Related Experiment Videos
Cardenolides from Ornithogalum boucheanum
1Institut für Pharmakognosie der Universität Wien, Währingerstr. 25, A-1090 Wien, Austria.
Planta Medica
|April 1, 1987
Summary
This study isolated and identified eight cardenolides from Ornithogalum boucheanum, including novel compounds and unusual sugar combinations like apiose in cardiac glycosides.
Area of Science:
- Phytochemistry
- Natural Product Chemistry
- Pharmacognosy
Background:
- Ornithogalum species are known sources of bioactive compounds.
- Cardenolides are a class of cardiac glycosides with significant pharmacological potential.
- Understanding the chemical diversity of Ornithogalum species is crucial for drug discovery.
Purpose of the Study:
- To isolate and characterize cardenolides from Ornithogalum boucheanum.
- To identify the specific genins and sugar moieties of the isolated cardenolides.
- To report novel occurrences of cardenolides and their structural features.
Main Methods:
- Isolation using column chromatography and droplet counter-current chromatography.
- Structure elucidation via Nuclear Magnetic Resonance (NMR) spectroscopy (1H-NMR, 13C-NMR) and Mass Spectrometry (MS) (EI-MS, LD-MS).
- Hydrolysis (acid/enzymatic) followed by Thin-Layer Chromatography (TLC) and Gas Chromatography (GC) for genin and sugar identification.
Main Results:
- Eight cardenolides were isolated and identified.
- First report of 15beta, 16alpha-dihydroxyuzarigenin.
- First description of syriogenin, uzarigenin, and digitoxigenin genins in the Ornithogalum genus.
- Unusual occurrence of three different monosaccharides and apiose in cardenolides.
Conclusions:
- Ornithogalum boucheanum is a rich source of structurally diverse cardenolides.
- The presence of apiose in cardiac glycosides is reported for the first time.
- These findings expand the known chemical profile of Ornithogalum and cardiac glycosides.
Related Concept Videos
Heart Failure Drugs: Inotropic Agents
Positive inotropic agents are commonly used as the first line of treatment for heart failure. One such agent is digoxin, derived from the genus Digitalis, which has been known for centuries but effectively utilized since 1785. However, these cardiac glycosides can have potentially toxic effects due to their mechanism of action, which involves inhibiting Na+/K+-ATPase and increasing contractility. Digoxin is absorbed orally and distributed in various tissues, including the CNS. It has a long...
Cardiovascular Drugs: Classification based on Therapeutic Indications
Cardiovascular diseases, encompassing a range of conditions, can significantly affect the heart's operations and the overall circulatory system. These conditions impair the heart's ability to pump blood, leading to a deficit in oxygen supply to crucial organs. Anomalies in the heart's electrical system, known as arrhythmias, can cause heartbeats to accelerate or slow down. Usually, heart rates increase during physical activity and decrease while resting or sleeping. However, frequent irregular...
Adrenergic Antagonists: ɑ and β-Receptor Blockers
Third-generation β-blockers, such as labetalol and carvedilol, represent a significant advancement in managing cardiovascular conditions. Unlike conventional β-blockers, which can induce peripheral vasoconstriction, third-generation drugs block α1 adrenoceptors. This promotes vasodilation through several mechanisms, such as increased nitric oxide production, inhibition of calcium ion entry, opening of potassium ion channels, and antioxidant action. Labetalol, for instance, is clinically...
Antiarrhythmic Drugs: Class II Agents as β-Adrenergic Blockers
Adrenergic stimulation generally impacts cardiac rate and rhythm. Specifically, stimulation of the β-adrenoceptors triggers an increase in intracellular calcium ion influx and pacemaker currents, which may cause arrhythmias. Catecholamines like adrenaline also demonstrate β2-adrenoceptor-mediated hypokalemia, impacting cardiac action potential and disrupting the normal cardiac rhythm. Class II antiarrhythmic drugs are β-adrenoceptor antagonists or β-blockers, which indirectly block calcium...
Antiarrhythmic Drugs: Class IV Agents as Calcium Channel Blockers
Class IV antiarrhythmic drugs, such as verapamil and diltiazem, block calcium channels. They primarily affect the heart, slowing the conduction in calcium-dependent tissues like the SA and AV nodes. These drugs manage reentrant supraventricular tachycardia (SVT) and reduce ventricular rate in atrial flutter/fibrillation.
Verapamil, a calcium channel blocker, inhibits calcium movement across myocardial cell membranes and vascular smooth muscle. This results in the dilation of coronary and...
Verapamil, a calcium channel blocker, inhibits calcium movement across myocardial cell membranes and vascular smooth muscle. This results in the dilation of coronary and...
Antiarrhythmic Drugs: Class III Agents as Potassium Channel Blockers
Class III antiarrhythmic drugs are a group of medications that can prolong action potentials in the heart. They achieve this by blocking potassium channels or enhancing inward currents from sodium channels. However, these drugs have a unique property of "reverse use-dependence," which is most pronounced at slower heart rates and can lead to torsades de pointes—a specific type of arrhythmia. However, it is essential to note that excessive QT interval prolongation—a measure of the heart's...