Aurone (BioDeep_00000176318)
human metabolite blood metabolite
代谢物信息卡片
2-(phenylmethylidene)-2,3-dihydro-1-benzofuran-3-one
化学式: C15H10O2 (222.0681)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(not specific) 50%
分子结构信息
SMILES: O=C1C(OC2=CC=CC=C12)=CC1=CC=CC=C1
InChI: InChI=1S/C15H10O2/c16-15-12-8-4-5-9-13(12)17-14(15)10-11-6-2-1-3-7-11/h1-10H
描述信息
同义名列表
数据库引用编号
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Rei Funahashi, Fumiaki Matsuura, Masayuki Ninomiya, Sayo Okabe, Shigeo Takashima, Kaori Tanaka, Atsuyoshi Nishina, Mamoru Koketsu. Hybrid pharmacophore design and synthesis of donepezil-inspired aurone derivative salts as multifunctional acetylcholinesterase inhibitors.
Bioorganic chemistry.
2024 Apr; 145(?):107229. doi:
10.1016/j.bioorg.2024.107229. [PMID: 38401360] - Xiaofeng Cao, Mingxia Wang, Zhong Li, Xiaoyong Xu. Synthesis, Nematicidal Evaluation, and the Structure-Activity Relationship Study of Aurone Derivatives.
Journal of agricultural and food chemistry.
2023 Jun; 71(23):8757-8768. doi:
10.1021/acs.jafc.3c00627. [PMID: 37277310] - Hiraku Furudate, Misaki Manabe, Haruka Oshikiri, Ayako Matsushita, Bunta Watanabe, Toshiyuki Waki, Toru Nakayama, Hiroyoshi Kubo, Kojiro Takanashi. A Polyphenol Oxidase Catalyzes Aurone Synthesis in Marchantia polymorpha.
Plant & cell physiology.
2023 Mar; ?(?):. doi:
10.1093/pcp/pcad024. [PMID: 36947436] - Heng Wu, Haiqing Zhao, Tong Lu, Baoxing Xie, Chao Niu, Haji Akber Aisa. Synthesis and Activity of Aurone and Indanone Derivatives.
Medicinal chemistry (Shariqah (United Arab Emirates)).
2023 Feb; ?(?):. doi:
10.2174/1573406419666230203105246. [PMID: 36740791] - Toru Nakayama. Biochemistry and regulation of aurone biosynthesis.
Bioscience, biotechnology, and biochemistry.
2022 Apr; 86(5):557-573. doi:
10.1093/bbb/zbac034. [PMID: 35259212] - Ilaria Mazziotti, Giovanni Petrarolo, Concettina La Motta. Aurones: A Golden Resource for Active Compounds.
Molecules (Basel, Switzerland).
2021 Dec; 27(1):. doi:
10.3390/molecules27010002. [PMID: 35011233] - Hyoung-Geun Kim, Youn Hee Nam, Young Sung Jung, Seon Min Oh, Trong Nguyen Nguyen, Min-Ho Lee, Dae-Ok Kim, Tong Ho Kang, Dae Young Lee, Nam-In Baek. Aurones and Flavonols from Coreopsis lanceolata L. Flowers and Their Anti-Oxidant, Pro-Inflammatory Inhibition Effects, and Recovery Effects on Alloxan-Induced Pancreatic Islets in Zebrafish.
Molecules (Basel, Switzerland).
2021 Oct; 26(20):. doi:
10.3390/molecules26206098. [PMID: 34684679] - Jin-Qiang Li, Chao-Jiang Xiao, Ye-Meng Li, Xin-Yan Tian, Xiang Dong, Bei Jiang. Astrernestin, a novel aurone-phenylpropanoid adduct from the roots of Astragalus ernestii.
Natural product research.
2020 Oct; 34(20):2894-2899. doi:
10.1080/14786419.2019.1596101. [PMID: 30990071] - Qin-Ge Ma, Rong-Rui Wei, Zhi-Pei Sang. Bioactivity-guided isolation of aurone derivatives with hepatoprotective activities from the fruits of Cucumis bisexualis.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2020 Sep; 75(9-10):327-332. doi:
10.1515/znc-2019-0202. [PMID: 32568735] - Kangnan Wang, Shuyue Ma, Yanyan Ma, Yuping Zhao, Miaomiao Xing, Liyu Zhou, Duxia Cao, Weiying Lin. Aurone Derivative Revealing the Metabolism of Lipid Droplets and Monitoring Oxidative Stress in Living Cells.
