ABSTRACT
We have studied the ethyl acetate fraction of the methanolic extract of the root barks of Calotropis procera (Asclepiadaceae) from Egypt. Bioassay-directed fractionation and final purification of the extract resulted in the identification of a new cardenolide glycoside named proceraside A (1) together with two known compounds, frugoside (2) and calotropin (3). Their structures were elucidated by extensive NMR studies and mass spectrometric data. The in vitro cytotoxicity of the isolated compounds was evaluated against A549 non-small cell lung cancer, U373 glioblastoma and PC-3 prostate cancer cell lines. They showed potent activity against the tested cancer cell lines with IC50 ranging from 0.005 to 0.3 µg/mL. Cisplatin was used as positive control.
Subject(s)
Calotropis/chemistry , Cardiac Glycosides/isolation & purification , Cardiac Glycosides/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Cardenolides/chemistry , Cardiac Glycosides/chemistry , Drug Screening Assays, Antitumor , Egypt , Humans , In Vitro Techniques , Male , Plant Bark/chemistry , Prostatic Neoplasms/drug therapyABSTRACT
Intensive chromatographic separation of the polar fraction of an ethanolic extract of the fresh flowers of Narcissus tazetta L. (Amaryllidaceae) yielded two new quaternary alkaloids with a phenanthrene skeleton, N-methyl-8,9-methylenedioxy-phenantridinium methylsulfate (1) and N-methyl-8,9-methylenedioxy-phenantridinium malate (2). The structure determination of the alkaloids was based on one- and two-dimensional NMR studies including HMQC, and HMBC studies, and mass spectroscopic analysis. The existence, in 1, of the methylsulfate group was confirmed by X-ray diffraction analysis. Cytotoxic activities for 1 and 2 against a panel of cancer cell lines are also reported.
Subject(s)
Alkaloids/pharmacology , Antineoplastic Agents, Phytogenic/pharmacology , Alkaloids/isolation & purification , Antineoplastic Agents, Phytogenic/isolation & purification , Crystallography, X-Ray , Indicators and Reagents , Magnetic Resonance Spectroscopy , Models, Biological , Protons , SolutionsABSTRACT
Investigation of the lipophilic extract of the Red Sea sponge Diacarnus erythraenus revealed one new norsesterterpene cyclic peroxide, aikupikoxide A (1), three new norditerpene cyclic peroxides, aikupikoxide B-D (2-4), and the known norterpene peroxides muqubilin and nuapapuin A methyl ester. In addition, a new sesquiterpene, O-methyl guaianediol, was isolated. Their structures were determined by means of spectroscopic methods. The cytotoxic activities for the isolated compounds have been reported.
Subject(s)
Antineoplastic Agents/isolation & purification , Peroxides/isolation & purification , Porifera/chemistry , Sesquiterpenes/isolation & purification , Terpenes/isolation & purification , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Chromatography, High Pressure Liquid , Colonic Neoplasms , Drug Screening Assays, Antitumor , Egypt , Humans , Indian Ocean , Inhibitory Concentration 50 , Leukemia P388 , Lung Neoplasms , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Peroxides/chemistry , Peroxides/pharmacology , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Stereoisomerism , Terpenes/chemistry , Terpenes/pharmacology , Tumor Cells, Cultured/drug effectsABSTRACT
Investigation of an ethanolic extract of the fresh flowers of Hippeastrum vittatum yielded the new alkaloids vittacarboline (1) and O-methylismine (3), together with the known compound ismine (2). The structures of 1--3 were established by spectroscopic methods including one- and two-dimensional NMR and mass spectrometry.
Subject(s)
Alkaloids/chemistry , Furans/chemistry , Plants, Medicinal/chemistry , Alkaloids/isolation & purification , Egypt , Furans/isolation & purification , Magnetic Resonance Spectroscopy , Mass Spectrometry , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
From the methanolic extract of the Red Sea sponge Callyspongia sp. six new polyacetylenic compounds, aikupikanynes A-F, together with octahydrosiphonochalyne, were isolated and identified. Their structures, which comprise four hydrocarbons, two alcohols, and one unprecedented alpha-hydroxy carboxylic acid, were determined by extensive 1D and 2D NMR studies and mass spectral determinations.
Subject(s)
Acetylene/analogs & derivatives , Acetylene/chemistry , Polymers/chemistry , Porifera/chemistry , Acetylene/isolation & purification , Animals , Magnetic Resonance Spectroscopy , Molecular Structure , Polymers/isolation & purification , PolyynesABSTRACT
The defatted ethanolic extract of the fresh flowers of Pancratium maritimum L. yielded the four known alkaloids lycorine, maritidine, lycoramine, and galanthamine. The structures of the isolated alkaloids were determined mainly through spectroscopic studies including one- and two-dimensional NMR (COSY, NOESY, DEPT, HETCOR, and HMBC) and CD techniques. Some spectral data are newly reported or revised.
