Acerogenin M, a cyclic diarylheptanoid, and other phenolic compounds from Acer nikoense and their anti-inflammatory and anti-tumor-promoting effects

Chemical and Pharmaceutical Bulletin

Volumn 54, Issue 5, 2006, Pages 735-739

  Akihisa, Toshihiro ^a   Taguchi, Yosuke ^a   Yasukawa, Ken ^a   Tokuda, Harukuni ^b   Akazawa, Hiroyuki ^a   Suzuki, Takashi ^a   Kimura, Yumiko ^a  

^a NIHON UNIVERSITY   (Japan)

^b KYOTO PREFECTURAL UNIVERSITY OF MEDICINE   (Japan)

Author keywords

12 O tetradecanoylphorbol 13 acetate (TPA) induced ear edema; Acer nikoense; Anti tumor promoter; Diarylheptanoid; Epstein Barr virus early antigen

Indexed keywords

ACEROGENIN A; ACEROGENIN B; ACEROGENIN D; ACEROGENIN K; ACEROGENIN M; ACEROSIDE B1; ACEROSIDE I; ACEROSIDE III; ACEROSIDE IV; CATECHIN; CENTROLOBOL; EPSTEIN BARR VIRUS ANTIGEN; HEPTANE DERIVATIVE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ACER; ACERACEAE; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DOSE RESPONSE; DRUG INHIBITION; DRUG ISOLATION; DRUG STRUCTURE; FEMALE; HUMAN; HUMAN CELL; IC 50; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY;

ACER; ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTICARCINOGENIC AGENTS; CELL LINE; DIARYLHEPTANOIDS; EAR, EXTERNAL; EDEMA; FEMALE; HERPESVIRUS 4, HUMAN; HUMANS; JAPAN; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MICE, INBRED ICR; PHENOLS; PLANT BARK; PLANT EXTRACTS; PLANT STEMS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TETRADECANOYLPHORBOL ACETATE;

EID: 33646388968     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.735     Document Type: Article

References (28)

1. Izawa K., "Colored Picture Book of Medicinal Herbs," Vol. 2, Shufunotomo Co. Ltd., Tokyo, 1991, pp. 195-196.
2. Shinoda M., Ohta S., Kumasaka M., Fujita M., Nagai M., Inoue T., Shoyakugaku Zasshi, 40, 177-181 (1986).
3. Inoue T., Yakugaku Zasshi, 113, 181-197 (1993).
4. Nagumo S., Kaji N., Inoue T., Nagai M., Chem. Pharm. Bull., 41, 1255-1257 (1993).
5. Nagumo S., Ishizawa S., Nagai M., Inoue T., Chem. Pharm. Bull., 44, 1086-1089 (1996).
6. Morikawa T., Tao J., Ueda K., Matsuda H., Yoshikawa M., Chem. Pharm. Bull., 51, 62-67 (2003).
7. Morikawa T., Tao J., Toguchida I., Matsuda H., Yoshikawa M., J. Nat. Prod., 66, 86-91 (2003).
8. Akihisa T., Yasukawa K., "Studies in Natural Products Chemistry, Vol. 25, Bioactive Natural Products (Part F)," ed. by Atta-ur-Rahman, Elsevier Science B. V., Amsterdam, 2001, pp. 43-87.
9. Akihisa T., Yasukawa K., Tokuda H., "Studies in Natural Products Chemistry, Vol. 29, Bioactive Natural Products (Part J)," ed. by Attaur-Rahman, Elsevier Science B. V., Amsterdam, 2003, pp. 73-126.
10. 3,7]eicosa-3,5,7(20),15,17,18-hexaen-8-one when followed by the IUPAC nomenclature, a conventional numbering system of acerosides5) was adopted for 1 and the other diarylheptanoids of the cyclic biphenyl ether type in this study.
11. Nagai M., Kubo M., Fujita M., Inoue T., Matsuo M., Chem. Pharm. Bull., 26, 2805-2810 (1978).
12. Nagai M., Kubo M., Takahashi K., Fujita M., Inoue T., Chem. Pharm. Bull., 31, 1923-1928 (1983).
13. Kubo M., Nagai M., Inoue T., Chem. Pharm. Bull., 31, 1917-1922 (1983).
14. Nagai M., Kenmochi N., Fujita M., Furukawa N., Inoue T., Chem. Pharm. Bull., 34, 1056-1060 (1986).
15. Das B., Rao P. S., Srinivas K. V. N. S., Yadav J. S., Phytochemistry, 33, 1529-1530 (1993).
16. Seto R., Nakamura H., Nanjo F., Hara Y., Biosci. Biotechnol. Biochem., 61, 1434-1439 (1997).
17. Yasukawa K., Akihisa T., Kaminaga T., Kanno H., Kasahara Y., Tamura T., Kumaki K., Yamanouchi S., Takido M., Oncology, 53, 341-344 (1996).
18. Huang M.-T., Smart R. C., Wong C.-Q., Conney A. H., Cancer Res., 48, 5941-5946 (1988).
19. Masuda T., Jitoe A., Isobe J., Nakatani N., Yonemori S., Phytochemistry, 32, 1557-1560 (1993).
20. Ishida J., Kozuka M., Wang H.-K., Konoshima T., Tokuda H., Okuda M., Mou X. Y., Nishino H., Sakurai N., Lee K.-H., Nagai M., Cancer Lett., 159, 135-140 (2000).
21. Ishida J., Kozuka M., Tokuda H., Nishino H., Nagumo S., Lee K.-H., Nagai M., Bioorg. Med. Chem., 10, 3361-3365 (2002).
22. Duvoix A., Blasius R., Delhalle S., Schnekenburger M., Morceau F., Henry E., Dicato M., Diederich M., Cancer Lett., 223, 181-190 (2005).
23. Yamazaki R., Aiyama R., Matsuzaki T., Hashimoto S., Yokokura T., Inflam. Res., 47, 182-186 (1998).
24. Chun K. S., Park K. K., Lee J., Kang M., Surh Y. J., Oncol. Res., 13, 37-45 (2002).
25. Murakami A., Ohigashi H., Koshimizu K., Biosci. Biotechnol. Biochem., 60, 1-8 (1996).
26. Yasukawa K., Takido M., Takeuchi M., Nakagawa S., Chem. Pharm. Bull., 37, 1071-1073 (1989).
27. Takaishi Y., Ujita K., Tokuda H., Nishino H., Iwashima A., Fujita T., Cancer Lett., 65, 19-26 (1992).
28. Takasaki M., Konoshima T., Kuroki S., Tokuda H., Nishino H., Cancer Lett., 173, 133-138 (2001).