Recent advances in Cannabis sativa research: Biosynthetic studies and its potential in biotechnology

Current Pharmaceutical Biotechnology

Volumn 8, Issue 4, 2007, Pages 237-243

  Sirikantaramas, Supaart ^a,b   Taura, Futoshi ^a   Morimoto, Satoshi ^a   Shoyama, Yukihiro ^a  

^a KYUSHU UNIVERSITY   (Japan)

^b CHIBA UNIVERSITY   (Japan)

Author keywords

Biosynthesis; Cannabinoid; Cannabis sativa; Glandular trichome and biotechnology; Tetrahydrocannabinol; Tetrahydrocannabinolic acid synthase

Indexed keywords

CANNABICHROMENE; CANNABIDIOL; CANNABIGEROL; CANNABIS; DIMETHYLALLYLTRANSFERASE; OLIVETOL; TETRAHYDROCANNABINOL; TETRAHYDROCANNABINOLIC ACID;

ANTIFUNGAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTIMICROBIAL ACTIVITY; APOPTOSIS; BIOTECHNOLOGY; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME LOCALIZATION; ENZYME PURIFICATION; HUMAN; MOLECULAR CLONING; NONHUMAN; PROTEIN FUNCTION; REVIEW; SIGNAL TRANSDUCTION;

BIOTECHNOLOGY; CANNABINOIDS; CANNABIS; GENETIC ENHANCEMENT; PACLITAXEL; PLANT PROTEINS; PLANTS, GENETICALLY MODIFIED; PROTEIN ENGINEERING; RECOMBINANT PROTEINS;

CANNABIS SATIVA; NICOTIANA TABACUM;

EID: 34548311578     PISSN: 13892010     EISSN: 18734316     Source Type: Journal    
DOI: 10.2174/138920107781387456     Document Type: Review

References (64)

