Alkaloids
Ergot Alkaloids
Alkaloids originally isolated from the ergot fungus Claviceps purpurea (Hypocreaceae). They include compounds that are structurally related to ergoline (ERGOLINES) and ergotamine (ERGOTAMINES). Many of the ergot alkaloids act as alpha-adrenergic antagonists.
Pyrrolizidine Alkaloids
A group of ALKALOIDS, characterized by a nitrogen-containing necine, occurring mainly in plants of the BORAGINACEAE; COMPOSITAE; and LEGUMINOSAE plant families. They can be activated in the liver by hydrolysis of the ester and desaturation of the necine base to reactive electrophilic pyrrolic CYTOTOXINS.
Vinca Alkaloids
Cinchona Alkaloids
Alkaloids extracted from various species of Cinchona.
Berberine Alkaloids
A group of related plant alkaloids that contain the BERBERINE heterocyclic ring structure.
Amaryllidaceae Alkaloids
Alkaloids derived from TYRAMINE combined with 3,4-dihydroxybenzaldehyde via a norbelladine pathway, including GALANTAMINE, lycorine and crinine. They are found in the Amaryllidaceae (LILIACEAE) plant family.
Aconitum
A plant genus of the family RANUNCULACEAE. Members contain a number of diterpenoid alkaloids including: aconitans, hypaconitine, ACONITINE, jesaconitine, ignavine, napelline, and mesaconitine. The common name of Wolfbane is similar to the common name for ARNICA.
Aporphines
Dibenzoquinolines derived in plants from (S)-reticuline (BENZYLISOQUINOLINES).
Claviceps
A genus of ascomycetous fungi, family Clavicipitaceae, order Hypocreales, parasitic on various grasses (POACEAE). The sclerotia contain several toxic alkaloids. Claviceps purpurea on rye causes ergotism.
Catharanthus
A plant genus of the family Apocynaceae. It is the source of VINCA ALKALOIDS, used in leukemia chemotherapy.
Delphinium
A plant genus of the family RANUNCULACEAE. Members contain ACONITINE and other diterpenoid alkaloids.
Solanaceous Alkaloids
Alkaloids, mainly tropanes, elaborated by plants of the family Solanaceae, including Atropa, Hyoscyamus, Mandragora, Nicotiana, Solanum, etc. Some act as cholinergic antagonists; most are very toxic; many are used medicinally.
Berberine
An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal.
Plant Extracts
Neotyphodium
Coptis
A plant genus of the family RANUNCULACEAE. Members contain BERBERINE and other isoquinoline ALKALOIDS.
Rutaceae
Plant Poisoning
Molecular Structure
Ergotism
Lycopodium
A plant genus of the family LYCOPODIACEAE. Members contain ALKALOIDS. Lycopodium oil is obtained from L. clavatum.
Ergotamine
Lysergic Acid
Lysergic acid is a crystalline ergoline alkaloid found in the fungus Claviceps purpurea, which is used as a precursor in the synthesis of medically important derivatives like LSD and ergotamine, but it also has hallucinogenic properties when ingested directly.
Papaver
A genus of Eurasian herbaceous plants, the poppies (family PAPAVERACEAE of the dicotyledon class Magnoliopsida), that yield OPIUM from the latex of the unripe seed pods.
Rubiaceae
Ephedra
Belladonna Alkaloids
Alkaloids obtained from various plants, especially the deadly nightshade (Atropa belladonna), variety acuminata; atropine, hyoscyamine and scopolamine are classical, specific antimuscarinic agents with many pharmacologic actions; used mainly as antispasmodics.
Harmine
Alkaloid isolated from seeds of Peganum harmala L., Zygophyllaceae. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic Parkinson disease in the 1920's.
Aspidosperma
A plant genus of the family APOCYNACEAE. It contains ellipticine.
Papaveraceae
The poppy plant family of the order Papaverales, subclass Magnoliidae, class Magnoliopsida. These have bisexual, regular, cup-shaped flowers with one superior pistil and many stamens; 2 or 3 conspicuous, separate sepals and a number of separate petals. The fruit is a capsule. Leaves are usually deeply cut or divided into leaflets.
Stereoisomerism
Ephedrine
A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.
