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Piperidine Alkaloids
Piperidine alkaloids are naturally occurring chemical compounds from the group of alkaloids, which are chemically derived from piperidine. Alkaloids with a piperidine building block are widespread and are usually further subdivided according to their occurrence and biogenetic origin. The most important representative of piperidine alkaloids is piperine, which is responsible for the pungent taste of pepper. The piperidine alkaloids also include the sedum alkaloids (e.g. sedamine), pelletierine, the lobelia alkaloids (e.g. lobeline), the conium alkaloids (such as coniine) and the pinus alkaloids. Piperin.svg, Piperine Lobeline Structural Formula V2.svg, Lobeline (S)-Coniine Structural Formula V.1.svg, (''S'')-Coniine (2R,8R)-Sedamine Structural Formula V4.svg, Sedamin Solenopsin Structural Formula V.1.svg, Solenopsin Solenopsin is a lipophilic alkaloid with the molecular formula C17H35N found in the venom of fire ants (''Solenopsis''). It is considered the primary toxin in ...
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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using ...
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Alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , ,

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Piperidine
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor described as objectionable, and typical of amines. The name comes from the genus name '' Piper'', which is the Latin word for pepper. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins. Production Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: : C5H5N + 3 H2 → C5H10NH Pyridine can also be redu ...
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Building Block (chemistry)
Building block is a term in chemistry which is used to describe a virtual molecular fragment or a real chemical compound the molecules of which possess reactive functional groups. Building blocks are used for bottom-up modular assembly of molecular architectures: nano-particles, metal-organic frameworks, organic molecular constructs, supra-molecular complexes. Using building blocks ensures strict control of what a final compound or a (supra)molecular construct will be. Building blocks for medicinal chemistry In medicinal chemistry, the term defines either imaginable, virtual molecular fragments or chemical reagents from which drugs or drug candidates might be constructed or synthetically prepared. Virtual building blocks Virtual building blocks are used in drug discovery for drug design and virtual screening, addressing the desire to have controllable molecular morphologies that interact with biological targets. Of special interest for this purpose are the building blocks co ...
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Piperine
Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper. It has been used in some forms of traditional medicine. Preparation Due to its poor solubility in water, piperine is typically extracted from black pepper by using organic solvents like dichloromethane. The amount of piperine varies from 1–2% in long pepper, to 5–10% in commercial white and black peppers. Piperine can also be prepared by treating a concentrated alcoholic extract of black pepper with an alcoholic solution of potassium hydroxide to remove resin (said to contain chavicine, an isomer of piperine). The solution is decanted from the insoluble residue and left to stand overnight. During this period, the alkaloid slowly crystallizes from the solution. Piperine has been synthesized by the action of piperonoyl chloride on piperidine. Reactions Piperine forms salts only with strong acids. The platinichloride B4·H2PtCl6 forms orange-red needle ...
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Sedum Alkaloids
''Sedum'' is a large genus of flowering plants in the family Crassulaceae, members of which are commonly known as stonecrops. The genus has been described as containing up to 600 species, subsequently reduced to 400–500. They are leaf succulents found primarily in the Northern Hemisphere, but extending into the southern hemisphere in Africa and South America. The plants vary from annual and creeping herbs to shrubs. The plants have water-storing leaves. The flowers usually have five petals, seldom four or six. There are typically twice as many stamens as petals. Various species formerly classified as ''Sedum'' are now in the segregate genera '' Hylotelephium'' and ''Rhodiola''. Well-known European species of ''Sedum'' are ''Sedum acre'', '' Sedum album'', '' Sedum dasyphyllum'', '' Sedum reflexum'' (also known as ''Sedum rupestre'') and '' Sedum hispanicum''. Description ''Sedum'' is a genus that includes annual, biennial, and perennial herbs. They are characterised by ...
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Lobelia Alkaloids
''Lobelia'' () is a genus of flowering plants comprising 415 species, with a subcosmopolitan distribution primarily in tropical to warm temperate regions of the world, a few species extending into cooler temperate regions.Huxley, A., ed. (1992). ''New RHS Dictionary of Gardening''. Macmillan . They are known generally as lobelias.''Lobelia''.
