Aromadendrin (BioDeep_00000000484)

 

Secondary id: BioDeep_00000269954, BioDeep_00000385056

human metabolite PANOMIX_OTCML-2023 Endogenous PANOMIX-Anthocyanidin Volatile Flavor Compounds natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R-trans)-

化学式: C15H12O6 (288.0633852)
中文名称: 香橙素(二氢山奈酚), 香橙素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.05%

Reviewed

Last reviewed on 2024-09-18.

Cite this Page

Aromadendrin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/aromadendrin (retrieved 2024-11-24) (BioDeep RN: BioDeep_00000000484). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c1(cc(c2c(c1)O[C@H]([C@H](C2=O)O)c1ccc(cc1)O)O)O
InChI: InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H

描述信息

(+)-dihydrokaempferol is a tetrahydroxyflavanone having hydroxy groupa at the 3-, 4-, 5- and 7-positions. It has a role as a metabolite. It is a tetrahydroxyflavanone, a member of dihydroflavonols, a secondary alpha-hydroxy ketone and a member of 4-hydroxyflavanones. It is functionally related to a kaempferol. It is a conjugate acid of a (+)-dihydrokaempferol 7-oxoanion.
Aromadendrin is a natural product found in Smilax corbularia, Ventilago leiocarpa, and other organisms with data available.
See also: Acai fruit pulp (part of).
Isolated from Citrus subspecies and many other plants. Aromadendrin is found in many foods, some of which are thistle, coriander, adzuki bean, and almond.
Aromadendrin is found in citrus. Aromadendrin is isolated from Citrus species and many other plant
A tetrahydroxyflavanone having hydroxy groupa at the 3-, 4-, 5- and 7-positions.
Dihydrokaempferol is isolated from Bauhinia championii (Benth). Dihydrokaempferol induces apoptosis and inhibits Bcl-2 and Bcl-xL expression. Dihydrokaempferol is a good candidate for new antiarthritic agents[1].

Dihydrokaempferol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=480-20-6 (retrieved 2024-09-18) (CAS RN: 480-20-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

39 个代谢物同义名

4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R-trans)-; 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-; 4H-1-Benzopyran-4-one,2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-; (2R,3R)-2,3-Dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; (2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one; (2R,3R)-2,3-DIHYDRO-2-(4-HYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-1-BENZOPYRAN-4-ONE; (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one; (2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one; Rel-(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (+)-trans-3,4,5,7-Tetrahydroxyflavanone; Dihydrokaempferol, analytical standard; (2R,3R)-3,4’,5,7-Tetrahydroxyflavanone; (2r,3r)-3,4,5,7-tetrahydroxyflavanone; Aromadendrin, >=95\\% (LC/MS-ELSD); FLAVANONE, 3,4,5,7-TETRAHYDROXY-; 3,4’,5,7-Tetrahydroxyflavanone; (+)-(2R,3R)-Dihydrokaempferol; 3,4,5,7-tetrahydroxyflavanone; (2R,3R)-dihydrokaempferol; (?)-Dihydrokaempferol; (+)-Dihydrokaempferol; (2R,3R)-Aromadendrin; ()-Dihydrokaempferol; dihydro-kaempferol; dihydro-kempferol; dihydrokaempferol; (2R,3R)-Katuranin; (+)-aromadendrin; dihydrokempferol; UNII-7YA4640575; AROMADENDRINE; Aromadendrol; Aromadendrin; aromadedrin; 7YA4640575; katuranin; 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one; Dihydrokaempferol



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

817 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(13)

WikiPathways(2)

Plant Reactome(311)

INOH(0)

PlantCyc(488)

COVID-19 Disease Map(0)

PathBank(3)

PharmGKB(0)

