. Chem. 70 (2005) 1096
25. Kashiwaba N., Ono M., Toda J., Suzuki H., and Sano T. J. Nat. Prod. 61 (1998) 253
26. Massiot G., Boumendjel A., Nuzillard J.M., Richard B., Le Men-Olivier L., David B., and Hadi H.A. Phytochemistry 31 (1992) 1078
27. Kutney J.P., Nelson V.R., and Wigfield D.C. J. Am. Chem. Soc. 91 (1969) 4278
28. Kutney J.P., Nelson V.R., and Wigfield D.C. J. Am. Chem. Soc. 91 (1969) 4279
29. Ahond A., Cavé A., Kan-Fan C., Langlois Y., and Potier P. J. Chem. Soc., Chem. Commun. (1970) 517
30. Scott A.I., Yeh C.L., and Greenslade D. J. Chem. Soc., Chem. Commun. (1978) 947
31. Grierson D. Org. React. 39 (1990) 85
32. Aimi N., Asada Y., Sakai S., and Haginiwa J. Chem. Pharm. Bull. 26 (1978) 1182
33. Angela A.S., Mary J.G., and David J.C. J. Nat. Prod. 67 (2004) 1719
34. Dessinioti C., Stratigos A.J., Rigopoulos D., and Katsambas A.D. Exp. Dermatol. 18 (2009) 741
35. Sturm R.A., Teasdale R.D., and Box N.F. Gene 277 (2001) 49
36. Kim Y.J., and Uyama H. Cell Mol. Life Sci. 62 (2005) 1707
37. Hearing V., and Jiménz M. Int. J. Biochem. 19 (1987) 1141
38. Francois R., Luisa K.A., Zalfa A.A.M., and Vincent J.H. Mutat. Res. 571 (2005) 133
39. Funasawka Y., Komoto M., and Ichihashi M. Pigment Cell Res. 8 (2000) 170
40. Lerch K. Methods Enzymol. 142 (1987) 165