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Description

The genus ''Lobelia'' comprises a substantial number of large and small annual, perennial and shrubby species, hardy and tender, from a variety of habitats, in a range of colours. Many species appear totally dissimilar f ...
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Lobeline
Lobeline is a pyridine alkaloid found in a variety of plants, particularly those in the genus ''Lobelia'', including Indian tobacco (''Lobelia inflata''), Devil's tobacco (''Lobelia tupa''), great lobelia (''Lobelia siphilitica''), ''Lobelia chinensis'', and '' Hippobroma longiflora''. In its pure form, it is a white amorphous powder which is freely soluble in water. Potential uses Lobeline has been sold, in tablet form, for use as a smoking cessation aid, but scientific research has not provided supporting evidence for this use. Lobeline has also been studied for the treatment of other drug addictions such as addiction to amphetamines, cocaine, or alcohol; however, there is limited clinical evidence of any efficacy. Toxicity Ingestion of lobeline may cause nausea, vomiting, diarrhea, coughing, dizziness, visual disturbances, hearing disturbances, mental confusion, weakness, slowed heart rate, increased blood pressure, increased breathing rate, tremors, and seizures. Lobeline ...
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Coniine
Coniine is a poisonous chemical compound, an alkaloid present in and isolable from poison hemlock ('' Conium maculatum''), where its presence has been a source of significant economic, medical, and historico-cultural interest; coniine is also produced by the yellow pitcher plant ('' Sarracenia flava''), and fool's parsley (''Aethusa cynapium''). Its ingestion and extended exposure are toxic to humans and all classes of livestock; its mechanism of poisoning involves disruption of the central nervous system, with death caused by respiratory paralysis. The biosynthesis of coniine contains as its penultimate step the non-enzymatic cyclisation of 5-oxooctylamine to γ-coniceine, a Schiff base differing from coniine only by its carbon-nitrogen double bond in the ring. This pathway results in natural coniine that is a mixture—a racemate—composed of two enantiomers, the stereoisomers (''S'')-(+)-coniine and (''R'')-(−)-coniine, depending on the direction taken by the chain that b ...
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Pinus Alkaloids
A pine is any conifer tree or shrub in the genus ''Pinus'' () of the family Pinaceae. ''Pinus'' is the sole genus in the subfamily Pinoideae. The World Flora Online created by the Royal Botanic Gardens, Kew and Missouri Botanical Garden accepts 187 species names of pines as current, together with more synonyms. The American Conifer Society (ACS) and the Royal Horticultural Society accept 121 species. Pines are commonly found in the Northern Hemisphere. ''Pine'' may also refer to the lumber derived from pine trees; it is one of the more extensively used types of lumber. The pine family is the largest conifer family and there are currently 818 named cultivars (or trinomials) recognized by the ACS. Description Pine trees are evergreen, coniferous resinous trees (or, rarely, shrubs) growing tall, with the majority of species reaching tall. The smallest are Siberian dwarf pine and Potosi pinyon, and the tallest is an tall ponderosa pine located in southern Oregon's Rogue Riv ...
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Piperine
Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper. It has been used in some forms of traditional medicine. Preparation Due to its poor solubility in water, piperine is typically extracted from black pepper by using organic solvents like dichloromethane. The amount of piperine varies from 1–2% in long pepper, to 5–10% in commercial white and black peppers. Piperine can also be prepared by treating a concentrated alcoholic extract of black pepper with an alcoholic solution of potassium hydroxide to remove resin (said to contain chavicine, an isomer of piperine). The solution is decanted from the insoluble residue and left to stand overnight. During this period, the alkaloid slowly crystallizes from the solution. Piperine has been synthesized by the action of piperonoyl chloride on piperidine. Reactions Piperine forms salts only with strong acids. The platinichloride B4·H2PtCl6 forms orange-red needle ...
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