302 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。



文献列表

  • Qiao Wang, Liwen Zhang, Ping Pang. Dihydrokaempferol attenuates LPS-induced inflammation and apoptosis in WI-38 cells. Allergologia et immunopathologia. 2023; 51(6):23-29. doi: 10.15586/aei.v51i6.971. [PMID: 37937492]
  • Mengyun Xing, Yunlin Cao, Chuanhong Ren, Yilong Liu, Jiajia Li, Donald Grierson, Cathie Martin, Chongde Sun, Kunsong Chen, Changjie Xu, Xian Li. Elucidation of myricetin biosynthesis in Morella rubra of the Myricaceae. The Plant journal : for cell and molecular biology. 2021 10; 108(2):411-425. doi: 10.1111/tpj.15449. [PMID: 34331782]
  • Ahmed R Hamed, Seham S El-Hawary, Rana M Ibrahim, Usama Ramadan Abdelmohsen, Ali M El-Halawany. Identification of Chemopreventive Components from Halophytes Belonging to Aizoaceae and Cactaceae Through LC/MS-Bioassay Guided Approach. Journal of chromatographic science. 2021 Jun; 59(7):618-626. doi: 10.1093/chromsci/bmaa112. [PMID: 33352581]
  • Jiaqi Zhang, Cheng Hu, Xiulong Li, Li Liang, Mingcai Zhang, Bo Chen, Xinhua Liu, Dicheng Yang. Protective Effect of Dihydrokaempferol on Acetaminophen-Induced Liver Injury by Activating the SIRT1 Pathway. The American journal of Chinese medicine. 2021; 49(3):705-718. doi: 10.1142/s0192415x21500324. [PMID: 33657990]
  • Xiaoqiang Liang, Cheng Hu, Congying Liu, Kui Yu, Jingzhe Zhang, Yiqun Jia. Dihydrokaempferol (DHK) ameliorates severe acute pancreatitis (SAP) via Keap1/Nrf2 pathway. Life sciences. 2020 Nov; 261(?):118340. doi: 10.1016/j.lfs.2020.118340. [PMID: 32860805]
  • Sun-Hyung Lim, Bora Park, Da-Hye Kim, Sangkyu Park, Ju-Hee Yang, Jae-A Jung, JeMin Lee, Jong-Yeol Lee. Cloning and Functional Characterization of Dihydroflavonol 4-Reductase Gene Involved in Anthocyanin Biosynthesis of Chrysanthemum. International journal of molecular sciences. 2020 Oct; 21(21):. doi: 10.3390/ijms21217960. [PMID: 33120878]
  • JuDong Yeo, Fereidoon Shahidi. Identification and quantification of soluble and insoluble-bound phenolics in lentil hulls using HPLC-ESI-MS/MS and their antioxidant potential. Food chemistry. 2020 Jun; 315(?):126202. doi: 10.1016/j.foodchem.2020.126202. [PMID: 32028197]
  • Mun Seok Jo, Seoyoung Lee, Jae Sik Yu, Su Cheol Baek, Young-Chang Cho, Ki Hyun Kim. Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages. Journal of natural products. 2020 03; 83(3):684-692. doi: 10.1021/acs.jnatprod.9b01120. [PMID: 32118424]
  • Ji Yeong Kim, Jeong Yoon Kim, Janar Jenis, Zuo Peng Li, Yeong Jun Ban, Aizhamal Baiseitova, Ki Hun Park. Tyrosinase inhibitory study of flavonolignans from the seeds of Silybum marianum (Milk thistle). Bioorganic & medicinal chemistry. 2019 06; 27(12):2499-2507. doi: 10.1016/j.bmc.2019.03.013. [PMID: 30871862]
  • Shoib Ahmad Baba, Nasheeman Ashraf. Functional characterization of flavonoid 3'-hydroxylase, CsF3'H, from Crocus sativus L: Insights into substrate specificity and role in abiotic stress. Archives of biochemistry and biophysics. 2019 05; 667(?):70-78. doi: 10.1016/j.abb.2019.04.012. [PMID: 31054842]
  • Liezhou Zhong, Gangcheng Wu, Zhongxiang Fang, Mark L Wahlqvist, Jonathan M Hodgson, Michael W Clarke, Edwin Junaldi, Stuart K Johnson. Characterization of polyphenols in Australian sweet lupin (Lupinus angustifolius) seed coat by HPLC-DAD-ESI-MS/MS. Food research international (Ottawa, Ont.). 2019 02; 116(?):1153-1162. doi: 10.1016/j.foodres.2018.09.061. [PMID: 30716901]
  • Sumei Cui, Yuqian Cui, Yuan Li, Yongtao Zhang, Hao Wang, Weidong Qin, Xiaomei Chen, Shifang Ding, Dawei Wu, Haipeng Guo. Inhibition of cardiac hypertrophy by aromadendrin through down-regulating NFAT and MAPKs pathways. Biochemical and biophysical research communications. 2018 12; 506(4):805-811. doi: 10.1016/j.bbrc.2018.10.143. [PMID: 30389139]
  • Mark Levisson, Constantinos Patinios, Sascha Hein, Philip A de Groot, Jean-Marc Daran, Robert D Hall, Stefan Martens, Jules Beekwilder. Engineering de novo anthocyanin production in Saccharomyces cerevisiae. Microbial cell factories. 2018 Jul; 17(1):103. doi: 10.1186/s12934-018-0951-6. [PMID: 29970082]
  • Nabil A Abdel Salam, Nabila M Ghazy, Eman Shawky, Shimaa M Sallam, Mary L Shenouda. Validated HPTLC Method for Dihydrokaempferol-4'-O-glucopyranoside Quantitative Determination in Alcea Species. Journal of chromatographic science. 2018 Jul; 56(6):518-523. doi: 10.1093/chromsci/bmy025. [PMID: 29635436]
