LC-NMR and LC-MS analysis of 2,3,10,11-oxygenated protoberberine metabolites in Corydalis cell cultures

Phytochemistry

Volumn 64, Issue 7, 2003, Pages 1229-1238

  Iwasa, Kinuko ^a   Kuribayashi, Ayako ^a   Sugiura, Makiko ^a   Moriyasu, Masataka ^a   Lee, Dong Ung ^b   Wiegrebe, Wolfgang ^c  

^a KOBE PHARMACEUTICAL UNIVERSITY   (Japan)

^b Dongguk University   (South Korea)

^c UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

Biotransformation; Cell cultures; Corydalis ochotensis var. raddeana; Corydalis platycarpa; Fumariaceae; LC MS; LC NMR; Protoberberine alkaloids; Secondary metabolism

Indexed keywords

ALKALOID; COPTISINE; PROTOBERBERINE DERIVATIVE; PSEUDOMURAMINE; PSEUDOPROTOPINE; UNCLASSIFIED DRUG;

ARTICLE; CELL ACTIVITY; CELL METABOLISM; CHEMICAL STRUCTURE; CORYDALIS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLITE; PLANT; PLANT CELL;

CORYDALIS; CORYDALIS OCHOTENSIS; FUMARIACEAE;

EID: 0344442310     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(03)00497-7     Document Type: Article

References (9)

1. Hostettmann, K., Potterat, O., Wolfender, J.-L., 1977. Strategy in the search for new bioactive plant constituents. Pharm. Ind. 59. 339-347.
2. Iwasa, K., 1995. The biotransformation of protoberberine alkaloids by plant tissue cultures. In: Cordell, G.A. (Ed.), The Alkaloids, Chemistry and Biology, vol. 46. Academic Press, San Diego, pp. 273-346.
3. Iwasa, K., Nishiyama, Y., Ichimaru, M., Moriyasu, M., Kim, H-S., Wataya, Y., Yamori, T., Turuo, T., Lee, D-U., 1999. Structure-activity relationships of quaternary protoberberine alkaloids having an antimalarial activity. Eur. J. Med. Chem. 34, 1077-1083.
4. Lenz, G.R., 1977. Enamide photochemistry. Synthesis of protoberberine iodides from 1-benzylidene-3,4-dihydro-2(1H)-isoquinoline carboxaldehydes. J. Org. Chem. 42, 1117-1122.
5. Preininger, V., 1986. Chemotaxonomy of Papaveraceae and Fumariaceae. In: Brossi, A. (Ed.), The Alkaloids, Chemistry and Pharmacology, vol 29. Academic Press, New York, pp. 1-98.
6. Smallcombe, S.H., Patt, S.L., Keifer, P.A., 1995. WET solvent suppression and its applications to LC NMR and High-Resolution NMR spectroscopy. J. Magn. Reson. Series A 117, 295-303.
7. Wolfender, J.-L., Ndjoko, K., Hostettmann, K., 1998. LC-NMR in natural products chemistry. Curr. Org. Chem. 2, 575-596.
8. Wolfender, J.-L., Ndjoko, K., Hostettmann, K., 2001. The potential of LC-NMR phytochemical analysis. Phytochem. Anal. 12, 2-22.
9. Zenk, M.H., 1994. The formation of benzophenanthridine alkaloids. Pure Appl. Chem. 66, 2023-2028.