α-Naphthoflavone, also known as 7,8-benzoflavone and 2-phenyl-benzo[h]chromen-4-one, is a synthetic[1][2]flavone derivative. It can be prepared from 2-naphthol and cinnamaldehyde.[3]
α-Naphthoflavone is a potent inhibitor of the enzymearomatase, the enzyme that converts testosterone to estrogen.[1][2] α-Naphthoflavone has been shown to cause abnormal testicular development in young chickens.[4]
^ abCampbell, Deborah R.; Kurzer, Mindy S. (1993). "Flavonoid inhibition of aromatase enzyme activity in human preadipocytes". Journal of Steroid Biochemistry and Molecular Biology. 46 (3): 381–388. doi:10.1016/0960-0760(93)90228-O. PMID 9831487. S2CID 25861427.
^ abKellis JT Jr; Vickery LE (1984). "Inhibition of human estrogen synthetase (aromatase) by flavones". Science. 225 (4666): 1032–1034. Bibcode:1984Sci...225.1032K. doi:10.1126/science.6474163. PMID 6474163.
^Harvey, Ronald G.; Hahn, Jung Tai; Bukowska, Maria; Jackson, Henry (1990). "A new chromone and flavone synthesis and its utilization for the synthesis of potentially antitumorigenic polycyclic chromones and flavones". The Journal of Organic Chemistry. 55 (25): 6161. doi:10.1021/jo00312a023.
^Trefil, P.; Micakova, A.; Stiborova, M.; Poplstein, M.; Brillard, J.P.; Hodek, P. (2004). "Effects of alpha-naphthoflavone on body growth and gonad development in chickens (Gallus domesticus)". Czech Journal of Animal Science. 49 (6): 231–238. doi:10.17221/4305-CJAS.
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naphthoflavone, also, known, benzoflavone, phenyl, benzo, chromen, synthetic, flavone, derivative, prepared, from, naphthol, cinnamaldehyde, namesiupac, name, benzo, flavonesystematic, iupac, name, phenyl, naphtho, pyran, oneother, names, benzoflavoneanf2, phe. a Naphthoflavone also known as 7 8 benzoflavone and 2 phenyl benzo h chromen 4 one is a synthetic 1 2 flavone derivative It can be prepared from 2 naphthol and cinnamaldehyde 3 a Naphthoflavone NamesIUPAC name Benzo 7 8 flavoneSystematic IUPAC name 2 Phenyl 4H naphtho 1 2 b pyran 4 oneOther names 7 8 BenzoflavoneANF2 Phenyl benzo h chromen 4 oneIdentifiersCAS Number 604 59 1 N3D model JSmol Interactive imageChEBI CHEBI 76995 YChEMBL ChEMBL283196 YChemSpider 11297 YDrugBank DB07453 YECHA InfoCard 100 009 156EC Number 210 071 1PubChem CID 11790UNII FML65D8PY5CompTox Dashboard EPA DTXSID2040650InChI InChI 1S C19H12O2 c20 17 12 18 14 7 2 1 3 8 14 21 19 15 9 5 4 6 13 15 10 11 16 17 19 h1 12H YKey VFMMPHCGEFXGIP UHFFFAOYSA N YInChI 1 C19H12O2 c20 17 12 18 14 7 2 1 3 8 14 21 19 15 9 5 4 6 13 15 10 11 16 17 19 h1 12HKey VFMMPHCGEFXGIP UHFFFAOYAWSMILES O C 1c4c O C C 1 c2ccccc2 c3ccccc3cc4PropertiesChemical formula C 19H 12O 2Molar mass 272 303 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references a Naphthoflavone is a potent inhibitor of the enzyme aromatase the enzyme that converts testosterone to estrogen 1 2 a Naphthoflavone has been shown to cause abnormal testicular development in young chickens 4 See also editb Naphthoflavone C19H12O2References edit a b Campbell Deborah R Kurzer Mindy S 1993 Flavonoid inhibition of aromatase enzyme activity in human preadipocytes Journal of Steroid Biochemistry and Molecular Biology 46 3 381 388 doi 10 1016 0960 0760 93 90228 O PMID 9831487 S2CID 25861427 a b Kellis JT Jr Vickery LE 1984 Inhibition of human estrogen synthetase aromatase by flavones Science 225 4666 1032 1034 Bibcode 1984Sci 225 1032K doi 10 1126 science 6474163 PMID 6474163 Harvey Ronald G Hahn Jung Tai Bukowska Maria Jackson Henry 1990 A new chromone and flavone synthesis and its utilization for the synthesis of potentially antitumorigenic polycyclic chromones and flavones The Journal of Organic Chemistry 55 25 6161 doi 10 1021 jo00312a023 Trefil P Micakova A Stiborova M Poplstein M Brillard J P Hodek P 2004 Effects of alpha naphthoflavone on body growth and gonad development in chickens Gallus domesticus Czech Journal of Animal Science 49 6 231 238 doi 10 17221 4305 CJAS nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title A Naphthoflavone amp oldid 1181397869, wikipedia, wiki, book, books, library,