  • Yue Zhu, Qingzhong Peng, Kegang Li, De-Yu Xie. Molecular Cloning and Functional Characterization of a Dihydroflavonol 4-Reductase from Vitis bellula. Molecules (Basel, Switzerland). 2018 Apr; 23(4):. doi: 10.3390/molecules23040861. [PMID: 29642567]
  • Sha Xie, Ting Zhao, Zhenwen Zhang, Jiangfei Meng. Reduction of Dihydrokaempferol by Vitis vinfera Dihydroflavonol 4-Reductase to Produce Orange Pelargonidin-Type Anthocyanins. Journal of agricultural and food chemistry. 2018 Apr; 66(13):3524-3532. doi: 10.1021/acs.jafc.7b05766. [PMID: 29554804]
  • Nabil A Abdel-Salam, Nabila M Ghazy, Shaimaa M Sallam, Mohamed M Radwan, Amira S Wanas, Mahmoud A ElSohly, Maha A El-Demellawy, Nevin M Abdel-Rahman, Sonia Piacente, Mary L Shenouda. Flavonoids of Alcea rosea L. and their immune stimulant, antioxidant and cytotoxic activities on hepatocellular carcinoma HepG-2 cell line. Natural product research. 2018 Mar; 32(6):702-706. doi: 10.1080/14786419.2017.1332602. [PMID: 28580799]
  • Huirong Zhang, Chao Du, Yan Wang, Jia Wang, Linlin Zheng, Yingchun Wang. The Reaumuria trigyna leucoanthocyanidin dioxygenase (RtLDOX) gene complements anthocyanidin synthesis and increases the salt tolerance potential of a transgenic Arabidopsis LDOX mutant. Plant physiology and biochemistry : PPB. 2016 Sep; 106(?):278-87. doi: 10.1016/j.plaphy.2016.05.005. [PMID: 27219053]
  • Patrick Y Ango, Deccaux W F G Kapche, Ghislain W Fotso, Christian D Fozing, Elizabeth M O Yeboah, Renameditswe Mapitse, Ibrahim Demirtas, Bonaventure T Ngadjui, Samuel O Yeboah. Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):65-71. doi: 10.1515/znc-2015-0147. [PMID: 26959540]
  • Hossam M Abdallah, Hany El-Bassossy, Gamal A Mohamed, Ali M El-Halawany, Khalid Z Alshali, Zainy M Banjar. Phenolics from Garcinia mangostana Inhibit Advanced Glycation Endproducts Formation: Effect on Amadori Products, Cross-Linked Structures and Protein Thiols. Molecules (Basel, Switzerland). 2016 Feb; 21(2):251. doi: 10.3390/molecules21020251. [PMID: 26907243]
  • Abdur Rauf, Ghias Uddin, Muslim Raza, Bashir Ahmad, Noor Jehan, Bina S Siddiqui, Joseph Molnar, Akos Csonka, Diana Szabo. Reversal of Multidrug Resistance in Mouse Lymphoma Cells by Extracts and Flavonoids from Pistacia integerrima. Asian Pacific journal of cancer prevention : APJCP. 2016; 17(1):51-5. doi: 10.7314/apjcp.2016.17.1.51. [PMID: 26838254]
  • Li Chen, Jian-feng Xu, Li-chun Sun. [Chemical Constituents from Glycosmis pentaphylla]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Jan; 39(1):90-3. doi: ". [PMID: 30080005]
  • Yang Hee Jo, Seon Beom Kim, Qing Liu, Jin Woo Lee, Bang Yeon Hwang, Mi Kyeong Lee. Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity. Bioorganic & medicinal chemistry letters. 2015 Sep; 25(17):3455-7. doi: 10.1016/j.bmcl.2015.07.017. [PMID: 26227773]
  • Y X Chu, H R Chen, A Z Wu, R Cai, J S Pan. Expression analysis of dihydroflavonol 4-reductase genes in Petunia hybrida. Genetics and molecular research : GMR. 2015 May; 14(2):5010-21. doi: 10.4238/2015.may.12.4. [PMID: 25966276]
  • P S Rajesh, Pradeepa V Samaga, V Ravishankar Rai, K M Lokanatha Rai. In vitro biological activity of aromadendrin-4'-methyl ether isolated from root extract of Ventilago madraspatana Gaertn with relevance to anticandidal activity. Natural product research. 2015; 29(11):1042-5. doi: 10.1080/14786419.2014.968152. [PMID: 25299472]
  • Nattapong Chaipukdee, Somdej Kanokmedhakul, Ratsami Lekphrom, Kwanjai Kanokmedhakul. Two new flavanonols from the bark of Akschindlium godefroyanum. Natural product research. 2014; 28(3):191-5. doi: 10.1080/14786419.2013.866113. [PMID: 24354343]
  • Nasir Tajuddeen, Muhammad Sani Sallau, Aliyu Muhammad Musa, Dama James Habila, Sani Muhammad Yahaya. Flavonoids with antimicrobial activity from the stem bark of Commiphora pedunculata (Kotschy & Peyr.) Engl. Natural product research. 2014; 28(21):1915-8. doi: 10.1080/14786419.2014.947488. [PMID: 25117003]
  • Wei-Xin Wang, Jing-Yi Qian, Xiao-Jing Wang, Ai-Ping Jiang, Ai-Qun Jia. Anti-HIV-1 activities of extracts and phenolics from Smilax china L. Pakistan journal of pharmaceutical sciences. 2014 Jan; 27(1):147-51. doi: ". [PMID: 24374442]