1. The Japanese Pharmacopoeia Fifteenth Edition, 2006.
2. Zuardi, A. W. (2006) Rev. Bras. Psiquiatr., 28(2), 153-157.
3. Mechoulam, R. and Ben-Shabat, S. (1999) Nat. Prod. Rep., 16(2), 131-143.
4. Mechoulam, R. and Ben-Shabat, S. (1964) J. Am. Chem. Soc., 86(10), 1946-1947.
5. Guzman, M. (2003) Nat. Rev. Cancer, 3(10), 745-755.
6. Consroe, P.; Sandyk, R. and Snider, S. R. (1986) Int. J. Neurosci., 30(4), 277-282.
7. Turner, C.E.; Boeren, E. G. and Elsohly, M. A. (1980) J. Nat. Prod., 43(2), 169-234.
8. Matsuda, L. A.; Lolait, S. J.; Brownstein, M. J.; Young, A. C. and Bonner, T. I. (1990) Nature, 346(6284), 561-564.
9. Munro, S.; Thomas, K. L. and Abu-Shaar, M. (1993) Nature, 365(6441), 61-65.
10. Devane, W. A.; Hanus, L.; Breuer, A.; Pertwee, R. G.; Stevenson, L. A.; Griffin, G.; Gibson, D.; Mandelbaum, A.; Etinger, A. and Mechoulam, R. (1992) Science, 258(5090), 1946-1949.
11. Sugiura, T.; Kondo, S; Sukagawa, A.; Nakane, S.; Shinoda, A.; Rob, K.; Yamashita, A. and Waku K. (1995) Biochem. Biophys. Res. Commun., 215(1), 89-97.
12. Howlett, A. C.; Johnson, M. R.; Melvin, L. S. and Milne, G. M. (1988) Mol. Pharmacol., 33(3), 297-302.
13. Shoyama, Y.; Yamauchi, T. and Nishioka, Y. (1970) Chem. Pharm. Bull., 18(7), 1327-1332.
14. Shoyama, Y.; Hirano, H.; Makino, H.; Umekita, N. and Nishioka, I. (1977) Chem. Pharm. Bull., 25(9), 2306-2311.
15. Shoyama, Y.; Oku R.; Yamauchi, T. and Nishioka, I. (1972) Chem. Pharm. Bull., 20(9), 1927-1930.
16. Fellermeier, M.; Eisenreich, W.; Bacher, A and Zenk, M. H. (2001) Eur. J. Biochem., 268(6), 1596-1604.
17. Dewick, P.M. (2002) Aromatic polyketides in Medicinal Natural Products: A Biosynthetic Approach, John Wiley&Sons, West Susses, UK, pp. 85-86.
18. Raharjo, T. J.; Chang, W. T.; Verberne, M. C.; Peltenburg-Looman, A. M.; Linthorst, H. J. and Verpoorte, R. (2004) Plant Physiol. Biochem., 42(4), 291-297.
19. Fellermeier, M. and Zebnk, M.H. (1998) FEBS Lett., 427(2), 283-285.
20. Taura, F.; Morimoto, S.; Shoyama, Y. and Mechoulam, R. (1995) J. Am. Chem. Soc., 117(38), 9766-9767.
21. Taura, F.; Morimoto, S. and Shoyama, Y. (1996) J. Biol. Chem., 271(29), 17411-17416.
22. Morimoto, S.; Komatsu, K.; Taura, F. and Shoyama, Y. (1998) Phytochemistry, 49(6), 1525-1529.
23. Morimoto, S.; Komatsu, K.; Taura, F. and Shoyama, Y. (1997) J. Nat. Prod., 60(8), 854-857.
24. Yamauchi, T.; Shoyama, Y.; Aramaki, T. and Nishioka, I. (1967) Chem. Pharm. Bull., 15 (7), 1075-1076.
25. Kimura, M. and Okamoto, K.(1970) Experientia, 26 (8), 819-820.
26. Sirikantaramas, S.; Morimoto, S.; Shoyama, Y.; Ishikawa, Y.; Wada, Y.; Shoyama, Y. and Taura, F. (2004) J. Biol. Chem., 279(38), 39767-39774.
27. Sirikantaramas, S.; Taura, F.; Tanaka, Y.; Ishikawa, Y.; Morimoto, S. and Shoyama, Y. (2005) Plant Cell Physiol., 46(9), 1578-1582.
28. Croteau, R. (1987) Chem. Rev., 87(5), 929-954.
29. Colby, S. M.; Alonso, W. R.; Katahira, E. J.; McGarvey, D. J. and Croteau, R. (1993) J. Biol. Chem., 268(31), 23016-23024.
30. Yuba, A.; Yazaki, K.; Tabata, M.; Honda, G.; Croteau, R. (1996) Arch. Biochem. Biophys., 332(21), 280-287.
31. Bohlmann, J.; Steele, C. L. and Croteau, R. (1997) J. Biol. Chem., 272(35), 21784-21792.
32. Wise, M. L.; Savage, T. J.; Katahira, E. and Croteau, R. (1998) J. Biol. Chem., 273(24), 14891-14899.
33. Bohlmann, J.; Phillips, M.; Ramachandiran, V.; Katoh, S. and Croteau, R. (1999) Arch. Biochem. Biophys., 368(2), 232-243.
34. Hoelscher, D. J.; Williams, D. C.; Wildung, M, R.; and Croteau, R. (2003) Phytochemistry, 62(7), 1081-1086.
