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Morindin
Morindin is an anthraquinone glycoside present in several ''Morinda'' species, especially '' M. tinctoria'' (the Indian mulberry tree) and '' M. citrifolia'' (noni). Chemical or enzymatic hydrolysis of morindin yields its bright red aglycone, morindone. The structure and formula of morindin were first elucidated by Thomas Edward Thorpe Sir Thomas Edward Thorpe CB, FRS H FRSE LLD (8 December 1845 – 23 February 1925) was a British chemist. From 1894 to 1909 he was Chief Chemist to the British Government, as Director of the Government Laboratory. Early life and education Th ... and T. H. Greenall in 1887. References Anthraquinone dyes Anthraquinone glycosides Natural dyes Trihydroxyanthraquinones {{Organic-compound-stub ...
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Morinda Tinctoria
''Morinda tinctoria'', commonly known as aal or Indian mulberry (though these common names also refer to ''Morinda citrifolia''), is a species of flowering plant in the family Rubiaceae, native to southern Asia. It is an evergreen shrub or small tree growing to 5–10 m tall. The leaves are 15–25 cm long, oblong to lanceolate. The flowers are tubular, white, scented, about 2 cm long. The fruit is a green syncarp, 2-2.5 cm diameter. The plant is extensively cultivated in India in order to make the morindone dye sold under the trade name "Suranji". Morindone is used for the dyeing of cotton, silk and wool in shades of red, chocolate or purple. The colouring matter is found principally in the root bark and is collected when the plants reach three to four years of age. If the trees are allowed to mature then hardly any colouring substance remains. The small roots yield the most dye and those above about 1 cm diameter are discarded. The active substance is e ...
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Anthraquinones
''For the parent molecule 9,10-anthraquinone, see anthraquinone'' Anthraquinones (also known as anthraquinonoids) are a class of naturally occurring phenolic compounds based on the 9,10-anthraquinone skeleton. They are widely used industrially and occur naturally. Occurrence in plants : Natural pigments that are derivatives of anthraquinone are found, inter alia, in aloe latex, senna, rhubarb, and cascara buckthorn, fungi A fungus ( : fungi or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and molds, as well as the more familiar mushrooms. These organisms are classified as a kingdom, separately from ..., lichens, and some insects. A type II polyketide synthase is responsible for anthraquinone biosynthesis in the bacterium ''Photorhabdus luminescens''. Chorismate, formed by isochorismate synthase in the shikimate pathway, is a precursor of anthraquinones in ''Morinda citrifolia''. Tests for anthraquinones in ...
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Glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme hydrolysis, which causes the sugar part to be broken off, making the chemical available for use. Many such plant glycosides are used as medications. Several species of ''Heliconius'' butterfly are capable of incorporating these plant compounds as a form of chemical defense against predators. In animals and humans, poisons are often bound to sugar molecules as part of their elimination from the body. In formal terms, a glycoside is any molecule in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. Glycosides can be linked by an O- (an ''O-glycoside''), N- (a ''glycosylamine''), S-(a ''thioglycoside''), or C- (a '' C-glycoside'') glycosidic bond. According to th ...
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Morinda
''Morinda'' is a genus of flowering plants in the madder family, Rubiaceae. The generic name is derived from the Latin words ''morus'' "mulberry", from the appearance of the fruits, and ''indica'', meaning "of India". Description Distributed in all tropical regions of the world, ''Morinda'' includes 80 species of trees, shrubs or vines. All ''Morinda'' species bear aggregate or multiple fruits that can be fleshy (like ''Morinda citrifolia'') or dry. Most species of this genus originate in the area of Borneo, New Guinea, Northern Australia and New Caledonia. In traditional Japanese, Korean and Chinese medicine, ''Morinda citrifolia'' is considered to be a herb with biological properties, although there is no confirmed evidence of clinical efficacy. Fossil record The first fossil record for genus ''Morinda'' is from fruit of ''Morinda chinensis'' found in coal dated from the Eocene in the Changchang Basin of Hainan Island, South China. Selected species Plants in the former ...
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Morinda Citrifolia
''Morinda citrifolia'' is a fruit-bearing tree in the coffee family, Rubiaceae. Its native range extends across Southeast Asia and Australasia, and was spread across the Pacific by Polynesian sailors. The species is now cultivated throughout the tropics and widely naturalized. Among some 100 names for the fruit across different regions are the more common English names of great morinda, Indian mulberry, noni, beach mulberry, vomit fruit and cheese fruit. The fresh fruit's strong, vomit-like odor has made it a famine food in most regions, but it remains a staple food among some cultures, and has been used in traditional medicine. In the consumer market, it has been introduced as a supplement in various formats, such as capsules, skin products, and juices. Growing habitats ''Morinda citrifolia'' grows in shady forests, as well as on open rocky or sandy shores. It reaches maturity in about 18 months, then yields between of fruit every month throughout the year. It is tolera ...
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Enzyme
Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products. Almost all metabolic processes in the cell need enzyme catalysis in order to occur at rates fast enough to sustain life. Metabolic pathways depend upon enzymes to catalyze individual steps. The study of enzymes is called ''enzymology'' and the field of pseudoenzyme analysis recognizes that during evolution, some enzymes have lost the ability to carry out biological catalysis, which is often reflected in their amino acid sequences and unusual 'pseudocatalytic' properties. Enzymes are known to catalyze more than 5,000 biochemical reaction types. Other biocatalysts are catalytic RNA molecules, called ribozymes. Enzymes' specificity comes from their unique three-dimensional structures. Like all catalysts, enzymes increase the reaction ra ...