  • Jing Bu, Jian-nong Wang, Shi-ping Gu. [Study on the chemical constituents of the PTP 1B inhibitory effective parts of Paeoniae Rubra Radix]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Nov; 36(11):1783-5. doi: . [PMID: 24956818]
  • An-Cheng Huang, Amelie Wilde, Johanna Ebmeyer, George K Skouroumounis, Dennis K Taylor. Examination of the phenolic profile and antioxidant activity of the leaves of the Australian native plant Smilax glyciphylla. Journal of natural products. 2013 Oct; 76(10):1930-6. doi: 10.1021/np4005163. [PMID: 24050300]
  • Amani S Awaad, Nabilah A Al-Jaber, John E Moses, Reham M El-Meligy, Mohamed E Zain. Antiulcerogenic activities of the extracts and isolated flavonoids of Euphorbia cuneata Vahl. Phytotherapy research : PTR. 2013 Jan; 27(1):126-30. doi: 10.1002/ptr.4872. [PMID: 23097351]
  • Yun-Ze Yin, Rui-Shan Wang, Ri-Dao Chen, Li-Rui Qiao, Lin Yang, Chun-Mei Wang, Jun-Gui Dai. [Chemical constituents from cell suspension cultures of Cudrania tricuspidata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Dec; 37(24):3734-7. doi: . [PMID: 23627169]
  • Chenglei Li, Yuechen Bai, Shuangjiang Li, Hui Chen, Xueyi Han, Haixia Zhao, Jirong Shao, Sang-Un Park, Qi Wu. Cloning, characterization, and activity analysis of a flavonol synthase gene FtFLS1 and its association with flavonoid content in tartary buckwheat. Journal of agricultural and food chemistry. 2012 May; 60(20):5161-8. doi: 10.1021/jf205192q. [PMID: 22563787]
  • Houhua Li, Jian Qiu, Fudong Chen, Xiaofen Lv, Chunxiang Fu, Dexiu Zhao, Xuejun Hua, Qiao Zhao. Molecular characterization and expression analysis of dihydroflavonol 4-reductase (DFR) gene in Saussurea medusa. Molecular biology reports. 2012 Mar; 39(3):2991-9. doi: 10.1007/s11033-011-1061-2. [PMID: 21701830]
  • Feng Xu, Linling Li, Weiwei Zhang, Hua Cheng, Nannan Sun, Shuiyuan Cheng, Yan Wang. Isolation, characterization, and function analysis of a flavonol synthase gene from Ginkgo biloba. Molecular biology reports. 2012 Mar; 39(3):2285-96. doi: 10.1007/s11033-011-0978-9. [PMID: 21643949]
  • A Freischmidt, G Jürgenliemk, B Kraus, S N Okpanyi, J Müller, O Kelber, D Weiser, J Heilmann. Contribution of flavonoids and catechol to the reduction of ICAM-1 expression in endothelial cells by a standardised Willow bark extract. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Feb; 19(3-4):245-52. doi: 10.1016/j.phymed.2011.08.065. [PMID: 21982436]
  • Sailesh Malla, Mattheos A G Koffas, Romas J Kazlauskas, Byung-Gee Kim. Production of 7-O-methyl aromadendrin, a medicinally valuable flavonoid, in Escherichia coli. Applied and environmental microbiology. 2012 Feb; 78(3):684-94. doi: 10.1128/aem.06274-11. [PMID: 22101053]
  • Manlan Zhu, Xuchen Zheng, Qingyan Shu, Hui Li, Peixing Zhong, Huijin Zhang, Yanjun Xu, Lijin Wang, Liangsheng Wang. Relationship between the composition of flavonoids and flower colors variation in tropical water lily (Nymphaea) cultivars. PloS one. 2012; 7(4):e34335. doi: 10.1371/journal.pone.0034335. [PMID: 22485167]
  • Nur Diyana Roslan, Jastina Mat Yusop, Syarul Nataqain Baharum, Roohaida Othman, Zeti-Azura Mohamed-Hussein, Ismanizan Ismail, Normah Mohd Noor, Zamri Zainal. Flavonoid biosynthesis genes putatively identified in the aromatic plant Polygonum minus via Expressed Sequences Tag (EST) analysis. International journal of molecular sciences. 2012; 13(3):2692-2706. doi: 10.3390/ijms13032692. [PMID: 22489118]
  • Akhtar Muhammad, Itrat Anis, Zulfiqar Ali, Sufyan Awadelkarim, Ajmal Khan, Asaad Khalid, Muhammad Raza Shah, M Galal, Ikhlas A Khan, M Iqbal Choudhary. Methylenebissantin: a rare methylene-bridged bisflavonoid from Dodonaea viscosa which inhibits Plasmodium falciparum enoyl-ACP reductase. Bioorganic & medicinal chemistry letters. 2012 Jan; 22(1):610-2. doi: 10.1016/j.bmcl.2011.10.072. [PMID: 22082562]
  • Ana M Fortes, Patricia Agudelo-Romero, Marta S Silva, Kashif Ali, Lisete Sousa, Federica Maltese, Young H Choi, Jerome Grimplet, José M Martinez-Zapater, Robert Verpoorte, Maria S Pais. Transcript and metabolite analysis in Trincadeira cultivar reveals novel information regarding the dynamics of grape ripening. BMC plant biology. 2011 Nov; 11(?):149. doi: 10.1186/1471-2229-11-149. [PMID: 22047180]