Plants, Medicinal
Opium
The air-dried exudate from the unripe seed capsule of the opium poppy, Papaver somniferum, or its variant, P. album. It contains a number of alkaloids, but only a few - MORPHINE; CODEINE; and PAPAVERINE - have clinical significance. Opium has been used as an analgesic, antitussive, antidiarrheal, and antispasmodic.
Annonaceae
Senecio
Heterocyclic Compounds with 4 or More Rings
Uncaria
A plant genus of the family RUBIACEAE. Members contain uncarine and other cytotoxic and hypotensive oxindole alkaloids.
Rauwolfia
A plant genus of the APOCYNACEAE or dogbane family. Alkaloids from plants in this genus have been used as tranquilizers and antihypertensive agents. RESERPINE is derived from R. serpentina.
Veratrum Alkaloids
Alkaloids with powerful hypotensive effects isolated from American or European Hellebore (Veratrum viride Ait. Liliaceae and Veratrum album L. Liliaceae). They increase cholinergic and decrease adrenergic tone with appropriate side effects and at higher doses depress respiration and produce cardiac arrhythmias; only the ester alkaloids have been used as hypotensive agents in specific instances. They have been generally replaced by drugs with fewer adverse effects.
Porifera
The phylum of sponges which are sessile, suspension-feeding, multicellular animals that utilize flagellated cells called choanocytes to circulate water. Most are hermaphroditic. They are probably an early evolutionary side branch that gave rise to no other group of animals. Except for about 150 freshwater species, sponges are marine animals. They are a source of ALKALOIDS; STEROLS; and other complex molecules useful in medicine and biological research.
Hypocreales
Aconitine
A C19 norditerpenoid alkaloid (DITERPENES) from the root of ACONITUM plants. It activates VOLTAGE-GATED SODIUM CHANNELS. It has been used to induce ARRHYTHMIAS in experimental animals and it has antiinflammatory and antineuralgic properties.
Epichloe
A genus of ascomycetous fungi in the family Clavicipitaceae, order HYPOCREALES, which are fungal symbionts of grasses. Anamorphic forms are in the genus NEOTYPHODIUM.
Liliaceae
A monocot family within the order Liliales. This family is divided by some botanists into other families such as Convallariaceae, Hyacinthaceae and Amaryllidaceae. Amaryllidaceae, which have inferior ovaries, includes CRINUM; GALANTHUS; LYCORIS; and NARCISSUS and are known for AMARYLLIDACEAE ALKALOIDS.
Mitragyna
A plant genus of the family RUBIACEAE. Members contain antimalarial (ANTIMALARIALS) and analgesic (ANALGESICS) indole alkaloids.
Harmaline
A beta-carboline alkaloid isolated from seeds of PEGANUM.
Ibogaine
One of several indole alkaloids extracted from Tabernanthe iboga, Baill. It has a complex pharmacological profile, and interacts with multiple systems of neurotransmission. Ibogaine has psychoactive properties and appears to modulate tolerance to opiates.
Benzophenanthridines
Compounds of four rings containing a nitrogen. They are biosynthesized from reticuline via rearrangement of scoulerine. They are similar to BENZYLISOQUINOLINES. Members include chelerythrine and sanguinarine.
Corydalis
A plant genus of the family FUMARIACEAE (classified by some in PAPAVERACEAE) that contains isoquinoline alkaloids.
Cyclization
Ephedra sinica
A plant species of the family Ephedraceae, order Ephedrales, class Gnetopsida, division Gnetophyta. It is a source of EPHEDRINE and other alkaloids.
Amphibian Venoms
Venoms produced by frogs, toads, salamanders, etc. The venom glands are usually on the skin of the back and contain cardiotoxic glycosides, cholinolytics, and a number of other bioactive materials, many of which have been characterized. The venoms have been used as arrow poisons and include bufogenin, bufotoxin, bufagin, bufotalin, histrionicotoxins, and pumiliotoxin.
Apocynaceae
Indolizidines
Saturated indolizines that are fused six and five-membered rings with a nitrogen atom at the ring fusion. They are biosynthesized in PLANTS by cyclization of a LYSINE coupled to ACETYL COENZYME A. Many of them are naturally occurring ALKALOIDS.
