Browse > Article
http://dx.doi.org/10.3839/jksabc.2008.045

Determination of Biosynthetic Pathway of Decursin in Hairy Root Culture of Angelica gigas  

Ji, Xiuhong (Department of Agricultural Biotechnology and Research Institute for Agriculture and Life Sciences, Seoul National University)
Huh, Bum (Department of Agricultural Biotechnology and Research Institute for Agriculture and Life Sciences, Seoul National University)
Kim, Soo-Un (Department of Agricultural Biotechnology and Research Institute for Agriculture and Life Sciences, Seoul National University)
Publication Information
Applied Biological Chemistry / v.51, no.4, 2008 , pp. 258-262 More about this Journal
Abstract
To establish the biosynthetic pathway of decursin in Angelica gigas Nakai, feeding experiment with stable isotope-labeled precursors were conducted. Umbelliferone and decursin were labeled with deuterium at C-3. The umbelliferone, the decursin, and other commercially available putative precursors, L-phenylalanine-ring-$d_5$ and trans-cinnamic acid-$d_7$, were fed to the hairy root culture of A. gigas. Each deuterated compound was incorporated into decursinol, decursinol angelate, and decursin as determined by mass spectrometric analysis. These findings confirmed the coumarin biosynthesis pathway sequence is composed of phenylalanine, cinnamic acid, umbelliferone, decursinol, and decursin.
Keywords
Angelica gigas; decursin; decursinol; deuterium-label; umbelliferone;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 0  (Related Records In Web of Science)
연도 인용수 순위
1 Harmala P, Kaltia S, Vuorela H, and Hiltunen R (1992) A furanocoumarin from Angelica archangelica. Planta Med 58, 287-289   DOI   ScienceOn
2 Lim J, Kim IH, Kim HH, Ahn HS, and Han H (2001) Enantioselective syntheses of decursinol angelate and decursin. Tetrahedron Lett 42, 4001-4003   DOI   ScienceOn
3 Zinn MF, Harris TM, Hill DG, and Hauser CR (1963) Basecatalyzed hydrogen-deuterium exchange at the b-carbon of ethyl cinnamate and certain related compounds. J Amer Chem Soc 85, 71-73   DOI
4 Ahn MJ, Lee MK, Kim YC, and Sung SH (2008) The simultaneous determination of coumarins in Angelica gigas root by high performance liquid chromatographydiode array detector coupled with electrospray ionization/mass spectrometry. J Pharmaceut Biomed Anal 46, 258-266   DOI   ScienceOn
5 Jung J-S, Yan JJ, and Song D-K (2008) Protective effect of decursinol on mouse models of sepsis: enhancement of interleukin-10. Korean J Physiol Pharmacol 12, 79-81   과학기술학회마을   DOI
6 Yan JJ, Kim DH, Moon YS, Jung JS, Ahn EM, Baek NI, and Song DK (2004) Protection against $\beta$-amyloid peptide- induced memory impairment with long-term administration of extract of Angelica gigas or decursinol in mice. Prog Neuropsychopharmacol Biol Psychiatry 28, 25-30   DOI   ScienceOn
7 Brown SA (1981) Coumarins. In The Biochemistry of Plants (Vol 7), Conn EE (ed), pp. 269-300. Academic Press, New York, NY
8 Conrath U, Pieterse CMJ, and Mauch-Mani B (2002) Priming in plant-pathogen interactions. Trends Plant Sci 7, 210-216   DOI   ScienceOn
9 Steck W and Bailey BK (1969) Characterization of plant coumarins by combined gas chromatography, ultraviolet absorption spectroscopy, and nuclear magnetic resonance analysis. Can J Chem 47, 3577-3583   DOI