2-Geranyl-1,4-naphthoquinone, a possible intermediate of anthraquinones in a Sesamum indicum hairy root culture

Bioscience, Biotechnology and Biochemistry

Volumn 71, Issue 10, 2007, Pages 2600-2602

  Furumoto, Toshio ^a   Ohara, Tomoko ^a   Kubo, Tetsuya ^a   Kawanami, Yasuhiro ^a   Fukui, Hiroshi ^a  

^a KAGAWA UNIVERSITY   (Japan)

Author keywords

Anthrasesamone; Geranylnaphthoquinone; Hairy root; Pedaliaceae; Sesamum indicum

Indexed keywords

ANTHRACENE; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

ANTHRASESAMONE; GERANYLNAPHTHOQUINONE; HAIRY ROOT CULTURE; PEDALIACEAE; SESAMUM INDICUM;

PLANTS (BOTANY);

ANTHRAQUINONE DERIVATIVE; NAPHTHOQUINONE;

ARTICLE; BIOREACTOR; CELL CLONE; CHEMICAL STRUCTURE; CHEMISTRY; CULTURE TECHNIQUE; CYTOLOGY; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; PLANT ROOT; SESAME; TIME; ULTRASOUND;

ANTHRAQUINONES; BIOREACTORS; CELL CULTURE TECHNIQUES; CLONE CELLS; MOLECULAR STRUCTURE; NAPHTHOQUINONES; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT ROOTS; SESAMUM; SONICATION; TIME FACTORS;

PEDALIACEAE; SESAMUM INDICUM;

EID: 36148989175     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.70352     Document Type: Article

References (18)

1. Furumoto, T., Iwata, M., Hasan, A. F. M. F., and Fukui, H., Anthrasesamones from roots of Sesamum indicum. Phytochemistry, 64, 863-866 (2003).
2. Furumoto, T., Takeuchi, A., and Fukui, H., Anthrasesamones D and E from Sesamum indicum roots. Biosci. Biotechnol. Biochem., 70, 1784-1785 (2006).
3. Engvild, K. C., Chlorine-containing natural compounds in higher plants. Phytochemistry, 25, 781-791 (1986).
4. Gribble, G. W., Naturally occurring organohalogen compounds - a survey. J. Nat. Prod., 55, 1353-1395 (1992).
5. Gribble, G. W., The diversity of natural organochlorines in living organisms. Pure Appl. Chem., 68, 1699-1712 (1996).
6. Ogasawara, T., Chiba, K., and Tada, M., Production in high-yield of a naphthoquinone by a hairy root culture of Sesamum indicum. Phytochemistry, 33, 1095-1098 (1993).
7. Shimomura, K., Sudo, H., Saga, H., and Kamada, H., Shikonin production and secretion by hairy root cultures of Lithospermum erythrorhizon. Plant Cell Rep., 10, 282-285 (1991).
8. Gamborg, O. L., Miller, R. A., and Ojima, K., Nutrient requirements of suspension cultures of soybean root cells. Exp. Cell Res., 50, 151-158 (1968).
9. Perry, N. B., Blunt, J. W., and Munro, M. H. G., A cytotoxic and antifungal 1,4-naphthoquinone and related compounds from a New Zealand brown alga, Landsburgia quercifolia. J. Nat. Prod., 54, 978-985 (1991).
10. Jacobsen, N., and Torssell, K., Synthesis of naturally occurring quinones. Acta Chem. Scand., 27, 3211-3216 (1973).
11. Jayasinghe, L., Balasooriya, B. A. I. S., Padmini, W. C., Hara, N., and Fujimoto, Y., Geranyl chalcone derivatives with antifungal and radical scavenging properties from the leaves of Artocarpus nobilis. Phytochemistry, 65, 1287-1290 (2004).
12. Merza, J., Aumond, M.-C., Rondeau, D., Dumontet, V., Ray, A.-M. L., Séraphin, D., and Richomme, P., Prenylated xanthones and tocotrienols from Garcinia virgata. Phytochemistry, 65, 2915-2920 (2004).
13. Herbert, R. B., "The Biosynthesis of Secondary Metabolites" second edition, Chapman and Hall, New York, pp. 104-110 (1989).
14. Inoue, K., Ueda, S., Nayeshiro, H., Moritome, N., and Inouye, H., Biosynthesis of naphthoquinones and anthraquinones in Streptocarpus dunnii cell cultures. Phytochemistry, 23, 313-318 (1984).
15. Tabata, M., The mechanism of shikonin biosynthesis in Lithospermum cell cultures. Plant Tissue Culture Letters, 13, 117-125 (1996).
16. 2) and ubiquinone (coenzyme Q): a perspective on enzymatic mechanisms. In "Vitamins and Hormones" Vol. 61, eds. Litwack, G., and Begley, T., Academic Press, San Diego, pp. 173-218 (2001).
17. Murashige, T., and Skoog, F., A revised medium for rapid growth and bio assays with tobacco tissue cultures. Physiol. Plant., 15, 473-497 (1962).
18. Fieser, L. F., and Williamson, K. L., "Organic Experiments" third edition, D. C. Heath and Company, Lexington, pp. 332-337 (1975).