Analytical chemistry.
2020 05; 92(9):6631-6636. doi:
10.1021/acs.analchem.0c00456. [PMID: 32272833] - Khushboo D Malbari, Anand S Chintakrindi, Lata R Ganji, Devanshi J Gohil, Sweta T Kothari, Mamata V Joshi, Meena A Kanyalkar. Structure-aided drug development of potential neuraminidase inhibitors against pandemic H1N1 exploring alternate binding mechanism.
Molecular diversity.
2019 Nov; 23(4):927-951. doi:
10.1007/s11030-019-09919-6. [PMID: 30710224] - Miroslav Novakovic, Iris Djordjevic, Nina Todorovic, Snezana Trifunovic, Boban Andjelkovic, Boris Mandic, Milka Jadranin, Ivan Vuckovic, Vlatka Vajs, Slobodan Milosavljevic, Vele Tesevic. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop.
Natural product research.
2019 Oct; 33(19):2837-2844. doi:
10.1080/14786419.2018.1508141. [PMID: 30513208] - Atsushi Hoshino, Takayuki Mizuno, Keiichi Shimizu, Shoko Mori, Sachiko Fukada-Tanaka, Kazuhiko Furukawa, Kanako Ishiguro, Yoshikazu Tanaka, Shigeru Iida. Generation of Yellow Flowers of the Japanese Morning Glory by Engineering Its Flavonoid Biosynthetic Pathway toward Aurones.
Plant & cell physiology.
2019 Aug; 60(8):1871-1879. doi:
10.1093/pcp/pcz101. [PMID: 31135027] - Daisuke Nakabo, Yuka Okano, Naomi Kandori, Taisei Satahira, Naoya Kataoka, Junpei Akamatsu, Yoshiharu Okada. Convenient Synthesis and Physiological Activities of Flavonoids in Coreopsis lanceolata L. Petals and Their Related Compounds.
Molecules (Basel, Switzerland).
2018 Jul; 23(7):. doi:
10.3390/molecules23071671. [PMID: 29987259] - Ghaneya S Hassan, Hanan H Georgey, Riham F George, Eman R Mohammed. Construction of some cytotoxic agents with aurone and furoaurone scaffolds.
Future medicinal chemistry.
2018 01; 10(1):27-52. doi:
10.4155/fmc-2017-0147. [PMID: 29235893] - Benjamin Boucherle, Marine Peuchmaur, Ahcène Boumendjel, Romain Haudecoeur. Occurrences, biosynthesis and properties of aurones as high-end evolutionary products.
Phytochemistry.
2017 Oct; 142(?):92-111. doi:
10.1016/j.phytochem.2017.06.017. [PMID: 28704688] - Tomasz Tronina, Paulina Strugała, Jarosław Popłoński, Aleksandra Włoch, Sandra Sordon, Agnieszka Bartmańska, Ewa Huszcza. The Influence of Glycosylation of Natural and Synthetic Prenylated Flavonoids on Binding to Human Serum Albumin and Inhibition of Cyclooxygenases COX-1 and COX-2.
Molecules (Basel, Switzerland).
2017 Jul; 22(7):. doi:
10.3390/molecules22071230. [PMID: 28754033] - Yan Li, Xiaoming Qiang, Li Luo, Yuxing Li, Ganyuan Xiao, Zhenghuai Tan, Yong Deng. Synthesis and evaluation of 4-hydroxyl aurone derivatives as multifunctional agents for the treatment of Alzheimer's disease.
Bioorganic & medicinal chemistry.
2016 05; 24(10):2342-51. doi:
10.1016/j.bmc.2016.04.012. [PMID: 27079124] - Christian Molitor, Stephan Gerhard Mauracher, Annette Rompel. Aurone synthase is a catechol oxidase with hydroxylase activity and provides insights into the mechanism of plant polyphenol oxidases.
