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1.
Pharm Biol ; 52(8): 951-5, 2014 Aug.
Article in English | MEDLINE | ID: mdl-24617777

ABSTRACT

CONTEXT: Bellis perennis L. (Asteraceae) (common daisy) is a herbaceous perennial plant known as a traditional wound herb; it has been used for the treatment of bruises, broken bones, and wounds. Bellis perennis has also been used in the treatment of headache, common cold, stomachache, eye diseases, eczema, skin boils, gastritis, diarrhea, bleeding, rheumatism, inflammation, and infections of the upper respiratory tract in traditional medicine. OBJECTIVE: Antitumor activities of different fractions of B. perennis flowers at different concentrations were evaluated and through bioassay-guided fractionation and isolation procedures a saponin derivative (1) was isolated from the active fraction obtained from the n-butanol extract of flowers of the title plant by column chromatography. MATERIALS AND METHODS: Antitumor activities of different fractions of B. perennis flowers at different concentrations were evaluated using Potato Disc Tumor Induction Bioassay. Structure elucidation of 1 was accomplished by spectroscopic methods [1D- and 2D-NMR, and LC-ESI(APCI)-TOF-MS(MSn)]. RESULTS: The present study showed the antitumor activity of fractions obtained from B. perennis flowers for the first time. The most active fraction showed 99% tumor inhibition at 3000 mg/L. An oleanane-type saponin was isolated through bioassay-guided studies. DISCUSSION AND CONCLUSION: Through antitumoral bioassay-guided fractionation and isolation procedures, 1 was isolated from the active fraction of B. perennis. The detailed NMR data of compound 1 is given for the first time.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Asteraceae , Oleanolic Acid/analogs & derivatives , Saponins/isolation & purification , Agrobacterium tumefaciens/drug effects , Antineoplastic Agents, Phytogenic/pharmacology , Oleanolic Acid/isolation & purification , Oleanolic Acid/pharmacology , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Saponins/pharmacology , Solanum tuberosum/drug effects , Solanum tuberosum/microbiology
2.
Magn Reson Chem ; 52(3): 122-7, 2014 Mar.
Article in English | MEDLINE | ID: mdl-24431238

ABSTRACT

In a course of development and preparation of landiolol (1a), a known ultra-short-acting ß-blocker, process quality control by HPLC and LC-MS analysis consistently showed an impurity peak ranging from 0.05% to 0.15 % and exhibiting a molecular mass m/z 887. To identify the hitherto unknown impurity, we prepared one of the possible landiolol derivatives with the same molecular mass for proper spectral characterization (NMR and MS). Its equivalence with the unknown impurity was then confirmed by LC-MS analysis. Ultimately, using fragmentation patterns in LC-MS and selective two-dimensional NMR experiments, the structure of the impurity was assigned as [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-{4-[(2S)-2-hydroxy-3-(3-{4-[(2S)-2-hydroxy-3-[(2-{[(morpholin-4-yl)carbonyl]amino}ethyl)amino]propoxy]phenyl}-N-(2-{[(morpholin-4-yl)carbonyl]amino}ethyl)propanamido)propoxy]phenyl}propanoate (2). It was found that the impurity was present in two rotameric forms at room temperature. The synthesis and NMR characterization of (2) are discussed.


Subject(s)
Drug Contamination , Morpholines/analysis , Morpholines/chemistry , Urea/analogs & derivatives , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure , Urea/analysis , Urea/chemistry
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