  • Marta Marín, Rosa M Giner, M Carmen Recio, Salvador Máñez. Phenylpropanoid and phenylisoprenoid metabolites from Asteraceae species as inhibitors of protein carbonylation. Phytochemistry. 2011 Oct; 72(14-15):1821-5. doi: 10.1016/j.phytochem.2011.06.005. [PMID: 21762940]
  • Zong-Ping Zheng, Qin Zhu, Chun-Lin Fan, Hui-Yuan Tan, Mingfu Wang. Phenolic tyrosinase inhibitors from the stems of Cudrania cochinchinensis. Food & function. 2011 May; 2(5):259-64. doi: 10.1039/c1fo10033e. [PMID: 21779564]
  • Mandeep Sharma, Moises Cortes-Cruz, Kevin R Ahern, Michael McMullen, Thomas P Brutnell, Surinder Chopra. Identification of the pr1 gene product completes the anthocyanin biosynthesis pathway of maize. Genetics. 2011 May; 188(1):69-79. doi: 10.1534/genetics.110.126136. [PMID: 21385724]
  • Jin-Ying Gou, Felipe F Felippes, Chang-Jun Liu, Detlef Weigel, Jia-Wei Wang. Negative regulation of anthocyanin biosynthesis in Arabidopsis by a miR156-targeted SPL transcription factor. The Plant cell. 2011 Apr; 23(4):1512-22. doi: 10.1105/tpc.111.084525. [PMID: 21487097]
  • Yue Feng, Cong-Mei Cao, Meenu Vikram, Sunghun Park, Hye Jin Kim, Jong Chan Hong, Luis Cisneros-Zevallos, Hisashi Koiwa. A three-component gene expression system and its application for inducible flavonoid overproduction in transgenic Arabidopsis thaliana. PloS one. 2011 Mar; 6(3):e17603. doi: 10.1371/journal.pone.0017603. [PMID: 21408135]
  • Lilian Cristina Baldon Aizza, Marcelo Carnier Dornelas. A genomic approach to study anthocyanin synthesis and flower pigmentation in passionflowers. Journal of nucleic acids. 2011; 2011(?):371517. doi: 10.4061/2011/371517. [PMID: 21772993]
  • Sung Soo Kim, Etienne Grienenberger, Benjamin Lallemand, Che C Colpitts, Sun Young Kim, Clarice de Azevedo Souza, Pierrette Geoffroy, Dimitri Heintz, Daniel Krahn, Markus Kaiser, Erich Kombrink, Thierry Heitz, Dae-Yeon Suh, Michel Legrand, Carl J Douglas. LAP6/POLYKETIDE SYNTHASE A and LAP5/POLYKETIDE SYNTHASE B encode hydroxyalkyl α-pyrone synthases required for pollen development and sporopollenin biosynthesis in Arabidopsis thaliana. The Plant cell. 2010 Dec; 22(12):4045-66. doi: 10.1105/tpc.110.080028. [PMID: 21193570]
  • Satish K Guttikonda, Joshi Trupti, Naveen C Bisht, Hui Chen, Yong-Qiang C An, Sona Pandey, Dong Xu, Oliver Yu. Whole genome co-expression analysis of soybean cytochrome P450 genes identifies nodulation-specific P450 monooxygenases. BMC plant biology. 2010 Nov; 10(?):243. doi: 10.1186/1471-2229-10-243. [PMID: 21062474]
  • Luigi Falginella, Simone D Castellarin, Raffaele Testolin, Gregory A Gambetta, Michele Morgante, Gabriele Di Gaspero. Expansion and subfunctionalisation of flavonoid 3',5'-hydroxylases in the grapevine lineage. BMC genomics. 2010 Oct; 11(?):562. doi: 10.1186/1471-2164-11-562. [PMID: 20939908]
  • Yongxia Tan, Chao Liu, Ruoyun Chen. [Phenolic constituents from stem bark of Morus wittiorum and their anti-inflammation and cytotoxicity]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Oct; 35(20):2700-3. doi: . [PMID: 21246822]
  • Yunhua Chen, Muxin Gong, Chao Zhang, Yafang Song, Ping Yu. [Determination of aromadendrin in Euonymus alatus by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Oct; 35(19):2565-7. doi: 10.4268/cjcmm20101914. [PMID: 21174766]
  • Steven L Voelker, Barbara Lachenbruch, Frederick C Meinzer, Michael Jourdes, Chanyoung Ki, Ann M Patten, Laurence B Davin, Norman G Lewis, Gerald A Tuskan, Lee Gunter, Stephen R Decker, Michael J Selig, Robert Sykes, Michael E Himmel, Peter Kitin, Olga Shevchenko, Steven H Strauss. Antisense down-regulation of 4CL expression alters lignification, tree growth, and saccharification potential of field-grown poplar. Plant physiology. 2010 Oct; 154(2):874-86. doi: 10.1104/pp.110.159269. [PMID: 20729393]
  • Xiaoye Shen, Stefan Martens, Mingliang Chen, Daofeng Li, Jiangli Dong, Tao Wang. Cloning and characterization of a functional flavanone-3ß-hydroxylase gene from Medicago truncatula. Molecular biology reports. 2010 Oct; 37(7):3283-9. doi: 10.1007/s11033-009-9913-8. [PMID: 19888675]
  • Peter Kitin, Steven L Voelker, Frederick C Meinzer, Hans Beeckman, Steven H Strauss, Barbara Lachenbruch. Tyloses and phenolic deposits in xylem vessels impede water transport in low-lignin transgenic poplars: a study by cryo-fluorescence microscopy. Plant physiology. 2010 Oct; 154(2):887-98. doi: 10.1104/pp.110.156224. [PMID: 20639405]
