Achiral and Chiral Determination of Benzophenanthridine Alkaloids from Methanol Extracts of Hylomecon Species by High Performance Liquid Chromatography |
Kang, Jong-Seong
(College of Pharmacy, Chungnam National University)
Long, Pham-Hoai (College of Pharmacy, Chungnam National University) Lim, Hwan-Mi (College of Pharmacy, Chungnam National University) Kim, Young-Ho (College of Pharmacy, Chungnam National University) Gottfried-Blaschke (Institute for Pharmaceutical Chemistry, University of Muenster) |
1 | Hiller, K. O., Ghorbani, M., and Schilcher, H., Antispasmodic and relaxant activity of chelidonine, protopine, coptisine, and Chelidonium majus extracts on isolated guinea-pig ileum. Planta Med., 64(8), 758-760 (1998) DOI ScienceOn |
2 | Schmeller, T., Latz-Bruning, B., and Wink, M., Biochemical activities of berberine, palmatine and sanguinarine mediating chemical defence against microorganisms and herbivores. Phytochem., 44(2), 257-266 (1997) DOI ScienceOn |
3 | Schumacher, H. M. and Zenk, M. H., Partial purification and characterization of dihydrobenzophenanthridine oxidase from Eschscholzia californica cell suspension cultures. Plant Cell Reports, 7(1), 43-46 (1988) DOI ScienceOn |
4 | Zhang, G. L., Rucker, G., Breitmaier, E., Nieger, M., Mayer, R., and Steinbeck, C., Alkaloids from Dactylicapnos torulosa. Phyfochem., 32(3), 299-305 (1993) |
5 | Mizuno, M., Kojima, H., Tanaka, T., linuma, M., Zhi-Da, M., and Murata, H., Benzophenanthridine alkaloids from the seeds of Coptis japonica var. dissecta. J. Nat. Prod., 50(2), 326 (1987) DOI |
6 | Kraml, M. M. and DiCosmo, F., A rapid high-performance liquid chromatographic method for the separation of the alkaloid precursor L-tyrosine and six tetrahydroisoquinoline alkaloids of Papaver somniferum. Phytochem. Anal., 4(3), 103-104 (1993) DOI ScienceOn |
7 | Lee, Y. N., Flora of Korea, Kyohaksa, Seoul, pp. 237-238 (1996) |
8 | Tome, F., Colombo, M. L., and Caldiroli, L., A comparative investigation on alkaloid composition in different populations of Eschscholtzia californica Cham. Phytochem. Anal., 10(5), 264-267 (1999) DOI ScienceOn |
9 | Dostal, J., Bochorakova, H., Taborska, E., Slavik, J., Potacek, M., Budesinsky, M., and de Hoffmann, E., Structure of sanguinarine base. J. Nat. Prod., 59(6), 599-602 (1996) DOI ScienceOn |
10 | Nakanishi, T., Suzuki, M., Saimoto, A., and Kabasawa, T., Structural considerations of NK109, an antitumor benzo[c] phenanthridine alkaloid. J. Nat. Prod., 62(6), 864-867 (1999) DOI ScienceOn |
11 | Chaturvedi, M. M., Kumar, A., Darnay, B. G., Chainy, G. B. N., Agarwal, S., and Aggarwal, B. B., Sanguinarine (pseudochelerythrine) is a potent inhibitor of NF-B activation, IB phosphorylation, and degradation. J. Biol. Chem., 272(48), 30129-30134 (1997) DOI ScienceOn |
12 | Lenfeld, J., Kroutil, M., Marsalek, E., Slavik, J., Preininger, V., and Simanek, V., Antiinflammatory activity of quaternary benzophenanthridine alkaloids from Chelidonium majus. Planta Med., 43(2), 161-165 (1981) DOI ScienceOn |
