ABSTRACT
Alkaloids comprise one of the largest groups of plant secondary metabolites including vinca alkaloids. The ability of six alkaloids from Veratrum lobelianum, one from Veratrum nigrum and three from Peganum nigellastrum to modify transport activity of MDR1 was studied. Flow-cytometry in a multidrug-resistant human MDR1-gene-transfected mouse lymphoma cells (L5178Y) was applied. The inhibition of multidrug resistance was investigated by measuring the accumulation of rhodamine-123 in cancer cells. Veralosinine and veranigrine were the most effective resistance modifiers. In a checkerboard method veralosinine and veranigrine enhanced the antiproliferative effects of doxorubicin on MDR cells in combination. The structure-activity relationships were discussed.
Subject(s)
ATP Binding Cassette Transporter, Subfamily B, Member 1/antagonists & inhibitors , Antineoplastic Agents, Phytogenic/analysis , Peganum/chemistry , Veratrum Alkaloids/pharmacology , Veratrum/chemistry , Animals , Cell Line, Tumor , Drug Screening Assays, Antitumor , Mice , Plant Extracts/pharmacologyABSTRACT
Twelve steroidal alkaloids were isolated from four populations of Veratrum lobelianum Bernh. and Veratrum nigrum L. Full NMR data for veralosinine (1), and extensive 1H NMR data for veralosine (3) and teinemine (5) are presented here for the first time. (+/-)-15-O-(2-Methylbutyroyl)germine (10) is undescribed up to now. The antiproliferative activities of veranigrine, veralosinine, and neogermitrine have shown that they are a perspective for further studies.
Subject(s)
Cell Division/drug effects , Veratrum Alkaloids/isolation & purification , Veratrum/chemistry , Animals , Bulgaria , Leukemia L5178/pathology , Magnetic Resonance Spectroscopy , Medicine, Traditional , Mice , Models, Molecular , Mongolia , Phytosterols/pharmacology , Veratrum Alkaloids/chemistry , Veratrum Alkaloids/pharmacologyABSTRACT
The new alkaloid 6alpha-angeloylplatynecine, together with other four known pyrrolizidine alkaloids was identified from above ground parts of Senecio nemorensis subs. fuchsii.
Subject(s)
Alkenes/chemistry , Heterocyclic Compounds, 2-Ring/chemistry , Senecio/chemistry , Molecular Structure , Plant Components, Aerial/chemistryABSTRACT
Twenty-seven pyrrolizidine alkaloids were identified by a detailed phytochemical study and GC/MS analysis on twelve Bulgarian species from genus Senecio. Twenty of them are new for the corresponding species. Other six structures remain tentatively identified.
Subject(s)
Pyrrolizidine Alkaloids/chemistry , Senecio/chemistry , Bulgaria , Pyrrolizidine Alkaloids/isolation & purification , Senecio/classificationABSTRACT
The new alkaloids 7-,9-diangeloylplatynecine (1) and 8-episarracine N-oxide (2), were isolated and identified from the roots of Senecio macedonicus. Another one, 8-epineosarracine was detected by GC/MS analyses of the crude alkaloid mixture. The cytotoxicity and biological activity of the alkaloids were tested on normal murine spleen lymphocytes and P3U1 mouse myeloma.
Subject(s)
Plant Roots/chemistry , Pyrrolizidine Alkaloids/chemistry , Animals , Cell Division/drug effects , Gas Chromatography-Mass Spectrometry , Lymphocytes/drug effects , Lymphocytes/immunology , Magnetic Resonance Spectroscopy , Mass Spectrometry , Mice , Models, Molecular , Molecular Conformation , Pyrrolizidine Alkaloids/isolation & purification , Pyrrolizidine Alkaloids/pharmacology , Spectrometry, Mass, Electrospray Ionization , Spleen/immunologyABSTRACT
Erucifoline (1) and 9-angeloylhastanecine (2) were isolated from the aerial parts of Senecio aquaticus. Five other pyrrolizidine alkaloids were tentatively identified by GC/MS analysis: jacobine; seneciphylline; spartioidine; jacozine; and senecionine.