Preparation of a growth-promoting substance, lepidimoic acid, from okra pectic polysaccharide

Tetrahedron Letters

Volumn 44, Issue 10, 2003, Pages 2171-2173

  Hirose, Katsutoshi ^a,b   Kosuge, Yasutaka ^b   Otomatsu, Toshihiko ^b   Endo, Keiichiro ^b   Hasegawa, Koji ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

^b KNC Laboratories Co Ltd   (Japan)

Author keywords

Allelopathic substance; Lepidimoic acid; Lepidimoide; Okra mucilage; Unsaturated disaccharide

Indexed keywords

ACID; DISACCHARIDE; GLUCOSE; GROWTH PROMOTOR; LEPIDIMOIC ACID; POLYSACCHARIDE; RHAMNOGALACTURONAN; RHAMNOSE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; DECOMPOSITION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OKRA; PLANT GROWTH;

ABELMOSCHUS; ABELMOSCHUS ESCULENTUS; HIBISCUS;

EID: 0037416846     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00153-9     Document Type: Article

References (18)

1. Hasegawa K., Mizutani J., Kosemura S., Yamamura S. Plant Physiol. 100:1992;1059-1061.
2. Kosemura S., Yamamura S., Kakuta H., Mizutani J., Hasegawa K. Tetrahedron Lett. 34:1993;2653-2656.
3. Lepidimoide 1; 2-O-(4-deoxy-β-L-threo-hex-4-enopyranuronosyl)-L-rhamnopyranose sodium salt. Lepidimoic acid 2; 2-O-(4-deoxy-β-L-threo-hex-4-enopyranuronosyl)-L-rhamnopyranose. Lepidimoic acid methylglycoside 6; 2-O-(4-deoxy-β-L-threo-hex-4-enopyranuronosyl)-β-L-rhamnopyranose methylglycoside.
4. Yamada K., Kosemura S., Yamamura S., Hasegawa K. J. Plant Growth Regulation. 22:1997;189-192.
5. Yamada K., Matsumoto H., Ishizuka K., Miyamoto K., Kosemura S., Yamamura S., Hasegawa K. J. Plant Growth Regulation. 17:1998;215-219.
6. Goto N., Sando S., Sato Y., Hasegawa K. Weed Res. (Japan). 40:1995;87-94.
7. Miyamoto K., Ueda J., Yamada K., Kosemura S., Yamamura S., Hasegawa K.J. Plant Physiol. 150:1997;133-136.
8. Miyamoto K., Ueda J., Yamada K., Kosemura S., Yamamura S., Hasegawa K. J. Plant Growth Regulation. 16:1997;7-9.
9. Yamada K., Anai T., Kosemura S., Yamamura S., Hasegawa K. Phytochemistry. 41:1996;671-673.
10. Fry S.C., Aldington S., Hetherrington P.R., Aitken J. Plant Physiol. 103:1993;1-5.
11. Tomoda M., Shimada K., Saito Y., Sugi M. Chem. Pharm. Bull. 28:1980;2933-2940.
12. The contents of N (N: 9%) were measured with EPMA. Molecular weight was measured with GPC. The quantity of Ca (2.2%) was measured with ICP.
13. The ratio of component sugars was measured with GLC of the sample which was hydrolyzed with 1.5 mol/L-HCl at 100°C for 5 h and reacted with TMS-HT.
14. BeMiller J.N. Adv. Carbohydr. Chem. 22:1967;25-108.
15. Keijbests M.J.H., Pilnik W. Carbohydrate Research. 33:1974;359-362.
16. 1N NMR of compound 6 sodium salt. The coupling constant (J=1.4 Hz) between H-1 and H-2 shows that the anomer of methyl glycoside 6 is β-bonding. Also, we think this is reasonable because of the reaction mechanism.
17. Kiss J. Adv. Carbohydr. Chem. Biochem. 25:1974;229-303.
18. Celosia argentea elongation test. Ten seeds of cockscomb (Celosia argentea var. cristata L. Kuntze) were placed on a filter paper moistened with 0.5 ml of the test solution in a 3 cm petri dish, cultured in the dark for 4 days at 25°C and hypocotyl lengths were measured.