Conium
Encyclopedia
Conium is a genus
Genus
In biology, a genus is a low-level taxonomic rank used in the biological classification of living and fossil organisms, which is an example of definition by genus and differentia...

 of two species of highly poisonous perennial
Perennial plant
A perennial plant or simply perennial is a plant that lives for more than two years. The term is often used to differentiate a plant from shorter lived annuals and biennials. The term is sometimes misused by commercial gardeners or horticulturalists to describe only herbaceous perennials...

 herbaceous
Herbaceous plant
A herbaceous plant is a plant that has leaves and stems that die down at the end of the growing season to the soil level. They have no persistent woody stem above ground...

 flowering plant
Flowering plant
The flowering plants , also known as Angiospermae or Magnoliophyta, are the most diverse group of land plants. Angiosperms are seed-producing plants like the gymnosperms and can be distinguished from the gymnosperms by a series of synapomorphies...

s in the family Apiaceae
Apiaceae
The Apiaceae , commonly known as carrot or parsley family, is a group of mostly aromatic plants with hollow stems. The family is large, with more than 3,700 species spread across 434 genera, it is the sixteenth largest family of flowering plants...

, native to Europe
Europe
Europe is, by convention, one of the world's seven continents. Comprising the westernmost peninsula of Eurasia, Europe is generally 'divided' from Asia to its east by the watershed divides of the Ural and Caucasus Mountains, the Ural River, the Caspian and Black Seas, and the waterways connecting...

 and the Mediterranean region as Conium maculatum, and to southern Africa
Africa
Africa is the world's second largest and second most populous continent, after Asia. At about 30.2 million km² including adjacent islands, it covers 6% of the Earth's total surface area and 20.4% of the total land area...

 as Conium chaerophylloides.

Conium maculatum

By far the most familiar species is Conium maculatum (Hemlock or Poison Hemlock). It is a herbaceous
Herbaceous
A herbaceous plant is a plant that has leaves and stems that die down at the end of the growing season to the soil level. They have no persistent woody stem above ground...

 biennial plant
Biennial plant
A biennial plant is a flowering plant that takes two years to complete its biological lifecycle. In the first year the plant grows leaves, stems, and roots , then it enters a period of dormancy over the colder months. Usually the stem remains very short and the leaves are low to the ground, forming...

 which grows between 1.5 – tall, with a smooth green stem, usually spotted or streaked with red or purple on the lower half of the stem. The leaves
Leaf
A leaf is an organ of a vascular plant, as defined in botanical terms, and in particular in plant morphology. Foliage is a mass noun that refers to leaves as a feature of plants....

 are finely divided and lacy, overall triangular in shape, up to 50 centimetres (19.7 in) long and 40 centimetres (15.7 in) broad. The flower
Flower
A flower, sometimes known as a bloom or blossom, is the reproductive structure found in flowering plants . The biological function of a flower is to effect reproduction, usually by providing a mechanism for the union of sperm with eggs...

s are small, white, clustered in umbel
Umbel
An umbel is an inflorescence which consists of a number of short flower stalks which are equal in length and spread from a common point, somewhat like umbrella ribs....

s up to 10 – across. When crushed, the leaves and root emit a rank, unpleasant odour often compared to that of parsnip
Parsnip
The parsnip is a root vegetable related to the carrot. Parsnips resemble carrots, but are paler than most carrots and have a sweeter taste, especially when cooked. The buttery, slightly spicy, sweet flavor of cooked mature parsnips is reminiscent of butterscotch, honey, and subtle cardamom...

s.

Name

Conium maculatum is known by several common names. As well as the English "Poison hemlock" and the Irish
Hiberno-English
Hiberno-English is the dialect of English written and spoken in Ireland .English was first brought to Ireland during the Norman invasion of the late 12th century. Initially it was mainly spoken in an area known as the Pale around Dublin, with Irish spoken throughout the rest of the country...

