Biotransformation of aristolane- and 2,3-secoaromadendrane-type sesquiterpenoids having a 1,1-dimethylcyclopropane ring by Chlorella fusca var. vacuolata, Mucor species, and Aspergillus niger

Chemical and Pharmaceutical Bulletin

Volumn 54, Issue 6, 2006, Pages 861-868

  Furusawa, Mai ^a   Hashimoto, Toshihiro ^a   Noma, Yoshiaki ^a   Asakawa, Yoshinori ^a  

^a TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

2,3 secoaromadendrane; Aristolane; Aspergillus niger; Biotransformation; Chlorella fusca var. vacuolata; Mucor species

Indexed keywords

1 (10)ARISTOLENE; ALCOHOL; CARBOXYLIC ACID; CYCLOHEXANE; CYCLOPROPANE DERIVATIVE; HYDROCARBON; OXYGEN; PLAGIOCHILIDE; SESQUITERPENE LACTONE DERIVATIVE; SESQUITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; ASPERGILLUS NIGER; BIOTRANSFORMATION; CHEMICAL REACTION; CHLORELLA; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; METABOLITE; MUCOR; NARDOSTACHYS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

ASPERGILLUS; BIOTRANSFORMATION; CHLORELLA; CYCLOPROPANES; DRUG SCREENING ASSAYS, ANTITUMOR; HEPATOPHYTA; MUCOR; SESQUITERPENES;

EID: 33744745573     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.861     Document Type: Article

References (35)

1. Kieslich K., Annu. Rep. Ferment. Processes, 1, 267-297 (1977).
2. Noma Y., Asakawa Y., "Biotechnology in Agriculture and Forestry," Vol. 28, ed. by Bajaj Y. P. S., Springer, Berlin, 1994, p. 185.
3. Noma Y., Asakawa Y., "Biotechnology in Agriculture and Forestry," Vol. 33, ed. by Bajaj Y. P. S., Springer, Berlin, 1995, p. 62.
4. Noma Y., Asakawa Y., "Biotechnology in Agriculture and Forestry," Vol. 41, ed. by Bajaj Y. P. S., Springer, Berlin, 1998, p. 194.
5. Hashimoto T., Noma Y., Kato S., Tanaka M., Takaoka S., Asakawa Y., Chem. Pharm. Bull., 47, 716-717 (1999).
6. Lahlou E. H., Noma Y., Hashimoto T., Asakawa Y., Phytochemistry, 54, 455-460 (2000).
7. Hashimoto T., Noma Y., Gotoh Y., Tanaka M., Takaoka S., Asakawa Y., Heterocycles, 62, 655-666 (2004).
8. Hashimoto T., Noma Y., Asakawa Y., Heterocycles, 54, 529-559 (2001).
9. Asakawa Y., Ishida T., Toyota M., Takemoto T., Xenobiotica, 753-767 (1986).
10. Matsumoto T., Hayashi N., Ishida T., Asakawa Y., J. Pharm. Sci., 79, 540-547 (1990).
11. Haze S., Sakai K., Gozu Y., Jpn. J. Pharmacol., 90, 247-253 (2002).
12. Hashimoto T., Asakawa Y., Noma Y., Murakami C., Tanaka M., Kanisawa T., Emura M., Jpn. Kokai Tokkyo Koho, 2003-70492A (2003).
13. Hashimoto T., Asakawa Y., Noma Y., Murakami C., Furusawa M., Kanisawa T., Emura M., Mitsuhashi K., Jpn. Kokai Tokkyo Koho, 2003-250591A (2003).
14. Furusawa M., Hashimoto T., Noma Y., Asakawa Y., Chem. Pharm. Bull., 53, 1513-1514 (2005).
15. Schulte K. E., Rücker G., Glauch G., Planta Medica, 15, 274-281 (1967).
16. Rücker G., Justus Liebig Ann. Chem., 717, 221-224 (1968).
17. Dellar J. E., Cole M. D., Gray A. I., Gibbsons S., Waterman P. G., Phytochemistry, 36, 957-960 (1994).
18. Schulte K. E., Rucker G., Glauch G., Planta Medica, 15, 274-281 (1967).
19. Itokawa H., Masuyama K., Morita H., Takeya K., Chem. Pharm. Bull., 41, 1183-1184 (1993).
20. Buechi G., Greuter F., Tokoroyama T., Tetrahedron Lett., 1962, 827-833 (1962).
21. Rücker G., Mayer R., Breitmaier E., Will G., Kirfel A., Kordy M.-EI., Phytochemistry, 23, 1647-1649 (1984).
22. Tada A., Kanamaru A., Katagiri T., Jpn. Kokai Tokkyo Koho, 2000-026235 A2 (2000).
23. Tada A., Kanamaru A., Katagiri T., Jpn. Kokai Tokkyo Koho, 2000-053523 A2 (2000).
24. Asakawa Y., "Progress in the Chemistry of Organic Natural Products," Vol. 42, ed. by Herz W., Grisebach H., Kirby W. G., Spriger, Vienna, 1982, pp. 1-285.
25. Asakawa Y., "Progress in the Chemistry of Organic Natural Products," Vol. 65, ed. by Herz W., Kirby W. G., Moore R. E., Steglich W., Tamm Ch., Spriger, Wien, 1982, 70p. 1-618.
26. Asakawa Y., Matsuda R., Phytochemistry, 21, 2143-2144 (1982).
27. Fukuyama Y., Jpn. Kokai Tokkyo Koho, 03086822 A2 (2000).
28. Furusawa M., Hashimoto T., Noma Y., Asakawa Y., Chem. Pharm. Bull., 53, 1423-1429 (2005).
29. Asakawa Y., Toyota M., Takemoto T., Tetrahedron Lett., 1978, 1553-1556 (1978).
30. Hashimoto T., Tanaka H., Asakawa Y., Chem. Pharm. Bull., 42, 1542-1544 (1994).
31. Ishida T., Asakawa Y., Takemoto T., Aratani T., J. Pharm. Sci., 70, 406-415 (1981).
32. Based on a lecture presented at the 35th Symposium on the Chemistry of Terpenes, Essential Oils, and Aromatics, on October 2-4, 1995, Utsunomiya. Abstract pp. 364-366.
33. Miyazawa M., Uemura T., Tameoka H., Phytochemistry, 33, 1027-1030 (1994).
34. Hayashi K., Asano K., Tanaka M., Takaoka D., Nozaki H., Phytochemistry, 48, 461-466 (1998).
35. Based on a lecture presented at the 44th Symposium on the Chemistry of Terpenes, Essential Oils, and Aromatics, on September 15-17, 2000, Sapporo. Abstract pp. 151-153.