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Rhapontigenin
Rhapontigenin is a stilbenoid. It can be isolated from ''Vitis coignetiae'' or from '' Gnetum cleistostachyum''. It shows an action on prostate cancer cells. It has been shown to inhibit the human cytochrome P450 1A1, an enzyme implicated in the biotransformation of a number of carcinogenic and immunotoxic compounds. Injected in rats, rhapontigenin shows a rapid glucuronidation and a poor bioavailability. See also *Rhaponticin Rhaponticin is a stilbenoid glucoside compound. Its aglycone is called rhapontigenin. It can be found in rhubarb rhizomes. It has beneficial effects on diabetic mice, and ''in vitro'' results suggest it may be relevant to Alzheimer's disease with ..., its glucoside, found in rhubarb. * Isorhapontigenin, a structural isomer. References External links * Stilbenoids Cytochrome P450 inhibitors {{aromatic-stub ...
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Isorhapontigenin
Isorhapontigenin is a tetrahydroxylated stilbenoid with a methoxy group. It is an isomer of rhapontigenin and an analog of resveratrol. It is found in the Chinese herb ''Gnetum cleistostachyum'', in ''Gnetum parvifolium'' and in the seeds of the palm ''Aiphanes aculeata''. An isorhapontigenin tetramer, gnetuhainin R, can be isolated from the lianas of ''Gnetum hainanense''. Isorhapontin, the isorhapontigenin glucoside, can be found in spruce species such as the Norway spruce (''Picea abies''), the sitka spruce (''Picea sitchensis'') and the white spruce (''Picea glauca''). References

Stilbenoids {{aromatic-stub ...
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Gnetum Cleistostachyum
''Gnetum cleistostachyum'' is a liana species in the ''Sessiles'' subsection of the genus ''Gnetum'' described from South East Yunnan. The name is still invalid and efloras states it is advisable to postpone validating it until more complete collections, particularly with seeds, can be studied. The stilbene derivatives, gnetucleistol A, B and C, gnetifolin A, p-hydroxycinnamic acid, piceatannol, resveratrol, bisisorhapontigenin A, gnetuhainin P, gnetulin, the stilbenolignans, gnetucleistol F, gnetofuran A, lehmbachol D, gnetifolin F and gnetumontanin, gnetucleistol D (2-methoxyoxyresveratrol), gnetucleistol E (3-methoxy-isorhapontigenin), rhapontigenin, isorhapontigenin, 4-methoxyresveratrol and pinosylvin Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as acetone. O ... can ...
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Vitis Coignetiae
''Vitis coignetiae'', called crimson glory vine, is a plant belonging to the genus ''Vitis'' that is native to the temperate climes of Asia, where it can be found in the Russian Far East, (Sakhalin); Korea; and Japan (Hokkaido, Honshu, Shikoku). It was described botanically in 1883. It is called ''meoru'' () in Korean and ''yama-budo'' () in Japanese. History The species name is dedicated to Mr. and Mrs. Coignet who reportedly brought seeds back from their trip to Japan in 1875. This vine was also reported in 1884 snowy regions of Japan by Henri Degron sent to East Asia to seek wild vines resistant to Phylloxera. Degron sent specimens to a Professor Planchon of Montpellier who named them ''Vitis coignetiae'' but did not retain them due to their low resistance to phylloxera. Degron planted a vineyard in Crespières, Île-de-France where one of the vines reached a length of 32.8 meters and a height of 2.8 meter. In the cooler Norman climate the vine produces a bitter wine, rich i ...
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Rhaponticin
Rhaponticin is a stilbenoid glucoside compound. Its aglycone is called rhapontigenin. It can be found in rhubarb rhizomes. It has beneficial effects on diabetic mice, and ''in vitro'' results suggest it may be relevant to Alzheimer's disease with an action on beta amyloid. It is a phytoestrogen and has estrogen Estrogen or oestrogen is a category of sex hormone responsible for the development and regulation of the female reproductive system and secondary sex characteristics. There are three major endogenous estrogens that have estrogenic hormonal acti ...ic activity. References Stilbenoid glycosides Phenol glucosides {{Aromatic-stub ...