  • Anjin Yang, Xiaoqiu Guo. [Chemical constituents of rhizomes of Smilax ferox]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Sep; 35(17):2293-5. doi: . [PMID: 21137341]
  • Yu-xia Shen, Hong-li Teng, Guang-zhong Yang, Zhi-nan Mei, Xiao-long Chen. A new chromone derivative from Berchemia lineata. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Sep; 45(9):1139-43. doi: ". [PMID: 21348425]
  • Anna A Dobritsa, Zhentian Lei, Shuh-Ichi Nishikawa, Ewa Urbanczyk-Wochniak, David V Huhman, Daphne Preuss, Lloyd W Sumner. LAP5 and LAP6 encode anther-specific proteins with similarity to chalcone synthase essential for pollen exine development in Arabidopsis. Plant physiology. 2010 Jul; 153(3):937-55. doi: 10.1104/pp.110.157446. [PMID: 20442277]
  • Murray R Boase, David H Lewis, Kevin M Davies, Gayle B Marshall, Deepa Patel, Kathy E Schwinn, Simon C Deroles. Isolation and antisense suppression of flavonoid 3', 5'-hydroxylase modifies flower pigments and colour in cyclamen. BMC plant biology. 2010 Jun; 10(?):107. doi: 10.1186/1471-2229-10-107. [PMID: 20540805]
  • Lei Wang, Yan Yang, Chao Liu, Ruo-Yun Chen. Three new compounds from Morus nigra L. Journal of Asian natural products research. 2010 Jun; 12(6):431-7. doi: 10.1080/10286020.2010.489824. [PMID: 20552479]
  • Yuepeng Han, Sornkanok Vimolmangkang, Ruth Elena Soria-Guerra, Sergio Rosales-Mendoza, Danman Zheng, Anatoli V Lygin, Schuyler S Korban. Ectopic expression of apple F3'H genes contributes to anthocyanin accumulation in the Arabidopsis tt7 mutant grown under nitrogen stress. Plant physiology. 2010 Jun; 153(2):806-20. doi: 10.1104/pp.109.152801. [PMID: 20357139]
  • Ilef Limem-Ben Amor, Nidhal Salem, Emmanuel Guedon, Jean-Marc Engasser, Leila Chekir-Ghedrira, Mohamed Ghoul. Preliminary investigation of naringenin hydroxylation with recombinant E. coli expressing plant flavonoid hydroxylation gene. Natural product communications. 2010 May; 5(5):777-82. doi: . [PMID: 20521546]
  • Soichi Ozaki, Yoshiyuki Ogata, Kunihiro Suda, Atsushi Kurabayashi, Tatsuya Suzuki, Naoki Yamamoto, Yoko Iijima, Taneaki Tsugane, Takashi Fujii, Chiaki Konishi, Shuji Inai, Somnuk Bunsupa, Mami Yamazaki, Daisuke Shibata, Koh Aoki. Coexpression analysis of tomato genes and experimental verification of coordinated expression of genes found in a functionally enriched coexpression module. DNA research : an international journal for rapid publication of reports on genes and genomes. 2010 Apr; 17(2):105-16. doi: 10.1093/dnares/dsq002. [PMID: 20130013]
  • Souichi Nakashima, Hisashi Matsuda, Yoshimi Oda, Seikou Nakamura, Fengming Xu, Masayuki Yoshikawa. Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells. Bioorganic & medicinal chemistry. 2010 Mar; 18(6):2337-2345. doi: 10.1016/j.bmc.2010.01.046. [PMID: 20189399]
  • Kristine M Olsen, Alain Hehn, Hélène Jugdé, Rune Slimestad, Romain Larbat, Frédéric Bourgaud, Cathrine Lillo. Identification and characterisation of CYP75A31, a new flavonoid 3'5'-hydroxylase, isolated from Solanum lycopersicum. BMC plant biology. 2010 Feb; 10(?):21. doi: 10.1186/1471-2229-10-21. [PMID: 20128892]
  • Wei Yun Zhang, Jung-Jin Lee, In-Su Kim, Yohan Kim, Jeong-Sook Park, Chang-Seon Myung. 7-O-methylaromadendrin stimulates glucose uptake and improves insulin resistance in vitro. Biological & pharmaceutical bulletin. 2010; 33(9):1494-9. doi: 10.1248/bpb.33.1494. [PMID: 20823563]
  • Yoshikazu Tanaka, Filippa Brugliera, Steve Chandler. Recent progress of flower colour modification by biotechnology. International journal of molecular sciences. 2009 Dec; 10(12):5350-5369. doi: 10.3390/ijms10125350. [PMID: 20054474]
  • Min-Yi Li, Xiao-Bo Yang, Jian-Yu Pan, Gang Feng, Qiang Xiao, Jari Sinkkonen, Tirumani Satyanandamurty, Jun Wu. Granatumins A-G, limonoids from the seeds of a Krishna mangrove, Xylocarpus granatum. Journal of natural products. 2009 Dec; 72(12):2110-4. doi: 10.1021/np900625w. [PMID: 19888743]
  • Giulio Galla, Gianni Barcaccia, Angelo Ramina, Silvio Collani, Fiammetta Alagna, Luciana Baldoni, Nicolò G M Cultrera, Federico Martinelli, Luca Sebastiani, Pietro Tonutti. Computational annotation of genes differentially expressed along olive fruit development. BMC plant biology. 2009 Oct; 9(?):128. doi: 10.1186/1471-2229-9-128. [PMID: 19852839]
