Biotransformations of protoberberines in cell cultures of Dicentra spectablis
A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of Dicentra spectablis. The results show that the metabolism of protoberberines in D. spectablis closely parallels that found in Corydalis speci...
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| Published in | Phytochemistry (Oxford) Vol. 46; no. 8; pp. 1359 - 1363 |
|---|---|
| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier Ltd
01.12.1997
Elsevier |
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| Abstract | A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of
Dicentra spectablis. The results show that the metabolism of protoberberines in
D. spectablis closely parallels that found in
Corydalis species.
A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of
Dicentra spectablis. Interconversions of tetrahydroberberine and berberine and those of
cis- and
trans-13-methyltetrahydroprotoberberines and 13-methylberberine were demonstrated. The corresponding
α-
N-metho salts having the B/C-
cis ring-junction were produced from
cis- and
trans-13-methyltetrahydroprotoberberines. These findings show that the metabolism of protoberberines in
D. spectablis proceeds analogously to that found in
Cordyalis species. |
|---|---|
| AbstractList | A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of Dicentra spectablis. Interconversions of tetrahydroberberine and berberine and those of cis- and trans-13-methyltetrahydroprotoberberines and 13-methylberberine were demonstrated. The corresponding alpha -N-metho salts having the B/C-cis ring-junction were produced from cis- and trans-13-methyltetrahydroprotoberberines. These findings show that the metabolism of protoberberines in D. spectablis proceeds analogously to that found in Cordyalis species. A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of Dicentra spectablis. Interconversions of tetrahydroberberine and berberine and those of cis-and trans-13-methyltetrahydroprotoberberine and 13-methylberberine were demonstrated. The corresponding alpha-N-metho salts having the BIC-cis ring-junction were produced from cis-and trans-13-methyltetrahydroprotoberberine These findings show that the metabolism of protoberberines in D. spectablis proceeds analogously to that found in Cordyalis species. (C) 1997 Elsevier Science Ltd. A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of Dicentra spectablis. The results show that the metabolism of protoberberines in D. spectablis closely parallels that found in Corydalis species. A liquid chromatography-atmospheric pressure chemical ionization mass spectrometry procedure was applied to biotransformation experiments in cultured cells of Dicentra spectablis. Interconversions of tetrahydroberberine and berberine and those of cis- and trans-13-methyltetrahydroprotoberberines and 13-methylberberine were demonstrated. The corresponding α- N-metho salts having the B/C- cis ring-junction were produced from cis- and trans-13-methyltetrahydroprotoberberines. These findings show that the metabolism of protoberberines in D. spectablis proceeds analogously to that found in Cordyalis species. |
| Author | Won Kim, Chong Iwasa, Kinuko |
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| Cites_doi | 10.1111/j.1399-3054.1962.tb08052.x 10.1016/0031-9422(95)00813-6 10.1021/ac00159a009 10.1021/np50117a006 |
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| Keywords | Dicentra spectablis biotransformation Fumariaceae protoberberines cell culture Cell culture Alkaloid Molecular structure Dicotyledones Biotransformation Angiospermae Spermatophyta Metabolic pathway Metabolism |
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| References | Iwasa (BIB1) 1995; Vol. 46 Iwasa, Kondoh, Kamigauchi (BIB4) 1995; 58 Sakairi, Kambara (BIB2) 1988; 60 Murashige, Skoog (BIB5) 1962; 15 Iwasa, Kamigauchi (BIB3) 1996; 46 IWASA, K (WOS:A1995QW23900006) 1995; 58 IWASA K (WOS:000071015700011.3) 1996; 46 MURASHIGE, T (WOS:A19621781C00014) 1962; 15 SAKAIRI, M (WOS:A1988M988300010) 1988; 60 IWASA K (WOS:000071015700011.1) 1995; 46 Iwasa (10.1016/S0031-9422(97)00500-1_BIB1) 1995; Vol. 46 Iwasa (10.1016/S0031-9422(97)00500-1_BIB4) 1995; 58 Iwasa (10.1016/S0031-9422(97)00500-1_BIB3) 1996; 46 Sakairi (10.1016/S0031-9422(97)00500-1_BIB2) 1988; 60 Murashige (10.1016/S0031-9422(97)00500-1_BIB5) 1962; 15 |
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| Title | Biotransformations of protoberberines in cell cultures of Dicentra spectablis |
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