Iridoids
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Iridoids
Iridoids are a type of monoterpenoids in the general form of cyclopentanopyran, found in a wide variety of plants and some animals. They are biosynthetically derived from 8-oxogeranial. Iridoids are typically found in plants as glycosides, most often bound to glucose. The chemical structure is exemplified by iridomyrmecin, a defensive chemical produced by the ant genus ''Iridomyrmex'', for which iridoids are named. Structurally, they are bicyclic ''cis''-fused cyclopentane-pyrans. Cleavage of a bond in the cyclopentane ring gives rise to a subclass known as ''secoiridoids'', such as oleuropein and amarogentin. Occurrence The iridoids produced by plants act primarily as a defense against herbivores or against infection by microorganisms. The variable checkerspot butterfly also contains iridoids obtained through its diet which act as a defense against avian predators. To humans and other mammals, iridoids are often characterized by a deterrent bitter taste. Aucubin and catal ...
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Iridoid Synthase
Iridoids are a type of monoterpenoids in the general form of cyclopentanopyran, found in a wide variety of plants and some animals. They are biosynthesis, biosynthetically derived from 8-oxogeranial. Iridoids are typically found in plants as glycosides, most often bound to glucose. The chemical structure is exemplified by iridomyrmecin, a defensive chemical produced by the ant genus ''Iridomyrmex'', for which iridoids are named. Structurally, they are bicyclic ''cis''-fused cyclopentane-pyrans. Cleavage of a bond in the cyclopentane ring gives rise to a subclass known as ''secoiridoids'', such as oleuropein and amarogentin. Occurrence The iridoids produced by plants act primarily as a defense against herbivores or against infection by microorganisms. The variable checkerspot butterfly also contains iridoids obtained through its diet which act as a defense against avian predators. To humans and other mammals, iridoids are often characterized by a deterrent bitter taste. Aucub ...
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Aucubin
Aucubin is an iridoid glycoside. Iridoids are commonly found in plants and function as defensive compounds. Iridoids decrease the growth rates of many generalist herbivores. Natural occurrences Aucubin, as other iridoids, is found in asterids such as ''Aucuba japonica'' (Garryaceae), ''Eucommia ulmoides'' (Eucommiaceae), ''Plantago asiatica'', ''Plantago major'', ''Plantago lanceolata'' (Plantaginaceae), ''Galium aparine'' (Rubiaceae) and others. These plants are used in traditional Chinese and folk medicine. Agnuside is composed of aucubin and ''p''-hydroxybenzoic acid. Health effects Aucubin was found to protect against liver damage induced by carbon tetrachloride or alpha-amanitin in mice and rats when 80 mg/kg was dosed intraperitoneally. Chemistry Aucubin is a monoterpenoid based compound. Aucubin, like all iridoids, has a cyclopentan- pyran skeleton. Iridoids can consist of ten, nine, or rarely eight carbons in which C11 is more frequently missing than C10. ...
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Iridomyrmecin
Iridomyrmecin is a defensive chemical, classified as an iridoid, isolated from ants of the genus ''Iridomyrmex''. It has also evolved into a sex pheromone in wasps such as ''Leptopilina'', with host species using the smell of iridomyrmecin as a way of detecting the presence of the parasitoid wasps. Iridomyrmecin is also found in a variety of plants including ''Actinidia polygama ''Actinidia polygama'' (also known as , silver vine, , and cat powder) is a species of kiwifruit in the Actinidiaceae family. It grows in the mountainous areas of Korea, Japan and China at elevations between . Silver vine can reach up to high ...''. See also * Cat pheromone#Cat attractants for other chemicals that have behavioural effects on cats References Iridoids Lactones Cyclopentanes {{organic-compound-stub ...
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Catalpol
Catalpol is an iridoid glucoside. This natural product falls in the class of iridoid glycosides, which are simply monoterpenes with a glucose molecule attached. Natural occurrence First isolated in 1962, catalpol was named for plants in the genus ''Catalpa'' in which it was discovered. Later in 1969, catalpol was found to be present in larger quantities in several plants in genus ''Rehmannia'' (Orobanchaceae). It is also found in plants belonging to several families, including, but not limited to, Scrophulariaceae, Lamiaceae (including scullcap), Plantaginaceae (''Plantago sp'') and Bignoniaceae, all of which being in the order Lamiales. Because they feed on these plants, variable checkerspot butterflies (''Euphydryas chalcedona'') contain high amounts of catalpol, which makes them unpalatable to predators and thus serves as a defense mechanism. Biosynthetic pathway Though first isolated in the 1960s, there has been very little investigation of the biosynthetic pathway o ...
