Medicinal chemistry and pharmacology focused on cannabidiol, a major component of the fiber-type Cannabis

Yakugaku Zasshi

Volumn 133, Issue 10, 2013, Pages 1093-1101

  Takeda, Shuso ^a  

^a DAIICHI UNIVERSITY OF PHARMACY   (Japan)

Author keywords

Cannabidiol; Cannabidiol 2', 6' dimethyl ether; Cannabidiolic acid; Fiber type cannabis

Indexed keywords

ARACHIDONATE 15 LIPOXYGENASE; CANNABIDIOL; CANNABIDIOL 2,6 DIMETHYL ETHER; CANNABIDIOLIC ACID; CANNABIS; CYCLIC AMP DEPENDENT PROTEIN KINASE; GUANOSINE TRIPHOSPHATASE; RHOA GUANINE NUCLEOTIDE BINDING PROTEIN; UNCLASSIFIED DRUG;

CLINICAL CHEMISTRY; CLINICAL PHARMACOLOGY; NEOPLASM; NONHUMAN; REVIEW;

ANIMALS; BREAST NEOPLASMS; CANNABIDIOL; CANNABINOIDS; CANNABIS; CELL MOVEMENT; CELLS, CULTURED; CHEMISTRY, PHARMACEUTICAL; CYCLIC AMP-DEPENDENT PROTEIN KINASES; CYCLOOXYGENASE 2 INHIBITORS; DECARBOXYLATION; DRUG DISCOVERY; FEMALE; HUMANS; LIPOPROTEINS, LDL; LIPOXYGENASE INHIBITORS; PHYTOTHERAPY; RHOA GTP-BINDING PROTEIN;

EID: 84884956810     PISSN: 00316903     EISSN: 13475231     Source Type: Journal    
DOI: 10.1248/yakushi.13-00196     Document Type: Review

References (34)