 "Devil's Porridge", there are also Beaver Poison, Herb Bennet (not to be confused with the geranium of that name), Musquash Root, Poison Parsley, Spotted Corobane and Spotted Hemlock. The seeds are sometimes called Kecksies or Kex.

Distribution

Conium maculatum is native in temperate
Temperate
In geography, temperate or tepid latitudes of the globe lie between the tropics and the polar circles. The changes in these regions between summer and winter are generally relatively moderate, rather than extreme hot or cold...

 regions of Europe
Europe
Europe is, by convention, one of the world's seven continents. Comprising the westernmost peninsula of Eurasia, Europe is generally 'divided' from Asia to its east by the watershed divides of the Ural and Caucasus Mountains, the Ural River, the Caspian and Black Seas, and the waterways connecting...

, West Asia, as well as North Africa
North Africa
North Africa or Northern Africa is the northernmost region of the African continent, linked by the Sahara to Sub-Saharan Africa. Geopolitically, the United Nations definition of Northern Africa includes eight countries or territories; Algeria, Egypt, Libya, Morocco, South Sudan, Sudan, Tunisia, and...

. It has been introduced and naturalised in many other areas, including Asia
Asia
Asia is the world's largest and most populous continent, located primarily in the eastern and northern hemispheres. It covers 8.7% of the Earth's total surface area and with approximately 3.879 billion people, it hosts 60% of the world's current human population...

, North America
North America
North America is a continent wholly within the Northern Hemisphere and almost wholly within the Western Hemisphere. It is also considered a northern subcontinent of the Americas...

, Australia
Australia
Australia , officially the Commonwealth of Australia, is a country in the Southern Hemisphere comprising the mainland of the Australian continent, the island of Tasmania, and numerous smaller islands in the Indian and Pacific Oceans. It is the world's sixth-largest country by total area...

, and New Zealand
New Zealand
New Zealand is an island country in the south-western Pacific Ocean comprising two main landmasses and numerous smaller islands. The country is situated some east of Australia across the Tasman Sea, and roughly south of the Pacific island nations of New Caledonia, Fiji, and Tonga...

. It is often found on poorly drained soils, particularly near streams, ditches, and other surface water. It also appears on roadsides, edges of cultivated fields, and waste areas. It is considered an Invasive species
Invasive species
"Invasive species", or invasive exotics, is a nomenclature term and categorization phrase used for flora and fauna, and for specific restoration-preservation processes in native habitats, with several definitions....

 in twelve U.S. state
U.S. state
A U.S. state is any one of the 50 federated states of the United States of America that share sovereignty with the federal government. Because of this shared sovereignty, an American is a citizen both of the federal entity and of his or her state of domicile. Four states use the official title of...

s, including California
California
California is a state located on the West Coast of the United States. It is by far the most populous U.S. state, and the third-largest by land area...

.

Ecology

Conium maculatum grows in damp areas. It is used as a food plant by the larva
Larva
A larva is a distinct juvenile form many animals undergo before metamorphosis into adults. Animals with indirect development such as insects, amphibians, or cnidarians typically have a larval phase of their life cycle...

e of some Lepidoptera
Lepidoptera
Lepidoptera is a large order of insects that includes moths and butterflies . It is one of the most widespread and widely recognizable insect orders in the world, encompassing moths and the three superfamilies of butterflies, skipper butterflies, and moth-butterflies...

 species including Silver-ground Carpet
Silver-ground Carpet
The Silver-ground Carpet is a moth of the family Geometridae. It is common throughout the Palearctic region, the Near East and North Africa....

. Poison hemlock flourishes in the spring, when most other forage is gone. All plant parts are poisonous but once the plant is dried, the poison is greatly reduced, although not gone completely.