  • Izabela Redzynia, Natasza E Ziółkowska, Wiesław R Majzner, Stefan Willför, Rainer Sjöholm, Patrik Eklund, Grzegorz D Bujacz. Structural investigation of biologically active phenolic compounds isolated from European tree species. Molecules (Basel, Switzerland). 2009 Oct; 14(10):4147-58. doi: 10.3390/molecules14104147. [PMID: 19924053]
  • Yongfei Zhang, Shuping Cheng, Darlene De Jong, Helen Griffiths, Rayko Halitschke, Walter De Jong. The potato R locus codes for dihydroflavonol 4-reductase. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2009 Sep; 119(5):931-7. doi: 10.1007/s00122-009-1100-8. [PMID: 19588118]
  • Zhou-tao Xie, Jin Hu. [Studies on the chemical constituents in ethyl acetate extraction from the fruit of Polygonum orientale]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Sep; 32(9):1397-9. doi: ". [PMID: 20034216]
  • Joost Lücker, Mario Laszczak, Derek Smith, Steven T Lund. Generation of a predicted protein database from EST data and application to iTRAQ analyses in grape (Vitis vinifera cv. Cabernet Sauvignon) berries at ripening initiation. BMC genomics. 2009 Jan; 10(?):50. doi: 10.1186/1471-2164-10-50. [PMID: 19171055]
  • Charles S Buer, Michael A Djordjevic. Architectural phenotypes in the transparent testa mutants of Arabidopsis thaliana. Journal of experimental botany. 2009; 60(3):751-63. doi: 10.1093/jxb/ern323. [PMID: 19129166]
  • Yan Xu, Jing-Yu Liang, Zhong-Mei Zou. [Studies on chemical constituents of rhizomes of Smilax china]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Nov; 33(21):2497-9. doi: . [PMID: 19149257]
  • Daniel K Owens, Kevin C Crosby, Justin Runac, Brad A Howard, Brenda S J Winkel. Biochemical and genetic characterization of Arabidopsis flavanone 3beta-hydroxylase. Plant physiology and biochemistry : PPB. 2008 Oct; 46(10):833-43. doi: 10.1016/j.plaphy.2008.06.004. [PMID: 18657430]
  • K Karthic, K S Kirthiram, S Sadasivam, B Thayumanavan. Identification of alpha amylase inhibitors from Syzygium cumini Linn seeds. Indian journal of experimental biology. 2008 Sep; 46(9):677-80. doi: . [PMID: 18949899]
  • Kashmir Singh, Arti Rani, Sanjay Kumar, Payal Sood, Monika Mahajan, Sudesh K Yadav, Bikram Singh, Paramvir S Ahuja. An early gene of the flavonoid pathway, flavanone 3-hydroxylase, exhibits a positive relationship with the concentration of catechins in tea (Camellia sinensis). Tree physiology. 2008 Sep; 28(9):1349-56. doi: 10.1093/treephys/28.9.1349. [PMID: 18595847]
  • Jong-Sug Park, Jung-Bong Kim, Kang-Jin Cho, Choong-Ill Cheon, Mi-Kyung Sung, Myoung-Gun Choung, Kyung-Hee Roh. Arabidopsis R2R3-MYB transcription factor AtMYB60 functions as a transcriptional repressor of anthocyanin biosynthesis in lettuce (Lactuca sativa). Plant cell reports. 2008 Jun; 27(6):985-94. doi: 10.1007/s00299-008-0521-1. [PMID: 18317777]
  • Charles S Buer, Gloria K Muday, Michael A Djordjevic. Implications of long-distance flavonoid movement in Arabidopsis thaliana. Plant signaling & behavior. 2008 Jun; 3(6):415-7. doi: 10.4161/psb.3.6.5440. [PMID: 19704584]
  • Jeong Ho Kim, Yoon Jung Lee, Bong Gyu Kim, Yoongho Lim, Joong-Hoon Ahn. Flavanone 3beta-hydroxylases from rice: key enzymes for favonol and anthocyanin biosynthesis. Molecules and cells. 2008 Apr; 25(2):312-6. doi: . [PMID: 18413994]
  • Bong Gyu Kim, Jeong Ho Kim, Jiyoung Kim, Choonghwan Lee, Joong-Hoon Ahn. Accumulation of flavonols in response to ultraviolet-B irradiation in soybean is related to induction of flavanone 3-beta-hydroxylase and flavonol synthase. Molecules and cells. 2008 Apr; 25(2):247-52. doi: . [PMID: 18414005]
  • Michael C Puckette, Yuhong Tang, Ramamurthy Mahalingam. Transcriptomic changes induced by acute ozone in resistant and sensitive Medicago truncatula accessions. BMC plant biology. 2008 Apr; 8(?):46. doi: 10.1186/1471-2229-8-46. [PMID: 18433496]
  • Peta Holmes, Nicolas Goffard, Georg F Weiller, Barry G Rolfe, Nijat Imin. Transcriptional profiling of Medicago truncatula meristematic root cells. BMC plant biology. 2008 Feb; 8(?):21. doi: 10.1186/1471-2229-8-21. [PMID: 18302802]