Isoquinolines
A group of compounds with the heterocyclic ring structure of benzo(c)pyridine. The ring structure is characteristic of the group of opium alkaloids such as papaverine. (From Stedman, 25th ed)
Indolizines
Quinolizines
Atropa belladonna
A plant species of the genus ATROPA, family SOLANACEAE that contains ATROPINE; SCOPOLAMINE; BELLADONNA ALKALOIDS and other SOLANACEOUS ALKALOIDS. Some species in this genus are called deadly nightshade which is also a common name for SOLANUM.
Thalictrum
A plant genus of the family RANUNCULACEAE. Members contain isoquinoline alkaloids and triterpene glycosides.
Noscapine
A naturally occurring opium alkaloid that is a centrally acting antitussive agent.
Alstonia
A plant genus of the family APOCYNACEAE. Members contain echitovenidine, echitamine, venenatine (an indole alkaloid), and anti-inflammatory triterpenoids
Lupinus
Veratrum
Tabernaemontana
Plant Leaves
Poaceae
Ergonovine
Evodia
A plant genus of the family RUTACEAE which is used in Chinese medicine (DRUGS, CHINESE HERBAL). Evodiamine and other quinazoline alkaloids (QUINAZOLINES) are obtained from the fruit of E. ruticarpa.
Heterocyclic Compounds, 3-Ring
Lauraceae
Erythrina
Antineoplastic Agents, Phytogenic
Peganum
Magnetic Resonance Spectroscopy
Drugs, Chinese Herbal
Chinese herbal or plant extracts which are used as drugs to treat diseases or promote general well-being. The concept does not include synthesized compounds manufactured in China.
Phenanthridines
Plant Roots
Erythroxylaceae
Festuca
A plant genus of the family POACEAE. The common name of fescue is also used with some other grasses.
Tylophora
Arecoline
An alkaloid obtained from the betel nut (Areca catechu), fruit of a palm tree. It is an agonist at both muscarinic and nicotinic acetylcholine receptors. It is used in the form of various salts as a ganglionic stimulant, a parasympathomimetic, and a vermifuge, especially in veterinary practice. It has been used as a euphoriant in the Pacific Islands.
Stemonaceae
Plant Stems
Huperzia
Cissampelos
A plant genus of the family MENISPERMACEAE. Members contain eletefine (a stephaoxocane alkaloid) and tropoloisoquinoline and protoberberine ALKALOIDS.
Chelidonium
A plant genus in the family PAPAVERACEAE, order Papaverales, subclass Magnoliidae.
Carbolines
Phenylpropanolamine
Acridones
Acremonium
Carbon-Nitrogen Lyases
Enzymes that catalyze the cleavage of a carbon-nitrogen bond by means other than hydrolysis or oxidation. Subclasses are the AMMONIA-LYASES, the AMIDINE-LYASES, the amine-lyases, and other carbon-nitrogen lyases. EC 4.3.
Spiro Compounds
Gelsemium
Pacific States
Drug Screening Assays, Antitumor
Prenylation
Chromatography, High Pressure Liquid
Harringtonines
Tomatine
Monoterpenes
Compounds with a core of 10 carbons generally formed via the mevalonate pathway from the combination of 3,3-dimethylallyl pyrophosphate and isopentenyl pyrophosphate. They are cyclized and oxidized in a variety of ways. Due to the low molecular weight many of them exist in the form of essential oils (OILS, VOLATILE).
Lycoris
A plant genus of the family LILIACEAE. Members contain radiatine, vittatine, haemanthamine, lycorenine, dihydrolycorine, lycorine, lycoricidinol and lycoricidine.
Cryptocarya
A plant genus of the family LAURACEAE. Members contain cryptofolione, caryachine, grandisin and other compounds. Some PEUMUS species have been reclassified as CRYPTOCARYA.
Hydrastis
Cephaelis
Solanaceae
Oxytropis
A plant genus of the family FABACEAE. Members contain SWAINSONINE.
Agelas
Ipomoea
Biological Products
Crinum
A plant genus of the family LILIACEAE that contains ALKALOIDS.