Biochemistry

C. maculatum is a weed known almost worldwide by its toxicity to many domestic animals and to human beings. It is an Apiaceae
Apiaceae
The Apiaceae , commonly known as carrot or parsley family, is a group of mostly aromatic plants with hollow stems. The family is large, with more than 3,700 species spread across 434 genera, it is the sixteenth largest family of flowering plants...

, characterized by long, hollow stems, reaching up to 2 m height at maturity, producing a large amount of lush foliage during its vegetative growth. Its flowers are white, grouped in umbels formed by numerous umbellules. It produces a large number of seeds that allow the plant to form thick stands in modified soils, sometimes encroaching on cultivated fields, to the extent of impeding the growth of any other vegetation inside the C. maculatum area of growth.

Eight piperidinic alkaloids have been identified in this species. Two of them, gamma-coniceine and coniine
Coniine
Coniine is a poisonous alkaloid found in poison hemlock and the yellow pitcher plant, and contributes to hemlock's fetid smell. It is a neurotoxin which disrupts the peripheral nervous system. It is toxic to humans and all classes of livestock; less than 0.2g is fatal to humans, with death caused...

 are generally the most abundant and they account for most of the plant's acute and chronic toxicity. These alkaloids are synthesized by the plant from eight acetate units from the metabolic pool, forming a polyketoacid which cyclises through an aminotransferase and forms gamma-coniceine as the parent alkaloid via reduction by a NADPH-dependent reductase.

Poison

Conium contains the pyridine alkaloid
Alkaloid
Alkaloids are a group of naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids...

s coniine
Coniine
Coniine is a poisonous alkaloid found in poison hemlock and the yellow pitcher plant, and contributes to hemlock's fetid smell. It is a neurotoxin which disrupts the peripheral nervous system. It is toxic to humans and all classes of livestock; less than 0.2g is fatal to humans, with death caused...

, N-methylconiine
N-Methylconiine
N-Methylconiine is a poisonous alkaloid found in poison hemlock in small quantities.-Isolation and properties:The D--stereoisomer of N-methylconiine is reported to occur in hemlock in small quantities, and methods for its isolation are described by Wolffenstein and by von Braun. It is a colourless,...

, conhydrine
Conhydrine
Conhydrine is a poisonous alkaloid found in poison hemlock in small quantities.-Isolation and properties:This oxygenated alkaloid was isolated by Wertheim. It crystallises in colourless leaflets, has a coniine-like odour, can be sublimed, and is strongly basic. It crystallises readily from ether....

, pseudoconhydrine and γ-coniceine (or g-coniceïne), which is the precursor of the other hemlock alkaloids.

The most important and toxic of these is coniine
Coniine
Coniine is a poisonous alkaloid found in poison hemlock and the yellow pitcher plant, and contributes to hemlock's fetid smell. It is a neurotoxin which disrupts the peripheral nervous system. It is toxic to humans and all classes of livestock; less than 0.2g is fatal to humans, with death caused...

, which has a chemical structure similar to nicotine
Nicotine
Nicotine is an alkaloid found in the nightshade family of plants that constitutes approximately 0.6–3.0% of the dry weight of tobacco, with biosynthesis taking place in the roots and accumulation occurring in the leaves...

. Coniine is a neurotoxin
Neurotoxin
A neurotoxin is a toxin that acts specifically on nerve cells , usually by interacting with membrane proteins such as ion channels. Some sources are more general, and define the effect of neurotoxins as occurring at nerve tissue...

, which disrupts the workings of the central nervous system
Central nervous system
The central nervous system is the part of the nervous system that integrates the information that it receives from, and coordinates the activity of, all parts of the bodies of bilaterian animals—that is, all multicellular animals except sponges and radially symmetric animals such as jellyfish...

 and is toxic to human
Human
Humans are the only living species in the Homo genus...

s and all classes of livestock
Livestock
Livestock refers to one or more domesticated animals raised in an agricultural setting to produce commodities such as food, fiber and labor. The term "livestock" as used in this article does not include poultry or farmed fish; however the inclusion of these, especially poultry, within the meaning...

