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Naphthoquinones
Naphthoquinones constitute a class of organic compounds structurally related to naphthalene. Two isomers are common for the parent naphthoquinones: * 1,2-Naphthoquinone * 1,4-Naphthoquinone Natural products * Alkannin * Hexahydroxy-1,4-naphthalenedione * Juglone * Lapachol * Lawsone * Menatetrenone * 2-Methoxy-1,4-naphthoquinone, a compound found in '' Impatiens'' species * Nigrosporin B * 2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione * Phylloquinone * Plumbagin * 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione * Vitamin K and related compounds Synthetic naphthoquinones * Menadione (2-Methyl-1,4-naphthoquinone), a vitamin K mimic * 5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones * Atovaquone * Buparvaquone, an antiprotozoal drug used in veterinary medicine * Diazonaphthoquinone Diazonaphthoquinone (DNQ) is a diazo derivative of naphthoquinone. Upon exposure to light, DNQ converts to a derivative that is susceptible to etching. In this way, DNQ has becom ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2,3,5,7-Tetrahydroxy-1,4-naphthalenedione
2,3,5,7-Tetraahydroxy-1,4-naphthalenedione, also called 2,3,5,7-tetrahydroxynaphthoquinone or spinochrome B, is an organic compound with formula , formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups. Spinochrome B occurs naturally as pigment in the shell and spines of sea urchins such as the Japanese dull red species ''aka-uni'' ('' Pseudocentrotus depressus''), the greenish-black ''murasaki-uni'' ('' Heliocidaris crassispina''), and the brown ''bafun-uni'' ('' Strongylocentrotus pulcherrimus''). Chika KURODA and Masae OKAJIMA (1958), ''Studies on the Derivatives of Naphthoquinones, XIV. The pigments of sea urchins, IX''. Proc. Japan Acad., volume 34, pages 616--618Online versionaccessed on 2010-02-01. Pigment M2 is drawn as 2,3,6,8-thNQ but that is the same as 2,3,5,7-thNQ. The genus ''Heliocedaris'' should be ''Heliocidaris'' and the species ''purcherrmus'' should be ''pulcherrimus''. Chika KURODA and Masae OKAJIMA (1 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Naphthoquinones
Naphthoquinones constitute a class of organic compounds structurally related to naphthalene. Two isomers are common for the parent naphthoquinones: * 1,2-Naphthoquinone * 1,4-Naphthoquinone Natural products * Alkannin * Hexahydroxy-1,4-naphthalenedione * Juglone * Lapachol * Lawsone * Menatetrenone * 2-Methoxy-1,4-naphthoquinone, a compound found in '' Impatiens'' species * Nigrosporin B * 2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione * Phylloquinone * Plumbagin * 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione * Vitamin K and related compounds Synthetic naphthoquinones * Menadione (2-Methyl-1,4-naphthoquinone), a vitamin K mimic * 5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones * Atovaquone * Buparvaquone, an antiprotozoal drug used in veterinary medicine * Diazonaphthoquinone Diazonaphthoquinone (DNQ) is a diazo derivative of naphthoquinone. Upon exposure to light, DNQ converts to a derivative that is susceptible to etching. In this way, DNQ has becom ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vitamin K
Vitamin K refers to structurally similar, fat-soluble vitamers found in foods and marketed as dietary supplements. The human body requires vitamin K for post-synthesis modification of certain proteins that are required for blood coagulation (K from ''Koagulation'', German for "coagulation") or for controlling binding of calcium in bones and other tissues. The complete synthesis involves final modification of these so-called "Gla proteins" by the enzyme gamma-glutamyl carboxylase that uses vitamin K as a cofactor. Vitamin K is used in the liver as the intermediate VKH2 to deprotonate a glutamate residue and then is reprocessed into vitamin K through a vitamin K oxide intermediate. The presence of uncarboxylated proteins indicates a vitamin K deficiency. Carboxylation allows them to bind (chelate) calcium ions, which they cannot do otherwise. Without vitamin K, blood coagulation is seriously impaired, and uncontrolled bleeding occurs. Research suggests that deficiency of v ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1,2-Naphthoquinone