35. Phillips, M. A.; Wildung, M. R.; Williams, D. C.; Hyatt, D. C. and Croteau, R. (2003) Arch. Biochem. Biophys., 411(2), 267-276.
36. Dittrich, H. and Kutchan, T. M. (1991) Proc. Natl Acad. Sci. U.S.A., 98(22), 996-9973.
37. Steffens, P.; Nagakura, N. and Zenk, M. H. (1985) Phytochemistry, 24(11), 2577-2583.
38. Mauch, L.; Bichler, V. and Brandsch, R. (1989) FEBS Lett., 257(1), 86-88.
39. Kutchan, T. M. and Dittrich, H. (1995) J. Biol. Chem., 270(41), 24475-24481.
40. Singer, T. P. and Edmondson, D. E. (1978) Methods Enzymol., 53, 397-418.
41. Shoyama, Y.; Takeuchi, A.; Taura, F.; Tamada, T.; Adachi M.; Kuroki R.; Shoyama, Y. and Morimoto, S. (2005) Acta Cryst., F61, 799-801.
42. Fairbairn, J.W. (1976) In Cannabis and Health, (Graham, J.D., Ed.), Academic Press, London, pp. 3-20.
43. White, F. F. and Nester, E. W. (1980) J. Bacteriol., 141(3), 1134-1141.
44. Guzman, M.; Sanchez, C. and Galve-Roperh, I. (2001) J. Mol. Med., 78(11), 613-625.
45. Shoyama, Y.; Fujita, T.; Yamauchi, T. and Nishioka, Y. (1968) Chem. Pharm. Bull., 16(6), 1157-1158.
46. Mechoulam, R. and Yagen, Y. (1969) Tetrahedron Lett., 10(60), 5349-5352.
47. Mechoulam, R. and Ben-Zvi, Z. (1969) J. Chem. Soc. D, 1969, 343-344.
48. Choi, Y.H.; Kim, H.K.; Hazekamp, A.; Erkelens, C.; Lefeber, A.W. and Verpoorte, R. (2004) J. Nat. Prod., 67(6), 953-957.
49. Raharjo, T.J.; Widjaja, I.; Roytrakul, S. and Verpoorte, R. (2004) J. Biomol. Tech., 15(2), 97-106.
50. Tohge, T.; Nishiyama, Y.; Hirai, M.Y.; Yano, M.; Nakajima, J.; Awazuhara, M.; Inoue, E.; Takahashi, H.; Goodenowe, D.B.; Kitayama, M.; Noji, M.; Yarnazaki M. and Saito, K. (2005) Plant J., 42(2), 218-235.
51. Ziegler, J.; Voigtlander, S.; Schmidt, J.; Kramell, R.; Miersch, O.; Ammer, C.; Gesell, A. and Kutchan, T. M. (2006) Plant J., 48(2), 177-192.
52. Rischer, H.; Oresic, M.; Seppanen-Laakso, T.; Katajamaa, M.; Lammertyn, F.; Ardiles-Diaz, W.; Van Montagu, M. C.; Inze, D.; Oksman-Caldentey, K. M. and Goossens, A. (2006) Proc. Natl. Acad Sci. US.A., 103(14), 5614-5619.
53. Feeney, M. and Punja, Z.K. (2003) In Vitro Cell Dev. Biol., 39(6), 578-585.
54. Petri, G. (1988) Cannabis sativa: In Vitro Production of Cannabinoids in Biotechnology in Agriculture and Forestry, Vol. 4, Medicinal and Aromatic Plants I, (Bajaj, Y.P.S., Ed.), Springer-Verlag, Berlin, Heidelberg, pp. 333-349.
55. Goto, Y.; Shima, Y.; Morimoto, S.; Shoyama, Y.; Murakami, H.; Kusai A. and Nojima, K. (1994) Org. Mass Spect., 29(6), 668-671.
56. Tanaka, H.; Goto, Y. and Shoyama, Y. (1996) J. Immunoassay, 17(4), 321-342.
57. Tanaka, H. and Shoyama, Y. (1999) Forensic Sci. Int., 106(3), 135-146.
58. Watanabe, K.; Matsuda, M.; Tatooka, Y.; Kimura, T.; Matsunaga, T.; Tanaka, H.; Shoyama, Y. and Yamamoto, I. (2000) J. Health Sci., 46(4), 310-313.
59. Tanaka, H.; Degawa, M.; Kawata, E.; Hayashi, J. and Shoyama, Y. (1998) Forensic Sci. Int., 97(2-3), 139-153.
60. Kojoma, M.; Seki H.; Yoshida, S. and Muranaka, T. (2006) Forensic Sci. Int., 159(2-3), 132-140.
61. Pacifico, D.; Miselli, F.; Micheler, M.; Carboni, A.; Ranalli, P. and Mandolino, G. (2006) Mol. Breeding, 17(3), 257-268.
62. Egashira, N.; Matsumoto, Y.; Mishima, K.; Iwasaki, K.; Fujioka, M.; Matsushita, M.; Shoyama, Y.; Nishimura, R. and Fujiwara, M. (2006) Pharmacol. Biochem. Behav., 83(1), 161-167.
63. Anggadiredja, K.; Yamaguchi, R.; Tanaka, H.; Shoyama, Y.; Watanabe, S. and Yamamoto, T. (2003) Brain Res., 966(1), 47-53.
64. Anggadiredja, K.; Nakamichi, M.; Hiranita, T.; Tanaka, H.; Shoyama, Y.; Watanabe, S. and Yamamoto, T. (2004) Neuropsychopharmacology, 29(8), 1470-1478.