. Ingestion in any quantity can result in respiratory collapse and death.
Coniine causes death by blocking the neuromuscular junction
Neuromuscular junction
A neuromuscular junction is the synapse or junction of the axon terminal of a motor neuron with the motor end plate, the highly-excitable region of muscle fiber plasma membrane responsible for initiation of action potentials across the muscle's surface, ultimately causing the muscle to contract...

 in a manner similar to curare
Curare
Curare is a common name for various arrow poisons originating from South America. The three main types of curare are:* tubocurare...

; this results in an ascending muscular paralysis with eventual paralysis of the respiratory muscles which results in death due to lack of oxygen to the heart and brain. Death can be prevented by artificial ventilation
Mechanical ventilation
In medicine, mechanical ventilation is a method to mechanically assist or replace spontaneous breathing. This may involve a machine called a ventilator or the breathing may be assisted by a physician, respiratory therapist or other suitable person compressing a bag or set of bellows...

 until the effects have worn off 48–72 hours later. For an adult the ingestion of more than 100 mg of coniine (approximately 6 to 8 fresh leaves, or a smaller dose of the seeds or root) may be fatal.

Isolation of the alkaloids

Of the total alkaloids of hemlock isolated by the method of Chemnitius and fractionally distilled, the portion boiling up to 190 °C contains most of the coniine
Coniine
Coniine is a poisonous alkaloid found in poison hemlock and the yellow pitcher plant, and contributes to hemlock's fetid smell. It is a neurotoxin which disrupts the peripheral nervous system. It is toxic to humans and all classes of livestock; less than 0.2g is fatal to humans, with death caused...

, γ-coniceine and N-methylconiine
N-Methylconiine
N-Methylconiine is a poisonous alkaloid found in poison hemlock in small quantities.-Isolation and properties:The D--stereoisomer of N-methylconiine is reported to occur in hemlock in small quantities, and methods for its isolation are described by Wolffenstein and by von Braun. It is a colourless,...

, while conhydrine
Conhydrine
Conhydrine is a poisonous alkaloid found in poison hemlock in small quantities.-Isolation and properties:This oxygenated alkaloid was isolated by Wertheim. It crystallises in colourless leaflets, has a coniine-like odour, can be sublimed, and is strongly basic. It crystallises readily from ether....

 and ψ-conhydrine remain in the higher boiling residues. For the separation of coniine from coniceine, Wolffenstein recommends conversion into hydrochlorides. These are dried and extracted with acetone
Acetone
Acetone is the organic compound with the formula 2CO, a colorless, mobile, flammable liquid, the simplest example of the ketones.Acetone is miscible with water and serves as an important solvent in its own right, typically as the solvent of choice for cleaning purposes in the laboratory...

, which dissolves coniceine hydrochloride, leaving the coniine salt, from which the base may then be regenerated. For final purification the coniine is converted into the D-hydrogen tartrate. It is sometimes necessary to start crystallisation by adding a crystal of the desired salt. von Braun distills the crude mixed alkaloids until the temperature rises to 190 °C, benzoylates
Benzoyl chloride
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C6H5COCl. It is a colourless, fuming liquid with an irritating odour...

 the distillate, extracts the tertiary bases by shaking an ethereal solution with dilute acid, pours the concentrated ethereal solution into light petroleum
Petroleum ether
Petroleum ether, also known as benzine, VM&P Naphtha, Petroleum Naphtha, Naphtha ASTM, Petroleum Spirits, X4 or Ligroin, is a group of various volatile, highly flammable, liquid hydrocarbon mixtures used chiefly as nonpolar solvents...

 to precipitate most of the benzoyl-δ-aminobutyl propyl ketone formed by the action of benzoyl chloride
Benzoyl chloride
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C6H5COCl. It is a colourless, fuming liquid with an irritating odour...

 on coniceine, distills the solvent from the filtrate and collects from the residue the fraction boiling at 200-210 °C/16 mmHg, which is nearly pure benzoylconiine (bp. 203-4 °C/16 mmHg). From this a mixture of D- and L-coniines is obtained by hydrolysis
Hydrolysis
Hydrolysis is a chemical reaction during which molecules of water are split into hydrogen cations and hydroxide anions in the process of a chemical mechanism. It is the type of reaction that is used to break down certain polymers, especially those made by condensation polymerization...