Proceedings of the National Academy of Sciences of the United States of America.
2016 Mar; 113(13):E1806-15. doi:
10.1073/pnas.1523575113. [PMID: 26976571] - Christian Molitor, Stephan Gerhard Mauracher, Sanela Pargan, Rupert L Mayer, Heidi Halbwirth, Annette Rompel. Latent and active aurone synthase from petals of C. grandiflora: a polyphenol oxidase with unique characteristics.
Planta.
2015 Sep; 242(3):519-37. doi:
10.1007/s00425-015-2261-0. [PMID: 25697287] - Christian Molitor, Stephan Gerhard Mauracher, Annette Rompel. Crystallization and preliminary crystallographic analysis of latent, active and recombinantly expressed aurone synthase, a polyphenol oxidase, from Coreopsis grandiflora.
Acta crystallographica. Section F, Structural biology communications.
2015 Jun; 71(Pt 6):746-51. doi:
10.1107/s2053230x15007542. [PMID: 26057806] - Jing-gong Guo, Yin-sheng Chen, Jing Li, Tian-xiao Wang, Sha-sha Li, Yue Cong. A new aurone glycoside from Veratrum dahuricum (Turcz.) Loes. f.
Yao xue xue bao = Acta pharmaceutica Sinica.
2015 Mar; 50(3):337-9. doi:
". [PMID: 26118114] - Yan-xia Song, Qiang Ma, Jie Li. A new aurone glycoside with antifungal activity from marine-derived fungus Penicillium sp. FJ-1.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2015 Mar; 40(6):1097-101. doi:
". [PMID: 26226752] - Cornelia Kaintz, Christian Molitor, Jana Thill, Ioannis Kampatsikas, Claudia Michael, Heidi Halbwirth, Annette Rompel. Cloning and functional expression in E. coli of a polyphenol oxidase transcript from Coreopsis grandiflora involved in aurone formation.
FEBS letters.
2014 Sep; 588(18):3417-26. doi:
10.1016/j.febslet.2014.07.034. [PMID: 25109778] - Silvija Miosic, Katrin Knop, Dirk Hölscher, Jürgen Greiner, Christian Gosch, Jana Thill, Marco Kai, Binita Kumari Shrestha, Bernd Schneider, Anna C Crecelius, Ulrich S Schubert, Aleš Svatoš, Karl Stich, Heidi Halbwirth. 4-Deoxyaurone formation in Bidens ferulifolia (Jacq.) DC.
PloS one.
2013; 8(5):e61766. doi:
10.1371/journal.pone.0061766. [PMID: 23667445] - Roshani Shakya, Jingsong Ye, Caius M Rommens. Altered leaf colour is associated with increased superoxide-scavenging activity in aureusidin-producing transgenic plants.
Plant biotechnology journal.
2012 Dec; 10(9):1046-55. doi:
10.1111/j.1467-7652.2012.00732.x. [PMID: 22924954] - Min Zhang, Xiao-Hua Xu, Yan Cui, Long-Guan Xie, Chui-Hua Kong. Synthesis and herbicidal potential of substituted aurones.
Pest management science.
2012 Nov; 68(11):1512-22. doi:
10.1002/ps.3339. [PMID: 22718431] - Clemens Zwergel, François Gaascht, Sergio Valente, Marc Diederich, Denyse Bagrel, Gilbert Kirsch. Aurones: interesting natural and synthetic compounds with emerging biological potential.
Natural product communications.
2012 Mar; 7(3):389-94. doi:
". [PMID: 22545415] - Natasha Shanker, Ozlem Dilek, Kamalika Mukherjee, Dennis W McGee, Susan L Bane. Aurones: small molecule visible range fluorescent probes suitable for biomacromolecules.
Journal of fluorescence.
2011 Nov; 21(6):2173-84. doi:
10.1007/s10895-011-0919-y. [PMID: 21748237] - Pavadai Elumalai, Hsuan-Liang Liu. Homology modeling and dynamics study of aureusidin synthase--an important enzyme in aurone biosynthesis of snapdragon flower.
International journal of biological macromolecules.