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Stilbenoid
Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 structure. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Most stilbenoids are produced by plants, and the only known exception is the antihelminthic and antimicrobial stilbenoid, 2-isopropyl-5- ''E'')-2-phenylvinylenzene-1,3-diol, biosynthesized by the Gram-negative bacterium '' Photorhabdus luminescens.'' Chemistry Stilbenoids are hydroxylated derivatives of stilbene and have a C6–C2–C6 structure. They belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Under UV irradiation, stilbene and its derivatives undergo intramolecular cyclization, called stilbene photocyclization to form dihydrophenanthrenes. Oligomeric forms are known as oligostilbenoids. Types ;Aglycones * Piceatannol in the roots of Norway spruces * Pinosylvin is a fungal toxin protecting wood f ...
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Prostate Cancer
Prostate cancer is cancer of the prostate. Prostate cancer is the second most common cancerous tumor worldwide and is the fifth leading cause of cancer-related mortality among men. The prostate is a gland in the male reproductive system that surrounds the urethra just below the bladder. It is located in the hypogastric region of the abdomen. To give an idea of where it is located, the bladder is superior to the prostate gland as shown in the image The rectum is posterior in perspective to the prostate gland and the ischial tuberosity of the pelvic bone is inferior. Only those who have male reproductive organs are able to get prostate cancer. Most prostate cancers are slow growing. Cancerous cells may spread to other areas of the body, particularly the bones and lymph nodes. It may initially cause no symptoms. In later stages, symptoms include pain or difficulty urinating, blood in the urine, or pain in the pelvis or back. Benign prostatic hyperplasia may produce similar symptoms ...
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Cytochrome P450 1A1
Cytochrome P450, family 1, subfamily A, polypeptide 1 is a protein that in humans is encoded by the ''CYP1A1'' gene. The protein is a member of the cytochrome P450 superfamily of enzymes. Function Metabolism of xenobiotics and drugs CYP1A1 is involved in phase I xenobiotic and drug metabolism (one substrate of it is theophylline). It is inhibited by hesperetin (a flavonoid found in lime, sweet orange), fluoroquinolones and macrolides and induced by aromatic hydrocarbons. CYP1A1 is also known as AHH (aryl hydrocarbon hydroxylase). It is involved in the metabolic activation of aromatic hydrocarbons (polycyclic aromatic hydrocarbons, PAH), for example, benzo yrene (BaP), by transforming it to an . In this reaction, the oxidation of benzo
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Glucuronidation
Glucuronidation is often involved in drug metabolism of substances such as drugs, pollutants, bilirubin, androgens, estrogens, mineralocorticoids, glucocorticoids, fatty acid derivatives, retinoids, and bile acids. These linkages involve glycosidic bonds. Mechanism Glucuronidation consists of transfer of the glucuronic acid component of uridine diphosphate glucuronic acid to a substrate by any of several types of UDP-glucuronosyltransferase. UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) is an intermediate in the process and is formed in the liver. One example is the N-glucuronidation of an aromatic amine, 4-aminobiphenyl, by UGT1A4 or UGT1A9 from human, rat, or mouse liver. : The substances resulting from glucuronidation are known as glucuronides (or glucuronosides) and are typically much more water-soluble than the non-glucuronic acid-containing substances from which they were originally synthesised. The human body uses glucuronidat ...
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Bioavailability
In pharmacology, bioavailability is a subcategory of absorption and is the fraction (%) of an administered drug that reaches the systemic circulation. By definition, when a medication is administered intravenously, its bioavailability is 100%. However, when a medication is administered via routes other than intravenous, its bioavailability is generally lower than that of intravenous due to intestinal endothelium absorption and first-pass metabolism. Thereby, mathematically, bioavailability equals the ratio of comparing the area under the plasma drug concentration curve versus time (AUC) for the extravascular formulation to the AUC for the intravascular formulation. AUC is used because AUC is proportional to the dose that has entered the systemic circulation. Bioavailability of a drug is an average value; to take population variability into account, deviation range is shown as ±. To ensure that the drug taker who has poor absorption is dosed appropriately, the bottom value o ...
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Stilbenoids
Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 structure. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Most stilbenoids are produced by plants, and the only known exception is the antihelminthic and antimicrobial stilbenoid, 2-isopropyl-5- ''E'')-2-phenylvinylenzene-1,3-diol, biosynthesized by the Gram-negative bacterium '' Photorhabdus luminescens.'' Chemistry Stilbenoids are hydroxylated derivatives of stilbene and have a C6–C2–C6 structure. They belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Under UV irradiation, stilbene and its derivatives undergo intramolecular cyclization, called stilbene photocyclization to form dihydrophenanthrenes. Oligomeric forms are known as oligostilbenoids. Types ;Aglycones * Piceatannol in the roots of Norway spruces * Pinosylvin is a fungal toxin protecting woo ...
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