1,2-Naphthoquinone or ''ortho''-naphthoquinone is a polycyclic aromatic organic compound with formula . This yellow solid is prepared by oxidation of 1-amino-2-hydroxynaphthalene with ferric chloride. Occurrence This diketone (an ortho- quinone) is a metabolite of naphthalene. It arises from the naphthalene-1,2-oxide. It is also found in diesel exhaust particles. The accumulation of this toxic metabolite in rats from doses of naphthalene has been shown to cause eye damage, including the formation of cataract A cataract is a cloudy area in the lens of the eye that leads to a decrease in vision. Cataracts often develop slowly and can affect one or both eyes. Symptoms may include faded colors, blurry or double vision, halos around light, trouble ...s. See also * 1,4-Naphthoquinone, an isomer of 1,2-naphthoquinone References External links * * {{DEFAULTSORT:Naphthoquinone, 1, 2- 1,2-Naphthoquinones ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexahydroxy-1,4-naphthalenedione
Spinochrome E, 2,3,5,6,7,8-Hexahydroxy-1,4-naphthalenedione, also called hexahydroxynaphthoquinone is a polyhydroxylated 1,4-naphthoquinones, pigments found in sea urchin shell ("test"), spine, gonads, coelomic fluid, and eggs, of sea urchin commonly known as spinochromes. These natural phenolic compounds are quinones that are known to have pharmacological properties. The several hydroxyl groups are appropriate for free-radical scavenging, which diminishes ROS and prevents redox imbalance. Mechanisms are described such as scavenging of reactive oxygen species (ROS), interaction with lipid peroxide radicals, chelation of metal ions, inhibition of lipid peroxidation and regulation of the cell redox potential. Spinochrome E formula shows that have one extra hydroxyl group that Echinochrome A and it is formally derived from naphthoquinone (1,4-naphtalenedione) through replacement of all six hydrogen atoms by hydroxyl (OH) groups. The numerical prefixes "2,3,5,6,7,8" are super ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione
2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione, also called 2,3,5,6,8-pentahydroxy-1,4-naphthoquinone or spinochrome D, is an organic compound with formula , formally derived from 1,4-naphthoquinone through the replacement of five hydrogen atoms by hydroxyl (OH) groups. Spinochrome D occurs naturally as a brownish red pigment in the shell and spines of sea urchins such as the Japanese ''aka-uni'' ('' Pseudocentrotus depressus''). Chika KURODA and Masae OKAJIMA (1967), ''Studies on the Derivatives of Naphthoquinones, XVIII. The pigments of sea urchins, XIII''. Proc. Japan Acad., volume 43, pages 41--44Online versionaccessed on 2010-02-01. It is soluble in diethyl ether and crystallizes as brownish red needles that sublime at 285−295 °C. The compound gives a yellowish brown solution when treated with sodium hydroxide, a bluish green solution with ferric chloride, and a violet precipitate with lead acetate. It forms a five-fold acetate ester, ()5, that crystallizes from meth ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Atovaquone
Atovaquone, sold under the brand name Mepron, is an antimicrobial medication for the prevention and treatment of ''Pneumocystis jirovecii'' pneumonia (PCP). Atovaquone is a chemical compound that belongs to the class of naphthoquinones. Atovaquone is a hydroxy-1,4-naphthoquinone, an analog of both ubiquinone and lawsone, with antipneumocystic activity. Medical uses Atovaquone is a medication used to treat or prevent: * For pneumocystis pneumonia (PCP), it is used in mild cases, although it is not approved for treatment of severe cases. * For toxoplasmosis, the medication has antiparasitic and therapeutic effects. * For malaria, it is one of the two components (along with proguanil) in the drug Malarone. Malarone has fewer side effects and is more expensive than mefloquine. Resistance has been observed. * For babesia, it is often used in conjunction with oral azithromycin. Trimethoprim/sulfamethoxazole (TMP-SMX, Bactrim) is generally considered first-line therapy for PCP (n ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Plumbagin
