Drimane
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Drimane
Drimane is a bicyclic sesquiterpene. It is the parent structure of many natural products with various biological activity. Among the notable drimanes are: *Polygodial, found in several different plants *Multiple compounds found in several members of the family Canellaceae The Canellaceae are a family of flowering plants in the order Canellales.Walter S. Judd, Christopher S. Campbell, Elizabeth A. Kellogg, Peter F. Stevens, and Michael J. Donoghue. 2008. ''Plant Systematics: A Phylogenetic Approach'', Third Editio ... References Sesquiterpenes {{organic-chem-stub ...
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Bicyclic
In chemistry, a bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least two elements), like DABCO. Moreover, the two rings can both be aliphatic (''e.g.'' decalin and norbornane), or can be aromatic (''e.g.'' naphthalene), or a combination of aliphatic and aromatic (''e.g.'' tetralin). Three modes of ring junction are possible for a bicyclic compound: * In spirocyclic compounds, the two rings share only one single atom, the spiro atom, which is usually a quaternary carbon. An example of a spirocyclic compound is the photochromic switch spiropyran. * In fused/condensed bicyclic compounds, two rings share two adjacent atoms. In other words, the rings share one covalent bond, ''i.e.'' the so-called bridgehead atoms are directly ...
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Sesquiterpene
Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many unique combinations. Biochemical modifications such as oxidation or rearrangement produce the related sesquiterpenoids. Sesquiterpenes are found naturally in plants and insects, as semiochemicals, e.g. defensive agents or pheromones. Biosynthesis and examples The reaction of geranyl pyrophosphate with isopentenyl pyrophosphate results in the 15-carbon farnesyl pyrophosphate (FPP), which is an intermediate in the biosynthesis of sesquiterpenes such as farnesene. Cyclic sesquiterpenes are more common than cyclic monoterpenes because of the increased chain length and additional double bond in the sesquiterpene precursors. In addition to common six-membered ring systems such as the ones found in zingiberene and bisacurone, cyclization of one end of the chain to the other end can l ...
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Parent Structure
In chemistry, a parent structure is the Chemical structure, structure of an unadorned ion or molecule from which Derivative (chemistry), derivatives can be visualized. Parent structures underpin systematic nomenclature and facilitate classification. Fundamental parent structures have one or no functional groups and often have various types of symmetry. Benzene () is a chemical itself consisting of a hexagonal Ring (chemistry), ring of carbon atoms with a hydrogen atom attached to each, and is the parent of many derivatives that have substituent atoms or groups replacing one or more of the hydrogens. Some parents are rare or nonexistent themselves, as in the case of porphine, though many simple and complex derivatives are known. File:Benzene circle.png, Benzene is the parent. File:Toluene-vec.svg, Toluene is a derivative of benzene. File:Porphyrin.svg, Porphine is the parent of porphyrins. File:PPIXtransH.png, Protoporphyrin IX is a natural derivative of the parent porphine. Fi ...
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Natural Product
A natural product is a natural compound or substance produced by a living organism—that is, found in nature. In the broadest sense, natural products include any substance produced by life. Natural products can also be prepared by chemical synthesis (both semisynthesis and total synthesis) and have played a central role in the development of the field of organic chemistry by providing challenging synthetic targets. The term natural product has also been extended for commercial purposes to refer to cosmetics, dietary supplements, and foods produced from natural sources without added artificial ingredients. Within the field of organic chemistry, the definition of natural products is usually restricted to organic compounds isolated from natural sources that are produced by the pathways of primary or secondary metabolism. Within the field of medicinal chemistry, the definition is often further restricted to secondary metabolites. Secondary metabolites (or specialized metabolites ...
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Biological Activity
In pharmacology, biological activity or pharmacological activity describes the beneficial or adverse effects of a drug on living matter. When a drug is a complex chemical mixture, this activity is exerted by the substance's active ingredient or pharmacophore but can be modified by the other constituents. Among the various properties of chemical compounds, pharmacological/biological activity plays a crucial role since it suggests uses of the compounds in the medical applications. However, chemical compounds may show some adverse and toxic effects which may prevent their use in medical practice. Activity is generally dosage-dependent. Further, it is common to have effects ranging from beneficial to adverse for one substance when going from low to high doses. Activity depends critically on fulfillment of the ADME criteria. To be an effective drug, a compound not only must be active against a target, but also possess the appropriate ADME (Absorption, Distribution, Metabolism, and ...
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Polygodial
Polygodial is chemical compound found in dorrigo pepper, mountain pepper, horopito, canelo, paracress, water-pepper, and '' Dendrodoris limbata''.M Jonassohn (1996)Sesquiterpenoid unsaturated dialdehydes - Structural properties that affect reactivity and bioctivity. Doctoral thesis, Lund University, Sweden. . Chemically it is a drimane-type sesquiterpene dialdehyde of formula C15H22O2. It elicits a warm and pungent flavour. The ''in vitro'' biological activity of polygodial has been reported in the scientific literature to include antifungal and antimicrobial activities, antihyperalgesia, potent attachment-inhibitory activity, insect antifeedant activity, antinociception, vasorelaxing action in vessels of rabbit and guinea pig, anti-inflammatory and antiallergic activities. Polygodial’s primary antifungal action is as a nonionic surfactant, disrupting the lipid-protein interface of integral proteins nonspecifically, denaturing their functional conformation. It is als ...
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Canellaceae
The Canellaceae are a family of flowering plants in the order Canellales.Walter S. Judd, Christopher S. Campbell, Elizabeth A. Kellogg, Peter F. Stevens, and Michael J. Donoghue. 2008. ''Plant Systematics: A Phylogenetic Approach'', Third Edition. Sinauer Associates: Sunderland, MA, USA. The order includes only one other family, the Winteraceae.Peter F. Stevens (2001 onwards). "Canellaceae" At: Angiosperm Phylogeny Website. At: Botanical Databases At: Missouri Botanical Garden Website. (see ''External links'' below) Canellaceae is native to the Afrotropical and Neotropical realms. They are small to medium trees, rarely shrubs, evergreen and aromatic.Vernon H. Heywood (with David J. Mabberley). 2007. "Canellaceae" page 84. In: Vernon H. Heywood, Richard K. Brummitt, Ole Seberg, and Alastair Culham. ''Flowering Plant Families of the World''. Firefly Books: Ontario, Canada. (2007). . The flowers and fruit are often red. Several species of Canellaceae are important in herbal medici ...
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