Isolation of four new indole-3-acetic acid (IAA) oxidative metabolites, a pair of diasteromers 5-o-β-d-glucopyranosyl 3,5-dihydroxy-2-indolinone-3-acetic acid and 5-o-β-d-cellobiosyl 3,5-dihydroxy-2-indolinone-3-acetic acid from rice bran

Bioscience, Biotechnology and Biochemistry

Volumn 62, Issue 10, 1998, Pages 1870-1874

  Tateishi, Koichi ^a   Yamashita, Shuichi ^a  

^a SHINSHU UNIVERSITY   (Japan)

Author keywords

Cellobioside; Diastereomer; IAA oxidative metabolite; Rice bran

Indexed keywords

EID: 0006931125     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.62.1870     Document Type: Article

References (13)

1. Tateishi, K., Shibata, H., Matsushima, Y., and Iijima, T., Isolation of two new IAA conjugates, 7-0-8-β-D-glucopyranoside of 3,7-dihydroxy-2-indolinone-3-acetic acid and 8'-0-β-d-glucopyranoside of 8-hydroxy-2-quinolone-4-carboxylic acid, from immature sweet corn (Zea mays L.) kernels. Agric. Biol. Chem., 51, 3445-3447 (1987).
2. Tateishi, K., Shibata, H., and Matsushima, Y., Isolation of zeanoside c, a new metabolite of IAA from corn (Zea mays L.). Agric. Biol. Chem., 52, 3231-3233 (1988).
3. Shibata, H., Nanbu, T., Tateishi, K., and Shimizu, S., Synthesis of zeanoside b, a metabolite of IAA in Zea mays L. Agric. Biol. Chem., 53, 849-850 (1987).
4. Tateishi, K., Matsushima, Y., and Shibata, H., Changes in the IAA metabolic content of Zea mays L. kernels during maturation. Agric. Biol. Chem., 53, 2545-2551 (1989).
5. Kinashi, H., Suzuki, Y., Takeuchi, S., and Kawamura, A., Possible metabolic intermediates from IAA to /Tacid in rice bran. Agric. Biol. Chem., 40, 2465-2470 (1976).
6. Suzuki, Y., Kinashi, H., Takeuchi, S., and Kawarada, A., (+)-5-Hydroxy-dioxindole-3-acetic acid, a synergist from rice bran of auxin-induced ethylene production in plant tissue. Phyto-chem., 16, 635-637 (1977).
7. Sahashi, Y., Vorkommen von di-hydroxy-chinoline-carbonauro (/Lsaure von U. Suzuki) in der beiskleie. Biochem. Zeitshrift, 159, 221-234 (1925).
8. Dorman, D. E. and Roberts, J. D., Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of some oligosaccharides. J. Am. Chem. Soc., 93, 4463-4472 (1971).
9. Levy, G. C. and Nelson, G. L., “Carbon-13-nuclear magnetic resonance for organic chemists” (translated by Tanaka, S., et al.), John Wiley and Sons, New York, 1972, pp. 157-158.
10. 13C Nuclear magnetic resonance spectra of glucobioses, glucotrioses, and glucans. J. Chem. Soc. Perkin. Trans., 1, 2425-2432 (1973).
11. 1H-NMR spectra of sugars (in Japanese). Kagaku no Ryoiki, 28, 176-192 (1974).
12. Tadera, K., Nagano, K., Yagi, F., Kobayashi, A., Imada, K., and Tanaka, S., Isolation and structure of a new metabolite of pyridoxine in seedlings of Pisum sativum L. Agric. Biol. Chem., 47, 1357-1359 (1983).
13. Tadera, K., Kaneko, T., and Yagi, F., Isolation and structural elucidation of three new pyridoxine-glucocides in rice bran. J. Nutr. Sci. Vitaminol., 34, 167-177 (1988).