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula . It is regarded as a toxin and it is genotoxic and mutagenic. Plumbagin is a yellow dye,Black Walnut Drugs.com. formally derived from . It is named after the plant genus '''', from which it was originally isolated. It is also commonly found in the carnivorous plant genera '' |
Phylloquinone
Phytomenadione, also known as vitamin K1 or phylloquinone, is a vitamin found in food and used as a dietary supplement. It is on the World Health Organization's List of Essential Medicines. As a supplement it is used to treat certain bleeding disorders. This includes warfarin overdose, vitamin K deficiency, and obstructive jaundice. It is also recommended to prevent and treat vitamin K deficiency bleeding in infants. Use is typically recommended by mouth, intramuscular injection or injection under the skin. When given by injection benefits are seen within two hours. Many countries in the world choose intramuscular injections in newborn to keep them safe from severe bleeding (VKDB). It is considered a safe treatment and saves many children from death and severe neurologic deficit every year. Side effects when given by injection may include pain at the site of injection. Severe allergic reactions may occur when it is injected into a vein or muscle, but this has mainly happened ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Menatetrenone
Menatetrenone (INN Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...), also known as MK-4, is one of the nine forms of vitamin K2. MK-4 is produced via conversion of vitamin K1 in the body, in the testes, pancreas and arterial walls. While major questions still surround the biochemical pathway for the transformation of vitamin K1 to MK-4, studies demonstrate the conversion is not dependent on gut bacteria, occurring in germ-free rats and in parenterally-administered K1 in rats. Tissues that accumulate high amounts of MK-4 have a capacity to convert up to 90% of the available K1 into MK-4. Dose Bioavailability studies have shown that small oral doses are not detected in the blood – for example 420 mcg of menatetrenone or less tested over minutes and hours are not detectable, an ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
5,8-Dihydroxy-1,4-naphthoquinone
Naphthazarin, often called 5,8-dihydroxy-1,4-naphthoquinone or 5,8-dihydroxy-1,4-naphthalenedione (IUPAC), is a naturally occurringThomson R.H. Naturally Occurring Quinones. Academic Press, London (1971). Quoted by Khalafy and Bruce.Thomson R.H. Naturally Occurring Quinones III. Chapman and Hall, London (1987). Quoted by Khalafy and Bruce. organic compound with formula , formally derived from 1,4-naphthoquinone through replacement of two hydrogen atoms by hydroxyl (OH) groups. It is thus one of many dihydroxynaphthoquinone structural isomers. Naphthazarin is soluble in 1,4-dioxane from which it crystallizes as deep red needles that melt at 228−232 °C. Synthesis Naphtharazin can be prepared by condensation of 1,4-dimethoxybenzene with 2,3-dichloromaleic anhydride followed by reductive dechlorination and reoxidation.Lewis J.R. and Paul J.J.(1977). Z. Naturforsch., B, 32: 1473. Quoted by Khalafy and Bruce.Huot R. and Brassard P. (1974). Can. J. Chem., 52: 838. Quoted ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lawsone
Lawsone (2-hydroxy-1,4-naphthoquinone), also known as hennotannic acid, is a red-orange dye present in the leaves of the henna plant (''Lawsonia inermis''), for which it is named, as well as in the flower of water hyacinth (''Eichhornia crassipes''). Humans have used henna extracts containing lawsone as hair and skin dyes for more than 5,000 years. Lawsone reacts chemically with the protein keratin in skin and hair via Michael addition, resulting in a strong permanent stain that lasts until the skin or hair is shed. The darker colored ink is due to more lawsone-keratin interactions occurring, which evidently break down as the concentration of lawsone decreases and the tattoo fades. Lawsone strongly absorbs UV light, and aqueous extracts can be effective sunless tanning and sunscreens. Lawsone is a 1,4-naphthoquinone derivative. Lawsone isolation from ''Lawsonia Inermis'' can be difficult due to its easily biodegradable nature. Isolation involves four steps: # extraction with an e ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
