Extractions of isoquinoline alkaloids with butanol and octanol

Authors

GREGOROVÁ Jana BABICA Jan MAREK Radek PAULOVÁ Hana TÁBORSKÁ Eva DOSTÁL Jiří

Year of publication 2010
Type Article in Periodical
Magazine / Source Fitoterapia
MU Faculty or unit

Faculty of Medicine

Citation
Field Analytic chemistry
Keywords isoquinoline alkaloids; quaternary benzophenanthridines; quaternary protoberberines; protopines
Description Six isoquinoline alkaloids of different structural types (sanguinarine, chelerythrine, berberine, coptisine, allocryptopine, protopine) were extracted by butanol and octanol from aqueous solution, pH 4.5. The aqueous phase was analysed by HPLC before and after extraction. Extraction by butanol was non-selective, alkaloids passed into organic phase in 83-98 %. Octanol extraction provided more selective yields: sanguinarine 99 %, chelerythrine 94 %, berberine 18 %, coptisine 16 %, allocryptopine 7.5 %, protopine 7 %. Further, we tested octanol treatment of real plant extract from Dicranostigma lactucoides. The octanol extraction yields were again selective: sanguinarine 98 %, chelerythrine 92 %, chelirubine 92.5 %, protopine 6 % and allocryptopine 3.5 %. 6-Butoxy-5,6-dihydrosanguinarine and 6-butoxy-5,6-dihydrochelerythrine were prepared and their NMR and MS data are reported and discussed.
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