, the former predominating.

Socrates

In ancient Greece, hemlock was used to poison condemned prisoners. The most famous victim of hemlock poisoning is the philosopher Socrates
Socrates
Socrates was a classical Greek Athenian philosopher. Credited as one of the founders of Western philosophy, he is an enigmatic figure known chiefly through the accounts of later classical writers, especially the writings of his students Plato and Xenophon, and the plays of his contemporary ...

. After being condemned to death for impiety
Impiety
Impiety is classically a lack of proper concern for the obligations owed to public religious observation or cult. Impiety was a main Pagan objection to Christianity, for unlike other initiates into mystery religions, early Christians refused to cast a pinch of incense before the images of the gods,...

 in 399 BC
399 BC
Year 399 BC was a year of the pre-Julian Roman calendar. At the time, it was known as the Year of the Tribunate of Augurinus, Longus, Priscus, Cicurinus, Rufus and Philo...

, Socrates was given a potent infusion
Infusion
An infusion is the outcome of steeping plants with desired chemical compounds or flavors in water or oil.-History:The first recorded use of essential oils was in the 10th or 11th century by the Persian polymath Avicenna, possibly in The Canon of Medicine.-Preparation techniques:An infusion is very...

 of the hemlock plant. Plato
Plato
Plato , was a Classical Greek philosopher, mathematician, student of Socrates, writer of philosophical dialogues, and founder of the Academy in Athens, the first institution of higher learning in the Western world. Along with his mentor, Socrates, and his student, Aristotle, Plato helped to lay the...

 described Socrates' death in the Phaedo
Phaedo
Plato's Phaedo is one of the great dialogues of his middle period, along with the Republic and the Symposium. The Phaedo, which depicts the death of Socrates, is also Plato's seventh and last dialogue to detail the philosopher's final days .In the dialogue, Socrates...

:
Although many have questioned whether this is a factual account, careful attention to Plato's words, modern and ancient medicine, and other ancient Greek sources point to the above account being consistent with Conium poisoning.

Effects on animals

C. maculatum is poisonous to animals. In a short time the alkaloids produce a potentially fatal neuromuscular blockage when the respiratory muscle
Respiratory system
The respiratory system is the anatomical system of an organism that introduces respiratory gases to the interior and performs gas exchange. In humans and other mammals, the anatomical features of the respiratory system include airways, lungs, and the respiratory muscles...

s are affected. Acute toxicity
Acute toxicity
Acute toxicity describes the adverse effects of a substance that result either from a single exposure or from multiple exposures in a short space of time...

, if not lethal, may resolve in the spontaneous recovery of the affected animals provided further exposure is avoided. It has been observed that poisoned animals tend to return to feed on this plant. Chronic toxicity
Chronic toxicity
Chronic toxicity is a property of a substance that has toxic effects on a living organism, when that organism is exposed to the substance continuously or repeatedly. Compared with acute toxicity.Two distinct situations need to be considered:...

 affects only pregnant animals. When they are poisoned by C. maculatum during the fetus's organ formation period, the offspring is born with malformations, mainly palatoschisis and multiple congenital contractures (MCC; frequently described as arthrogryposis
Arthrogryposis
Arthrogryposis, also known as Arthrogryposis Multiplex Congenita, is a rare congenital disorder that is characterized by multiple joint contractures and can include muscle weakness and fibrosis. It is a non-progressive disease...