Lolium
Iridoids
A type of MONOTERPENES, derived from geraniol. They have the general form of cyclopentanopyran, but in some cases, one of the rings is broken as in the case of secoiridoid. They are different from the similarly named iridals (TRITERPENES).
Phenanthrenes
Nelumbo
Fritillaria
A plant genus of the family LILIACEAE. Members of this genus produce imperialine, a steroidal alkaloid which acts at muscarinic receptors.
Murraya
A plant genus of the family RUTACEAE. Members contain murrayanine, koenine, isomahanine, kwangsine, siamenol, murrayafoline A, murrayaquinone A and other cytotoxic carbazolequinones.
Menispermaceae
Inhibitory Concentration 50
Biosynthetic Pathways
Ranunculaceae
Heterocyclic Compounds, Bridged-Ring
Spectrometry, Mass, Electrospray Ionization
A mass spectrometry technique used for analysis of nonvolatile compounds such as proteins and macromolecules. The technique involves preparing electrically charged droplets from analyte molecules dissolved in solvent. The electrically charged droplets enter a vacuum chamber where the solvent is evaporated. Evaporation of solvent reduces the droplet size, thereby increasing the coulombic repulsion within the droplet. As the charged droplets get smaller, the excess charge within them causes them to disintegrate and release analyte molecules. The volatilized analyte molecules are then analyzed by mass spectrometry.
Tetrahydroisoquinolines
A group of ISOQUINOLINES in which the nitrogen containing ring is protonated. They derive from the non-enzymatic Pictet-Spengler condensation of CATECHOLAMINES with ALDEHYDES.
Thebaine
A drug that is derived from opium, which contains from 0.3-1.5% thebaine depending on its origin. It produces strychnine-like convulsions rather than narcosis. It may be habit-forming and is a controlled substance (opiate) listed in the U.S. Code of Federal Regulations, Title 21 Part 1308.12 (1985). (From Merck Index, 11th ed)
Swainsonine
An indolizidine alkaloid from the plant Swainsona canescens that is a potent alpha-mannosidase inhibitor. Swainsonine also exhibits antimetastatic, antiproliferative, and immunomodulatory activity.
Ellipticines
Rhizome
Strychnos nux-vomica
A plant genus of the genus STRYCHNOS, family LOGANIACEAE that is the source of STRYCHNINE.
Iridoid Glucosides
Piper
Angiosperms
Members of the group of vascular plants which bear flowers. They are differentiated from GYMNOSPERMS by their production of seeds within a closed chamber (OVARY, PLANT). The Angiosperms division is composed of two classes, the monocotyledons (Liliopsida) and dicotyledons (Magnoliopsida). Angiosperms represent approximately 80% of all known living plants.
Indoles
Eschscholzia
A plant genus of the family PAPAVERACEAE that contains benzo[c]phenanthridine alkaloids.
Endophytes
An endosymbiont that is either a bacterium or fungus living part of its life in a plant. Endophytes can benefit host plants by preventing pathogenic organisms from colonizing them.
Monocrotaline
A pyrrolizidine alkaloid and a toxic plant constituent that poisons livestock and humans through the ingestion of contaminated grains and other foods. The alkaloid causes pulmonary artery hypertension, right ventricular hypertrophy, and pathological changes in the pulmonary vasculature. Significant attenuation of the cardiopulmonary changes are noted after oral magnesium treatment.
Omasum
The third stomach of ruminants, situated on the right side of the abdomen at a higher level than the fourth stomach and between this latter and the second stomach, with both of which it communicates. From its inner surface project large numbers of leaves or folia, each of which possesses roughened surfaces. In the center of each folium is a band of muscle fibers which produces a rasping movement of the leaf when it contracts. One leaf rubs against those on either side of it, and large particles of food material are ground down between the rough surfaces, preparatory to further digestion in the succeeding parts of the alimentary canal. (Black's Veterinary Dictionary, 17th ed)
Quinolines
Cinchona
A genus of rubiaceous South American trees that yields the toxic CINCHONA ALKALOIDS from their bark; QUININE; QUINIDINE; chinconine, cinchonidine and others are used to treat MALARIA and CARDIAC ARRHYTHMIAS.
Indicators and Reagents
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Pilocarpus
A plant genus of the family RUTACEAE that is the natural source of PILOCARPINE.