Prenylcoumarins from Murraya paniculata var. omphalocarpa (Rutaceae): The absolute configuration of sibiricin, mexoticin and omphamurin

Chemical and Pharmaceutical Bulletin

Volumn 44, Issue 6, 1996, Pages 1208-1211

  Kinoshita, Takeshi ^a   Wu, Jin Bin ^b   Ho, Feng Chi ^c  

^a TEIKYO UNIVERSITY   (Japan)

^b CHINA MEDICAL UNIVERSITY   (Taiwan)

^c Intl Inst Bot Rsrc of Tropics   (Taiwan)

Author keywords

13C NMR assignment; absolute configuration; Murraya paniculata var. amphalocarpa; prenylcoumarin; Rutaceae

Indexed keywords

COUMARIN DERIVATIVE; MEXOTICIN; OMPHAMURIN; PANICULATIN; SIBIRICIN; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG CONFORMATION; DRUG ISOLATION; MEDICINAL PLANT; NONHUMAN; PLANT LEAF; STEREOCHEMISTRY;

EID: 0030040044     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.44.1208     Document Type: Article

References (14)

1. Swingle W. T., Reecc C. R., "The Citrus Industry," ed. by Reuther W., Batchelor L. D., Webber H. J., University of California, Berkeley, 1967, pp. 190-430.
2. Wu T.-S., Tien H.-J., Arisawa M., Shimizu M., Morita N., Phytochemistry, 19, 2227-2228 (1980).
3. Wu T.-S., Liou M.-J., Kuoh C.-S., Phytochemistry, 28, 293-294 (1989).
4. Wu T.-S., Phytochemistry, 20, 178-179 (1981).
5. Wu T.-S., Phytochemistry, 27, 2357-2358 (1988).
6. Wu T.-S., Liou M.-J., Lee C.-J., Jong T.-T., McPhail A. T., McPhail D. R., Lee K.-H., Tetrahedron Lett., 30, 6649-6652 (1989).
7. Wu T.-S., Liou M.-J., Lee C.-J., Jong T.-T., Chen Y.-J., Lai J.-S., Photochemistry, 28, 2873-2874 (1989).
8. Imai F., Itoh K., Kishibuchi N., Kinoshita T., Sankawa U., Chem. Pharm. Bull., 37, 119-123 (1989). The optical rotation for mexoticin (5a) obtained from M. paniculata root bark of Indonesian origin was described as dextrorotatory (+ 50°) in this reference. However, when the optical rotation of the same sample was remeasured, it was found to be laevorotatory. Thus, the optical rotatory value for mexoticin (5a) obtained from Indonesian M. paniculata should be revised to -50°.
9. Imai F., Kinoshita T., Sankawa U., Chem. Pharm. Bull., 37, 358-362 (1989).
10. Ito C., Furukawa H., Chem. Pharm. Bull., 35, 4277-4285 (1987).
11. Barik B. R., Dey A. K., Chatterjee A., Phytochemistry, 22, 2273-2275 (1983).
12. Horeaux A., Tetrahedron Lett., 2, 506-512 (1961).
13. Barik B. R., Dey A. K., Das P. C., Chatterjee A., Shoolery J. N., Phytochemistry, 22, 792-794 (1983).
14. Raj K., Joshi P. P., Bhakuni D. S., Kapil R. S., Popli S. P., Indian J. Chemistry, Sect. B, 14B, 332-335 (1976).