). Chronic toxicity is irreversible and although MCC can be surgically corrected in some cases, most of the malformed animals are lost. Since no specific antidote is available, prevention is the only way to deal with the production losses caused by the plant. Control with herbicide
Herbicide
Herbicides, also commonly known as weedkillers, are pesticides used to kill unwanted plants. Selective herbicides kill specific targets while leaving the desired crop relatively unharmed. Some of these act by interfering with the growth of the weed and are often synthetic "imitations" of plant...

s and grazing with less susceptible animals (such as sheep) have been suggested. C. maculatum alkaloids can enter the human food chain via milk
Milk
Milk is a white liquid produced by the mammary glands of mammals. It is the primary source of nutrition for young mammals before they are able to digest other types of food. Early-lactation milk contains colostrum, which carries the mother's antibodies to the baby and can reduce the risk of many...

 and fowl
Fowl
Fowl is a word for birds in general but usually refers to birds belonging to one of two biological orders, namely the gamefowl or landfowl and the waterfowl...

. Such losses may be underestimated, at least in some regions, because of the difficulty in associating malformations with the much earlier maternal poisoning.

Medicinal uses

Poison hemlock has been used as a sedative
Sedative
A sedative or tranquilizer is a substance that induces sedation by reducing irritability or excitement....

 and for its antispasmodic
Antispasmodic
An antispasmodic is a drug or a herb that suppresses muscle spasms.-Smooth muscle spasm:One type of antispasmodics is used for smooth muscle contraction, especially in tubular organs of the gastrointestinal tract...

 properties. It was also used by Greek
Greeks
The Greeks, also known as the Hellenes , are a nation and ethnic group native to Greece, Cyprus and neighboring regions. They also form a significant diaspora, with Greek communities established around the world....

 and Persian
Persian people
The Persian people are part of the Iranian peoples who speak the modern Persian language and closely akin Iranian dialects and languages. The origin of the ethnic Iranian/Persian peoples are traced to the Ancient Iranian peoples, who were part of the ancient Indo-Iranians and themselves part of...

 physicians for a variety of problems, such as arthritis
Arthritis
Arthritis is a form of joint disorder that involves inflammation of one or more joints....

. It wasn't always effective, however, as the difference between a therapeutic and a toxic amount (the therapeutic index
Therapeutic index
The therapeutic index is a comparison of the amount of a therapeutic agent that causes the therapeutic effect to the amount that causes death or toxicity ....

) is very slight. Overdoses can produce paralysis
Paralysis
Paralysis is loss of muscle function for one or more muscles. Paralysis can be accompanied by a loss of feeling in the affected area if there is sensory damage as well as motor. A study conducted by the Christopher & Dana Reeve Foundation, suggests that about 1 in 50 people have been diagnosed...

 and loss of speech, followed by depression of the respiratory function
Respiratory system
The respiratory system is the anatomical system of an organism that introduces respiratory gases to the interior and performs gas exchange. In humans and other mammals, the anatomical features of the respiratory system include airways, lungs, and the respiratory muscles...

, and then death
Death
Death is the permanent termination of the biological functions that sustain a living organism. Phenomena which commonly bring about death include old age, predation, malnutrition, disease, and accidents or trauma resulting in terminal injury....

.

In film

1958 Soviet film
Cinema of the Soviet Union
The cinema of the Soviet Union, not to be confused with "Cinema of Russia" despite Russian language films being predominant in both genres, includes several film contributions of the constituent republics of the Soviet Union reflecting elements of their pre-Soviet culture, language and history,...

 Penkov Affair (1958 film) (Дело было в Пенькове) Larisa can be seen making a hemlock "tea" in an attempted murder
Attempted murder
Attempted murder is a crime in England and Wales and Northern Ireland.-Today:In English criminal law, attempted murder is the crime of more than merely preparing to commit unlawful killing and at the same time having a specific intention to cause the death of human being under the Queen's Peace...

for rival Tonia.

External links

The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.
 
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