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Iridomyrmecin
Iridomyrmecin is a defensive chemical, classified as an iridoid, isolated from ants of the genus ''Iridomyrmex''. It has also evolved into a sex pheromone in wasps such as ''Leptopilina'', with host species using the smell of iridomyrmecin as a way of detecting the presence of the parasitoid wasps. Iridomyrmecin is also found in a variety of plants including ''Actinidia polygama ''Actinidia polygama'' (also known as , silver vine, , and cat powder) is a species of kiwifruit in the Actinidiaceae family. It grows in the mountainous areas of Korea, Japan and China at elevations between . Silver vine can reach up to high ...''. See also * Cat pheromone#Cat attractants for other chemicals that have behavioural effects on cats References Iridoids Lactones Cyclopentanes {{organic-compound-stub ...
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NADPH
Nicotinamide adenine dinucleotide phosphate, abbreviated NADP or, in older notation, TPN (triphosphopyridine nucleotide), is a cofactor used in anabolic reactions, such as the Calvin cycle and lipid and nucleic acid syntheses, which require NADPH as a reducing agent ('hydrogen source'). It is used by all forms of cellular life. NADPH is the reduced form of NADP. NADP differs from NAD by the presence of an additional phosphate group on the 2' position of the ribose ring that carries the adenine moiety. This extra phosphate is added by NAD+ kinase and removed by NADP+ phosphatase. Biosynthesis NADP In general, NADP+ is synthesized before NADPH is. Such a reaction usually starts with NAD+ from either the de-novo or the salvage pathway, with NAD+ kinase adding the extra phosphate group. ADP-ribosyl cyclase allows for synthesis from nicotinamide in the salvage pathway, and NADP+ phosphatase can convert NADPH back to NADH to maintain a balance. Some forms of the NAD+ kinas ...
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Monoterpene Cyclase
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the precurso ...
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Verbenaceae
The Verbenaceae ( ), the verbena family or vervain family, is a family of mainly tropical flowering plants. It contains trees, shrubs, and herbs notable for heads, spikes, or clusters of small flowers, many of which have an aromatic smell. The family Verbenaceae includes 32 genera and 800 species. Phylogenetic studies have shown that numerous genera traditionally classified in Verbenaceae belong instead in Lamiaceae. The mangrove genus ''Avicennia'', sometimes placed in the Verbenaceae or in its own family, Avicenniaceae, has been placed in the Acanthaceae. Economically important Verbenaceae include: * Lemon verbena (''Aloysia triphylla''), grown for aroma or flavoring * Verbenas or vervains (''Verbena''), some used in herbalism, others grown in gardens Taxonomy Tribes and genera in the family and their estimated species numbers: Casselieae (Schauer) Tronc. * '' Casselia'' Nees & Mart. - 6 species * '' Parodianthus'' Tronc. - 2 species * ''Tamonea'' Aubl. - 6 species Ci ...
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Menyanthaceae
Menyanthaceae is a family of aquatic and wetland plants in the order Asterales. There are approximately 60-70 species in six genera distributed worldwide. The simple or compound leaves arise alternately from a creeping rhizome. In the submersed aquatic genus ''Nymphoides'', leaves are floating and support a lax, umbellate or racemose inflorescence. In other genera the inflorescence is erect and consists of one (e.g., '' Liparophyllum'') to many flowers. The sympetalous, insect-pollinated flowers are five-parted and either yellow or white. The petals are ciliate or adorned with lateral wings. Fruit type is a capsule. Species of Menyanthaceae are found worldwide. The genera ''Menyanthes'' and ''Nephrophyllidium'' grow only in the northern hemisphere, while '' Liparophyllum'' and '' Villarsia'' occur only in the southern hemisphere. ''Nymphoides'' species have a cosmopolitan distribution. Menyanthaceae species are of economic importance as ornamental water garden plants, with ' ...
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Reduction (chemistry)
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate (chemistry), substrate change. Oxidation is the loss of Electron, electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: * ''Electron-transfer'' – Only one (usually) electron flows from the reducing agent to the oxidant. This type of redox reaction is often discussed in terms of redox couples and electrode potentials. * ''Atom transfer'' – An atom transfers from one substrate to another. For example, in the rusting of iron, the oxidation state of iron atoms increases as the iron converts to an oxide, and simultaneously the oxidation state of oxygen decreases as it accepts electrons released by the iron. Although oxidation reactions are commonly associated with the formation of oxides, other chemical species can serve the same function. In hydrogen ...
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