New antitumor sesquiterpenoids from Santalum album of Indian origin

Tetrahedron

Volumn 62, Issue 29, 2006, Pages 6981-6989

  Kim, Tae Hoon ^a   Ito, Hideyuki ^a   Hatano, Tsutomu ^a   Takayasu, Junko ^b   Tokuda, Harukuni ^b   Nishino, Hoyoku ^b   Machiguchi, Takahisa ^c   Yoshida, Takashi ^d  

^a OKAYAMA UNIVERSITY   (Japan)

^b KYOTO PREFECTURAL UNIVERSITY OF MEDICINE   (Japan)

^c SAITAMA UNIVERSITY   (Japan)

^d MATSUYAMA UNIVERSITY   (Japan)

Author keywords

Campherenane type sesquiterpene; Cancer chemoprevention; Epstein Barr virus; Mouse skin two stage carcinogenesis; Santalaceae; Santalane type sesquiterpene; Santalum album

Indexed keywords

10 NEOSANDALNOL; 10 SANDALNOL; 10,13 SANDALNOL 13 AL; 13 HYDROXYNEOSANDALNOL; 13 HYDROXYSANDALNOL; 2,12 DIHYDROXY 10 CAMPHERENE; 2,12,13 TRIHYDROXY 10 CAMPHERENE; ANTINEOPLASTIC AGENT; EARLY ANTIGEN; EPSTEIN BARR VIRUS ANTIGEN; EUGENOL 4 O RHAMNOSYL (1-2) GLUCOSIDE; HERBACEOUS AGENT; METHOXYEUGENOL 4 O RHAMNOSYL (1-2) GLUCOSIDE; NEOLIGNAN; SESQUITERPENOID; UNCLASSIFIED DRUG; VANILLIC ACID 4 O NEOHESPERIDOSIDE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARCINOGENESIS; CONTROLLED STUDY; DRUG EFFECT; DRUG POTENCY; DRUG SCREENING; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; INDIAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SANTALACEAE; SANTALUM ALBUM; SKIN CARCINOGENESIS;

HUMAN HERPESVIRUS 4; SANTALUM ALBUM;

EID: 33744938948     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.04.072     Document Type: Article

References (48)