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Hydrolysis
Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solvation reactions in which water is the nucleophile. Biological hydrolysis is the cleavage of biomolecules where a water molecule is consumed to effect the separation of a larger molecule into component parts. When a carbohydrate is broken into its component sugar molecules by hydrolysis (e.g., sucrose being broken down into glucose and fructose), this is recognized as saccharification. Hydrolysis reactions can be the reverse of a condensation reaction in which two molecules join into a larger one and eject a water molecule. Thus hydrolysis adds water to break down, whereas condensation builds up by removing water. Types Usually hydrolysis is a chemical process in which a molecule of water is added to a substance. Sometimes this addition causes both the substance and w ...
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Aglycone
An aglycone (aglycon or genin) is the compound remaining after the glycosyl group on a glycoside is replaced by a hydrogen atom. For example, the aglycone of a cardiac glycoside would be a steroid molecule. Detection A way to identify aglycone is proposed to extract it from Agave spp. by using H-NMR and Heteronuclear multiple bond correlation (HMBC) experiments. The HMBC experiment can be combined with other techniques such as mass spectrometry to further examine the structure and the function of aglycone. Samples of glycones and glycosides from limonoids can be simultaneously quantified through a high performance liquid chromatography (HPLC) method, where a binary solvent system and a diode array detector separate and detect them at a sensitivity of 0.25-0.50 µg. Clinical significance A study on molecular markers in human aortic endothelial cells published that aglycone stopped cell migration but not monocyte adhesion, which is the initial step of atherosclerotic plaq ...
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Morindone
Morindone is an anthraquinone compound obtained from various ''Morinda'' species, especially '' M. tinctoria'', but also '' M. citrifolia''. Its principal use is as a dye, but it has also been investigated for anticancer and microbial uses. Preparation Morindone is obtained from the root bark of ''M. tinctoria'' or related species in two stages. In the first step, small roots of immature plants are boiled in alcohol to obtain morindin, a yellowish substance which can also be used in dyeing. Further heating brings about hydrolysis of two glucose monomers through sublimation, leaving intensely red crystals. ''M. tinctoria'' is extensively grown in India for commercial production. Moridin content in the roots peaks in two to three years and drops off considerably after that; some attempts have been made to speed up production using tissue cultures. Use as a dye Morindone requires a mordant A mordant or dye fixative is a substance used to set (i.e. bind) dyes on fabrics b ...
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Thomas Edward Thorpe
Sir Thomas Edward Thorpe CB, FRS HFRSE LLD (8 December 1845 – 23 February 1925) was a British chemist. From 1894 to 1909 he was Chief Chemist to the British Government, as Director of the Government Laboratory. Early life and education Thorpe was born at Barnes Green in Harpurhey, Manchester, the son of George Thorpe, a cotton merchant at Trafford Bank, and his wife Mary Wilde. He was educated at Hulme Grammar School. Thorpe originally worked as a clerk, but in 1863 began working as an assistant to Henry Roscoe, a professor of chemistry at Owen's College, Manchester, where he gained a degree in Chemistry. Thorpe then undertook postgraduate studies at the University of Heidelberg, gaining his doctorate ( PhD). Academic career After a time working for August Kekulé in Bonn Thorpe returned to Britain in 1870 to accept a Chair at the Andersonian Institute (now the University of Strathclyde) in Glasgow. He later held posts at the Yorkshire College of Science (now the Univer ...
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Anthraquinone Dyes
Anthraquinone dyes are an abundant group of dyes comprising a anthraquinone unit as the shared structural element. Anthraquinone itself is colourless, but red to blue dyes are obtained by introducing electron donor groups such as hydroxy or amino groups in the 1-, 4-, 5- or 8-position. Anthraquinone dyestuffs are structurally related to indigo dyestuffs and are classified together with these in the group of carbonyl dyes. Members of this dye group can be found in natural dyes as well as in synthetic dyes. Anthraquinone dyestuffs are represented in mordant and vat, but also in reactive and disperse dyes. They are characterized by very good light fastness. Natural anthraquinone dyes One of the most important anthraquinone dyes of herbal origin is alizarin, which is extracted from the dyer's madder ( Rubia tinctorum). Alizarin is the eponym for a number of structurally related dyes that use alizarin dyes (sometimes synonymous with anthraquinone dyes). It was the first natural ...
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Anthraquinone Glycosides
Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula . Isomers include various quinone derivatives. The term anthraquinone however refers to the isomer, 9,10-anthraquinone (IUPAC: 9,10-dioxoanthracene) wherein the keto groups are located on the central ring. It is a building block of many dyes and is used in bleaching pulp for papermaking. It is a yellow, highly crystalline solid, poorly soluble in water but soluble in hot organic solvents. It is almost completely insoluble in ethanol near room temperature but 2.25 g will dissolve in 100 g of boiling ethanol. It is found in nature as the rare mineral hoelite. Synthesis There are several current industrial methods to produce 9,10-anthraquinone: # The oxidation of anthracene. Chromium(VI) is the typical oxidant. # The Friedel-Crafts reaction of benzene and phthalic anhydride in presence of AlCl3. o-Benzoylbenzoic acid is an intermediate. This reaction is useful for produc ...
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