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'''Aurone''' is a ] ] which is a type of ].<ref>{{cite journal | doi = 10.1016/S1389-1723(02)80184-0 | pmid = 16233339 | title = Enzymology of aurone biosynthesis | year = 2002 | last1 = Nakayama | first1 = T | journal = Journal of Bioscience and Bioengineering | volume = 94 | issue = 6 | pages = 487}}</ref> There are two isomers of the molecule, with (''E'')- and (''Z'')-configurations. The molecule contains a ] element associated with a ] linked in position 2. In aurone, a ]-like group is closed into a 5-membered ring instead of the 6-membered ring more typical of ]s. |
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'''Aurone''' is a ] ] which is a type of ].<ref>{{cite journal | doi = 10.1016/S1389-1723(02)80184-0 | pmid = 16233339 | title = Enzymology of aurone biosynthesis | year = 2002 | last1 = Nakayama | first1 = T | journal = Journal of Bioscience and Bioengineering | volume = 94 | issue = 6 | pages = 487–91}}</ref> There are two isomers of the molecule, with (''E'')- and (''Z'')-configurations. The molecule contains a ] element associated with a ] linked in position 2. In aurone, a ]-like group is closed into a 5-membered ring instead of the 6-membered ring more typical of ]s. |
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Aurone forms the core for a family of derivatives which are known collectively as aurones. Aurones are plant flavonoids that provide ] to the flowers of some popular ornamental plants, such as ] and ].<ref name="Nakayama">{{cite journal | doi = 10.1016/S0014-5793(01)02529-7 | pmid = 11418122 | year = 2001 | last1 = Nakayama | first1 = T | last2 = Sato | first2 = T | last3 = Fukui | first3 = Y | last4 = Yonekura-Sakakibara | first4 = K | last5 = Hayashi | first5 = H | last6 = Tanaka | first6 = Y | last7 = Kusumi | first7 = T | last8 = Nishino | first8 = T | title = Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration | volume = 499 | issue = 1-2 | pages = 107–11 | journal = FEBS letters }}</ref> Aurones including ] (C<sub>15</sub>H<sub>11</sub>O<sub>3</sub>Cl) and ] (C<sub>15</sub>H<sub>9</sub>O<sub>2</sub>Cl) can also be found in the ] '']''.<ref name="Atta-Ur-Rahman">{{cite journal | doi = 10.1248/cpb.49.105 | pmid = 11201212 | last1 = Atta-Ur-Rahman | url = http://www.jstage.jst.go.jp/article/cpb/49/1/105/_pdf | year = 2001 | last2 = Choudhary | first2 = MI | last3 = Hayat | first3 = S | last4 = Khan | first4 = AM | last5 = Ahmed | first5 = A | title = Two new aurones from marine brown alga Spatoglossum variabile | volume = 49 | issue = 1 | pages = 105–7 | journal = Chemical & pharmaceutical bulletin}}</ref> |
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Aurone forms the core for a family of derivatives which are known collectively as aurones. Aurones are plant flavonoids that provide ] to the flowers of some popular ornamental plants, such as ] and ].<ref name="Nakayama">{{cite journal | doi = 10.1016/S0014-5793(01)02529-7 | pmid = 11418122 | year = 2001 | last1 = Nakayama | first1 = T | last2 = Sato | first2 = T | last3 = Fukui | first3 = Y | last4 = Yonekura-Sakakibara | first4 = K | last5 = Hayashi | first5 = H | last6 = Tanaka | first6 = Y | last7 = Kusumi | first7 = T | last8 = Nishino | first8 = T | title = Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration | volume = 499 | issue = 1–2 | pages = 107–11 | journal = FEBS letters }}</ref> Aurones including ] (C<sub>15</sub>H<sub>11</sub>O<sub>3</sub>Cl) and ] (C<sub>15</sub>H<sub>9</sub>O<sub>2</sub>Cl) can also be found in the ] '']''.<ref name="Atta-Ur-Rahman">{{cite journal | doi = 10.1248/cpb.49.105 | pmid = 11201212 | last1 = Atta-Ur-Rahman | url = http://www.jstage.jst.go.jp/article/cpb/49/1/105/_pdf | year = 2001 | last2 = Choudhary | first2 = MI | last3 = Hayat | first3 = S | last4 = Khan | first4 = AM | last5 = Ahmed | first5 = A | title = Two new aurones from marine brown alga Spatoglossum variabile | volume = 49 | issue = 1 | pages = 105–7 | journal = Chemical & pharmaceutical bulletin}}</ref> |
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Most aurones are in a (''Z'')-configuration, which is the more stable configuration according to ] computation,<ref name="Atta-Ur-Rahman"/> but there are also some in the (''E'')-configurations such as ], found in '']''.<ref>{{cite journal | pmid = 15813368 | url = http://www.znaturforsch.com/ac/v59c/s59c0499.pdf | year = 2004 | last1 = Ferreira | first1 = EO | last2 = Salvador | first2 = MJ | last3 = Pral | first3 = EM | last4 = Alfieri | first4 = SC | last5 = Ito | first5 = IY | last6 = Dias | first6 = DA | title = A new heptasubstituted (E)-aurone glucoside and other aromatic compounds of Gomphrena agrestis with biological activity | volume = 59 | issue = 7-8 | pages = 499–505 | journal = Zeitschrift fur Naturforschung. C, Journal of biosciences }}</ref> |
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Most aurones are in a (''Z'')-configuration, which is the more stable configuration according to ] computation,<ref name="Atta-Ur-Rahman"/> but there are also some in the (''E'')-configurations such as ], found in '']''.<ref>{{cite journal | pmid = 15813368 | url = http://www.znaturforsch.com/ac/v59c/s59c0499.pdf | year = 2004 | last1 = Ferreira | first1 = EO | last2 = Salvador | first2 = MJ | last3 = Pral | first3 = EM | last4 = Alfieri | first4 = SC | last5 = Ito | first5 = IY | last6 = Dias | first6 = DA | title = A new heptasubstituted (E)-aurone glucoside and other aromatic compounds of Gomphrena agrestis with biological activity | volume = 59 | issue = 7–8 | pages = 499–505 | journal = Zeitschrift fur Naturforschung. C, Journal of biosciences }}</ref> |
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Analogy with flavonoids suggests that aurones could have interesting biological properties.<ref>{{cite journal | doi = 10.3390/30300088 | title = Application of Microwave in Organic Synthesis. Dry Synthesis of 2-Arylmethylene-3(2)-naphthofuranones | year = 1998 | last1 = Villemin | first1 = Didier | last2 = Martin | first2 = Benoit | last3 = Bar | first3 = Nathalie | journal = Molecules | volume = 3 | pages = 88}}</ref> |
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Analogy with flavonoids suggests that aurones could have interesting biological properties.<ref>{{cite journal | doi = 10.3390/30300088 | title = Application of Microwave in Organic Synthesis. Dry Synthesis of 2-Arylmethylene-3(2)-naphthofuranones | year = 1998 | last1 = Villemin | first1 = Didier | last2 = Martin | first2 = Benoit | last3 = Bar | first3 = Nathalie | journal = Molecules | volume = 3 | pages = 88 | issue = 3}}</ref> |
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==Related compound examples== |
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==Related compound examples== |
Analogy with flavonoids suggests that aurones could have interesting biological properties.