2011 Aug; 49(2):134-42. doi:
10.1016/j.ijbiomac.2011.03.017. [PMID: 21470561] - Shaikh J Uddin, I Darren Grice, Evelin Tiralongo. Cytotoxic effects of bangladeshi medicinal plant extracts.
Evidence-based complementary and alternative medicine : eCAM.
2011; 2011(?):578092. doi:
10.1093/ecam/nep111. [PMID: 19706693] - Pilar Puebla, Yoko Oshima-Franco, Luiz M Franco, Marcio G Dos Santos, Renata V da Silva, Leandro Rubem-Mauro, Arturo San Feliciano. Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom.
Molecules (Basel, Switzerland).
2010 Nov; 15(11):8193-204. doi:
10.3390/molecules15118193. [PMID: 21076386] - Chui-Hua Kong, Xiao-Hua Xu, Min Zhang, Song-Zhu Zhang. Allelochemical tricin in rice hull and its aurone isomer against rice seedling rot disease.
Pest management science.
2010 Sep; 66(9):1018-24. doi:
10.1002/ps.1976. [PMID: 20730995] - Lloyd W Sumner. Recent advances in plant metabolomics and greener pastures.
F1000 biology reports.
2010 Jan; 2(?):. doi:
10.3410/b2-7. [PMID: 20948782] - Alfredo S Negri, Bhakti Prinsi, Mara Rossoni, Osvaldo Failla, Attilio Scienza, Maurizio Cocucci, Luca Espen. Proteome changes in the skin of the grape cultivar Barbera among different stages of ripening.
BMC genomics.
2008 Aug; 9(?):378. doi:
10.1186/1471-2164-9-378. [PMID: 18691399] - Piyada Thipyapong, Michael J Stout, Jutharat Attajarusit. Functional analysis of polyphenol oxidases by antisense/sense technology.
Molecules (Basel, Switzerland).
2007 Jul; 12(8):1569-95. doi:
10.3390/12081569. [PMID: 17960074] - Monica Sanchez-Gonzalez, John P N Rosazza. Biocatalytic synthesis of butein and sulfuretin by Aspergillus alliaceus.
Journal of agricultural and food chemistry.
2006 Jun; 54(13):4646-50. doi:
10.1021/jf060900k. [PMID: 16787010] - Uppuluri V Mallavadhani, Anita Mahapatra. A new aurone and two rare metabolites from the leaves of Diospyros melanoxylon.
Natural product research.
2005 Jan; 19(1):91-7. doi:
10.1080/14786410410001704705. [PMID: 15700652] - Eliane O Ferreira, Marcos J Salvador, Elizabeth M F Pral, Silvia C Alfieri, Izabel Y Ito, Diones A Dias. A new heptasubstituted (E)-aurone glucoside and other aromatic compounds of Gomphrena agrestis with biological activity.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2004 Jul; 59(7-8):499-505. doi:
10.1515/znc-2004-7-808. [PMID: 15813368] - Jan F Stevens, Cristobal L Miranda, Balz Frei, Donald R Buhler. Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2'-hydroxychalcones as a novel antioxidant pharmacophore.
Chemical research in toxicology.
2003 Oct; 16(10):1277-86. doi:
10.1021/tx020100d. [PMID: 14565769] - Kevin J French, Randy S Schrecengost, Brian D Lee, Yan Zhuang, Staci N Smith, Justin L Eberly, Jong K Yun, Charles D Smith. Discovery and evaluation of inhibitors of human sphingosine kinase.
Cancer research.
2003 Sep; 63(18):5962-9. doi:
". [PMID: 14522923] - Toru Nakayama. Enzymology of aurone biosynthesis.
Journal of bioscience and bioengineering.
2002; 94(6):487-91. doi:
10.1016/s1389-1723(02)80184-0. [PMID: 16233339] - M Otsuki, C Sakamoto, M Maeda, H Yuu, T Yamasaki, K Okano, S Baba. [The effect of secretin on exocrine and endocrine pancreas. Part I: plasma secretin concentration and pancreatic exocrine secretion after intravenous secretin or intraduodenal HCl and 1-phenyl-1-hydroxy-n-pentane administration (author's transl)].
Nihon Naibunpi Gakkai zasshi.
1978 Oct; 54(10):1116-24. doi:
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