Composition and Biological Activity of Furanoquinolizidine Alkaloids from Yellow Water-Lily (Nuphar Lutea L. Smith) Rhizomes

A method for producing pharmaceutical drug substance from Nuphar lutea L. Smith that used orthophosphoric acid instead of the chlorinated solvent dichloroethane (DCE), which was used previously to produce lutenurine preparation, was developed. Furanoquinolizidine alkaloid salts containing immonium i...

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Published inPharmaceutical chemistry journal Vol. 53; no. 6; pp. 553 - 558
Main Authors Sheichenko, V. I., Tolkachev, O. N., Osipov, V. I., Sheichenko, O. P., Anufrieva, V. V., Timoshina, V. A., Fateeva, T. V., Bortnikova, V. V., Bykov, V. A.
Format Journal Article
LanguageEnglish
Published New York Springer US 01.09.2019
Springer
Subjects
Alkaloids
Medicine
Organic Chemistry
Pharmacology/Toxicology
Pharmacy
yellow water lily
ultra-high performance liquid chromatography (UPLC)
lutenurine
Nuphar lutea
mass and NMR spectra
nuphleine
furanoquinolizidine alkaloids (FQAs)
nuphleine bis-anhydrodichloride
HPLC
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Summary:A method for producing pharmaceutical drug substance from Nuphar lutea L. Smith that used orthophosphoric acid instead of the chlorinated solvent dichloroethane (DCE), which was used previously to produce lutenurine preparation, was developed. Furanoquinolizidine alkaloid salts containing immonium ions were shown to dominate lutenurine drug substances prepared by both technologies. NMR methods were used to establish the identity of the substance and to determine it quantitatively. The UV absorption maximum at 293 nm was characteristic of all alkaloids with immonium ions (S–CH=N + ). The antimicrobial activity, toxicity, and physicochemical characteristics of substances prepared by the two different technologies were practically identical.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-019-02042-8