1. Devane W. A., Hanus L., Breuer A., Pertwee R. G., Stevenson L. A., Griffin G., Gibson D., Mandelbaum A., Etinger A., Mechoulam R., Science, 258, 1946-1949 (1992).
2. Mechoulam R., Ben-Shabat S., Hanus L., Ligumsky M., Kaminski N. E., Schatz A. R., Gopher A., Almog S., Martin B. R., Compton D. R., Pertwee R. G., Griffin G., Bayewitch M., Barg J., Vogel Z., Biochem. Pharmacol., 50, 83-90 (1995).
3. Sugiura T., Kondo S., Sukagawa A., Nakane S., Shinoda A., Itoh K., Yamashita A., Waku K., Biochem. Biophys. Res. Commun., 215, 89-97 (1995).
4. Paton W. D., Pertwee R. G., Br. J. Pharmacol., 44, 250-261 (1972).
5. Yamauchi T., Shoyama Y., Aramaki H., Azuma T., Nishioka I., Chem. Pharm. Bull., 15, 1075-1076 (1967).
6. Turner C. E., Elsohly M. A., Boeren E. G., J. Nat. Prod., 43, 169-234 (1980).
7. Taura F., Sirikantaramas S., Shoyama Y., Shoyama Y., Morimoto S., Chem. Biodivers., 4, 1649-1663 (2007).
8. Steffens S., Veillard N. R., Arnaud C., Pelli G., Burger F., Staub C., Karsak M., Zimmer A., Frossard J. L., Mach F., Nature, 434, 782-786 (2005). [Erratum in Nature, 435, 528 (2005). Karsak, Meliha (added)]
9. Bifulco M., Laezza C., Pisanti S., Gazzerro P., Br. J. Pharmacol., 148, 123-135 (2006).
10. Takeda S., Yamaori S., Motoya E., Matsunaga T., Kimura T., Yamamoto I., Watanabe K., Toxicology, 245, 141-146 (2008).
11. Takeda S., Misawa K., Yamamoto I., Watanabe K., Drug Metab. Dispos., 36, 1917-1921 (2008).
12. Tsai W. J., Shiao Y. J., Lin S. J., Chiou W. F., Lin L. C., Yang T.H., Teng C.M., Wu T. S., Yang L. M., Bioorg. Med. Chem. Lett., 16, 4440-4443 (2006).
13. Johnson J. L., Wimsatt J., Buckel S. D., Dyer R. D., Maddipati K. R., Arch. Biochem. Biophys., 324, 26-34 (1995).
14. Picot D., Loll P. J., Garavito R. M., Nature, 367, 243-249 (1994).
15. Luong C., Miller A., Barnett J., Chow J., Ramesha C., Browner M. F., Nat. Struct. Biol., 3, 927-933 (1996).
16. Warner T. D., Giuliano F., Vojnovic I., Bukasa A., Mitchell J. A., Vane J. R., Proc. Natl. Acad. Sci. USA, 96, 7563-7568 (1999). [Erratum in Proc. Natl. Acad. Sci. USA, 96, 9666 (1999)].
17. Izzo A. A., Borrelli F., Capasso R., Di Marzo V., Mechoulam R., Trends Pharmacol. Sci., 30, 515-527 (2009). [Erratum in Trends Pharmacol Sci., 30, 609 (2009)].
18. Takeda S., Yamamoto I., Watanabe K., Toxicology, 259, 25-32 (2009).
19. Kim J. I., Lakshmikanthan V., Frilot N., Daaka Y., Mol. Cancer Res., 8, 569-577 (2010).
20. McAllister S. D., Christian R. T., Horowitz M. P., Garcia A., Desprez P. Y., Mol. Cancer. Ther., 6, 2921-2927 (2007).
21. Takeda S., Okajima S., Miyoshi H., Yoshida K., Okamoto Y., Okada T., Amamoto T., Watanabe K., Omiecinski C. J., Aramaki H., Toxicol. Lett., 214, 314-319 (2012).
22. Vega F. M., Fruhwirth G., Ng T., Ridley A. J., J. Cell. Biol., 193, 655-665 (2011).
23. Ellerbroek S. M., Wennerberg K., Burridge K., J. Biol. Chem., 278, 19023-19031 (2003).
24. Ishigaki Y., Katagiri H., Gao J., Yamada T., Imai J., Uno K., Hasegawa Y., Kaneko K., Ogihara T., Ishihara H., Sato Y., Takikawa K., Nishimichi N., Matsuda H., Sawamura T., Oka Y., Circulation, 118, 75-83 (2008).
25. Ishigaki Y., Oka Y., Katagiri H., Curr. Opin. Lipidol., 20, 363-369 (2009).
26. Evans A. T., Formukong E. A., Evans F. J., Biochem. Pharmacol., 36, 2035-2037 (1987).
27. Takeda S., Usami N., Yamamoto I., Watanabe K., Drug Metab. Dispos., 37, 1733-1737 (2009).
28. Blecha J. E., Anderson M. O., Chow J. M., Guevarra C. C., Pender C., Penaranda C., Zavodovskaya M., Youngren J. F., Berkman C. E., Bioorg. Med. Chem. Lett., 17, 4026-4029 (2007).
29. Rai G., Kenyon V., Jadhav A., Schultz L., Armstrong M., Jameson J. B., Hoobler E., Leister W., Simeonov A., Holman T. R., Maloney D. J., J. Med. Chem., 53, 7392-7404 (2010).
30. Gohda H., Narimatsu S., Yamamoto I., Yoshimura H., Chem. Pharm. Bull., 38, 1697-1701 (1990).
31. Yamamoto I., Gohda H., Narimatsu S., Yoshimura H., J. Pharmacobio-Dyn., 12, 488-494 (1989).
32. Takeda S., Hirayama A., Urata S., Mano N., Fukagawa K., Imamura M., Irii A., Kitajima S., Masuyama T., Nomiyama M., Tatei S., Tomita S., Kudo T., Noguchi M., Yamaguchi Y., Okamoto Y., Amamoto T., Fukunishi Y., Watanabe K., Omiecinski C. J., Aramaki H., Biol. Pharm. Bull., 34, 1252-1256 (2011).
33. Thomas A., Ross R. A., Saha B., Mahadevan A., Razdan R. K., Pertwee R. G., Eur. J. Pharmacol., 487, 213-221 (2004).
34. Nagy L., Tontonoz P., Alvarez J. G., Chen H., Evans R. M., Cell, 93, 229-240 (1998).