1. Kapoor L.D. Handbook of Ayurvedic Medicinal Plants (1990), CRC, Boca Raton, FL
2. Benencia F., and Courreges M.C. Phytomedicine 6 (1999) 119-123
3. Banerjee S., Ecavade A., and Rao A.R. Cancer Lett. 68 (1993) 105-109
4. Dwivedi C., and Abu-Ghazaleh A. Eur. J. Cancer Prev. 6 (1997) 399-401
5. Dwivedi C., and Zang Y. Eur. J. Cancer Prev. 8 (1999) 449-455
6. Shankaranarayana K.H., Ayyar K.S., and Krishna Rao G.S. Phytochemistry 19 (1980) 1239-1240
7. Shankaranarayana K.H., Ayyar K.S., and Krishna Rao G.S. Curr. Sci. 49 (1980) 198-199
8. Adams D.R., Bhatnagar S.P., and Cooksoon R.C. Phytochemistry 14 (1975) 1459-1460
9. Demole E., Demole C., and Enggist P. Helv. Chim. Acta 59 (1976) 737-747
10. Christenson P.A., Secord N., and Willis B.J. Phytochemistry 20 (1981) 1139-1141
11. Ranibai P., Ghatge B.B., Patil B.B., and Bhattacharyya S.C. Indian J. Chem. 25B (1986) 1006-1013
12. Gibbard S., and Schoental R. J. Chromatogr. 44 (1969) 396-398
13. Okugawa H., Ueda R., Matsumoto K., Kawanishi K., and Kato A. Phytomedicine 2 (1995) 119-126
14. Okugawa H., Ueda R., Matsumoto K., Kawanishi K., and Kato K. Phytomedicine 7 (2000) 417-422
15. Hongratanaworakit T., Heuberger E., and Buchbauer G. Planta Med. 70 (2004) 3-7
16. Kaur M., Agarwal C., Singh R.P., Guan X., Dwivedi C., and Agarwal R. Carcinogenesis 26 (2005) 369-380
17. Dwivedi C., Guan X., Harmsen W.L., Voss A.L., Goetz-Parten D.E., Koopman E.M., Johnson K.M., Valluri H.B., and Matthees D.P. Cancer Epidemiol. Biomarkers Prev. 12 (2003) 151-156
18. Gautschi M., Bajgrowicz J.A., and Kraft P. Chimia 55 (2001) 379-387
19. Kim T.H., Ito H., Hayashi K., Hasegawa T., Machiguchi T., and Yoshida T. Chem. Pharm. Bull. 53 (2005) 641-644
20. Kim T.H., Ito H., Hatano T., Hasegawa T., Akiba A., Machiguchi T., and Yoshida T. J. Nat. Prod. 68 (2005) 1805-1808
21. Ochi T., Shibata H., Higuti T., Kodama K., Kusumi T., and Takaishi Y. J. Nat. Prod. 68 (2005) 819-824
22. Corey E.J., Kirst H.A., and Katzenellenbogen J.A. J. Am. Chem. Soc. 92 (1970) 6314-6319
23. Alpha T., Raharivelomanana P., Bianchini J.-P., Faure R., Cambon A., and Joncheray L. Phytochemistry 41 (1996) 829-831
24. Coates R.M., and Denissen F.J. J. Org. Chem. 53 (1998) 2186-2192
25. Christenson P.A., and Willis B.J. J. Org. Chem. 44 (1979) 2012-2018
26. Kraut L., and Mues R. Z. Naturforsch., C: Biosci. 54c (1999) 6-10
27. Ngo K.-S., and Brown G.D. Phytochemistry 50 (1999) 1213-1218
28. Hikino H., Suzuki N., and Takemoto T. Chem. Pharm. Bull. 19 (1971) 87-92
29. Hodgson G.L., MacSweeney D.F., and Money T. J. Chem. Soc., Perkin Trans. 1 (1973) 2113-2130
30. Dale J.A., and Mosher H.S. J. Am. Chem. Soc. 95 (1973) 512-519
31. Ohtani I., Kusumi T., Kashman Y., and Kakisawa H. J. Am. Chem. Soc. 113 (1991) 4092-4096
32. Eck C.R., Hodgson G.L., MacSweeney D.F., Mill R.W., and Money T. J. Chem. Soc., Perkin Trans. 1 (1974) 1938-1943
33. Schneider H.-J., and Weigand E.F. Tetrahedron 31 (1975) 2125-2133
34. Wu T.-S., Niwa M., and Furukawa H. Phytochemistry 23 (1984) 595-597
35. Toyoda M., Nagashima F., Shima K., and Asakawa Y. Phytochemistry 31 (1992) 183-189
36. Braun N.A., Meier M., and Pickenhagen W. J. Essent. Oil Res. 15 (2003) 63-65
37. Valder C., Neugebauer M., Meier M., Kohlenberg B., Hammerschmidt F.-J., and Braun N.A. J. Essent. Oil Res. 15 (2003) 178-186
38. Stermits F.R., Cashman K.K., Halligan K.H., Morel C., Tegos G.P., and Lewis K. Bioorg. Med. Chem. Lett. 13 (2003) 1915-1918
39. Markham K.R., and Geiger H. In: Harbone J.B. (Ed). In the Flavonoids: Advances in Research Since 1986 (1994), Chapman & Hall, London 441-497
40. Da Silva B.P., Bernardo R.R., and Parente J.P. Phytochemistry 53 (2000) 87-92
41. Webby F.R., and Boase M.R. Phytochemistry 52 (1999) 939-941
42. Bohlmann F., and Knoll K.H. Phytochemistry 18 (1979) 995-997
43. Jakupovic J., Tan R.X., Bohlmann F., Jia Z.J., and Huneck S. Planta Med. 57 (1991) 450-453
44. Miyase T., Kuroyanagi M., Noro T., Ueno A., and Fukushima S. Chem. Pharm. Bull. 33 (1985) 4445-4450
45. Yoshizawa S., Horiuchi H., Fujiki H., Yoshida T., Okuda T., and Sugimura T. Phytother. Res. 1 (1987) 1190-1195
46. Helne G., and Helne W. J. Bacteriol. 91 (1966) 1248-1256
47. Ito H., Miyake M., Nishitani E., Mori K., Hatano T., Okuda T., Konoshima T., Takasaki M., Kozuka M., Mukainaka T., Tokuda H., Nishino H., and Yoshida T. Cancer Lett. 143 (1999) 5-13
48. Ito H., Muranaka T., Mori K., Jin Z.-X., Tokuda H., Nishino H., and Yoshida T. Chem. Pharm. Bull. 48 (2000) 1720-1722