13 | Dostal, J., Marek, R., Slavik, J., Taborska, E., Potacek, M., and M., Sklenar, V., Sanguinarine pseudobase: re-examination of NMR assignments using gradient-enhanced spectroscopy. Mag. Res. Chem., 36(11), 869-872 (1998) DOI ScienceOn |
14 | Fabre, N., Claparols, C., Richelme, S., Angelin, M. L., Fouraste, I., and Moulis, C., Direct characterization of isoquinoline alkaloids in a crude plant extract by ion-pair liquid chromatography-electrospray ionization tandem mass spectrometry: example of Eschscholtzia californica. J. Chromatogr. A, 904(1), 35-46 (2000) DOI PUBMED ScienceOn |
15 | Sevcik, J., Vicar, J., Ulrichova, J., Valka, I., Lemr, K., and Simanek, V., Capillary electrophoretic determination of sanguinarine and chelerythrine in plant extracts and pharmaceutical preparations. J. Chromatogr. A, 866(2), 293-298 (2000) DOI PUBMED ScienceOn |
16 | Husain, S., Narsimha, R., and Rao, R. N., Separation, identification and determination of sanguinarine in argemone and other adulterated edible oils by reversed-phase high-performance liquid chromatography. J. Chromatogr. A, 863(1), 123-126 (1999) DOI PUBMED ScienceOn |
17 | Williams, R. D. and Ellis, B. E., Alkaloids from Agrobacterium rhizogenes-transformed Papaver somniferum cultures. Phytochem., 40(1), 719-723 (1995) |
18 | Fletcher, M. T., Takken, G., Blaney, B. J., and Alberts, V., Isoquinoline alkaloids and keto-fatty acids of Argemone ochroleuca and A. mexicana (Mexican poppy) seed. I. An assay method and factors affecting their concentration. Aust. J. Agric. Res., 44(2), 265-275 (1993) DOI ScienceOn |
19 | Oechslin, S. M., Konig, G. M., Oechslin-Merkel, K., Wright, A. D., Kinghorn, A. D., Sticher, O., and Miyagawa, M., An NMR study of four benzophenanthridine alkaloids. J. Nat. Prod., 54(2), 519-524 (1991) DOI |
20 | Pothier, J., Galand, N., Tivollier, P., and Viel, C., Separation of quaternary alkaloids in plant extracts by overpressured layer chromatoqraphy. J. Planar Chromatogr., 6(3), 220-222 (1993) |
21 | Marek, R., Tousek, J., Kralik, L., Dostal, J., and Sklenar, V., Conformational study of C2 symmetrical benzo[c]phenanthridine alkaloid derivatives. Chem. Lett., 4, 369-370 (1997) |
22 | Konda, Y., Harigaya, Y., and Onda, M., Studies on the constituents of Bocconia cordata. III. Structure elucidation of bocconine by means of nuclear magnetic resonance spectro-scopic studies. J. Heterocyclic Chem., 23(3), 877-879 (1986) DOI |
23 | Itokawa, H., Ikuta, A., Tsutsui, N., and Ishiguro, I., Alkaloids and a sterol from Chelidonium japonicum. Phytochem., 17(4), 839-840 (1978) DOI ScienceOn |
24 | Suresh, K. G., Das, A., and Maiti, M., Photochemical conversion of sanguinarine to oxysanguinarine. J. Photochem. Photobiol. A, 111(1-3), 51-56 (1997) DOI ScienceOn |
25 | Mitscher, L. A., Park, Y H., Clark, D., and Clark, G. W. 3rd, Hammesfahr, P. D., Wu, W. N., Beal, J. L., Antimicrobial agents from higher plants. An investigation of Hunnemannia fumariaefolia pseudoalcoholates of sanguinarine and chelerythrine. Lloydia, 41(2), 145-150 (1978) PUBMED |
26 | Cho, Y. S., Phytochemical constituents of Hylomecon hylomeconoides and their activities on neurotransmitter-metabolizing enzymes. Thesis: Chungnam National University (2001) |