  • Takashi Nakatsuka, Yoshiko Abe, Yuko Kakizaki, Saburo Yamamura, Masahiro Nishihara. Production of red-flowered plants by genetic engineering of multiple flavonoid biosynthetic genes. Plant cell reports. 2007 Nov; 26(11):1951-9. doi: 10.1007/s00299-007-0401-0. [PMID: 17639403]
  • Charles S Buer, Gloria K Muday, Michael A Djordjevic. Flavonoids are differentially taken up and transported long distances in Arabidopsis. Plant physiology. 2007 Oct; 145(2):478-90. doi: 10.1104/pp.107.101824. [PMID: 17720762]
  • Jerome Grimplet, Laurent G Deluc, Richard L Tillett, Matthew D Wheatley, Karen A Schlauch, Grant R Cramer, John C Cushman. Tissue-specific mRNA expression profiling in grape berry tissues. BMC genomics. 2007 Jun; 8(?):187. doi: 10.1186/1471-2164-8-187. [PMID: 17584945]
  • Pierre Petit, Thierry Granier, Béatrice Langlois d'Estaintot, Claude Manigand, Katell Bathany, Jean-Marie Schmitter, Virginie Lauvergeat, Saïd Hamdi, Bernard Gallois. Crystal structure of grape dihydroflavonol 4-reductase, a key enzyme in flavonoid biosynthesis. Journal of molecular biology. 2007 May; 368(5):1345-57. doi: 10.1016/j.jmb.2007.02.088. [PMID: 17395203]
  • Christian Seitz, Matthias Vitten, Peter Steinbach, Sabrina Hartl, Jörg Hirsche, Wiebke Rathje, Dieter Treutter, Gert Forkmann. Redirection of anthocyanin synthesis in Osteospermum hybrida by a two-enzyme manipulation strategy. Phytochemistry. 2007 Mar; 68(6):824-33. doi: 10.1016/j.phytochem.2006.12.012. [PMID: 17286993]
  • Xiang Hua Han, Seong Su Hong, Ji Sang Hwang, Myung Koo Lee, Bang Yeon Hwang, Jai Seup Ro. Monoamine oxidase inhibitory components from Cayratia japonica. Archives of pharmacal research. 2007 Jan; 30(1):13-7. doi: 10.1007/bf02977772. [PMID: 17328236]
  • Li Tian, Jack W Blount, Richard A Dixon. Phenylpropanoid glycosyltransferases from osage orange (Maclura pomifera) fruit. FEBS letters. 2006 Dec; 580(30):6915-20. doi: 10.1016/j.febslet.2006.11.056. [PMID: 17157841]
  • Ken-ichi Morimura, Asuka Gatayama, Reiki Tsukimata, Katsuyoshi Matsunami, Hideaki Otsuka, Eiji Hirata, Takakazu Shinzato, Mitsunori Aramoto, Yoshio Takeda. 5-O-glucosyldihydroflavones from the leaves of Helicia cochinchinensis. Phytochemistry. 2006 Dec; 67(24):2681-5. doi: 10.1016/j.phytochem.2006.08.001. [PMID: 16973192]
  • Gracia Zabala, Jijun Zou, Jigyasa Tuteja, Delkin O Gonzalez, Steven J Clough, Lila O Vodkin. Transcriptome changes in the phenylpropanoid pathway of Glycine max in response to Pseudomonas syringae infection. BMC plant biology. 2006 Nov; 6(?):26. doi: 10.1186/1471-2229-6-26. [PMID: 17083738]
  • Mei-Hsien Lee, Yi-Pei Lin, Feng-Lin Hsu, Gui-Rong Zhan, Kun-Ying Yen. Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells. Phytochemistry. 2006 Jun; 67(12):1262-70. doi: 10.1016/j.phytochem.2006.05.008. [PMID: 16782143]
  • S Masuzaki, M Shigyo, N Yamauchi. Direct comparison between genomic constitution and flavonoid contents in Allium multiple alien addition lines reveals chromosomal locations of genes related to biosynthesis from dihydrokaempferol to quercetin glucosides in scaly leaf of shallot (Allium cepa L.). TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2006 Feb; 112(4):607-17. doi: 10.1007/s00122-005-0157-2. [PMID: 16411131]
  • Simone D Castellarin, Gabriele Di Gaspero, Raffaella Marconi, Alberto Nonis, Enrico Peterlunger, Sophie Paillard, Anne-Francoise Adam-Blondon, Raffaele Testolin. Colour variation in red grapevines (Vitis vinifera L.): genomic organisation, expression of flavonoid 3'-hydroxylase, flavonoid 3',5'-hydroxylase genes and related metabolite profiling of red cyanidin-/blue delphinidin-based anthocyanins in berry skin. BMC genomics. 2006 Jan; 7(?):12. doi: 10.1186/1471-2164-7-12. [PMID: 16433923]
  • Jing Xu, Xian Li, Peng Zhang, Zhan-Lin Li, Yi Wang. Antiinflammatory constituents from the roots of Smilax bockii warb. Archives of pharmacal research. 2005 Apr; 28(4):395-9. doi: 10.1007/bf02977667. [PMID: 15918511]
  • De-Yu Xie, Lisa A Jackson, John D Cooper, Daneel Ferreira, Nancy L Paiva. Molecular and biochemical analysis of two cDNA clones encoding dihydroflavonol-4-reductase from Medicago truncatula. Plant physiology. 2004 Mar; 134(3):979-94. doi: 10.1104/pp.103.030221. [PMID: 14976232]
  • Eun Ha Lee, Hyoung Ja Kim, Yun Seon Song, Changbae Jin, Kyung-Tae Lee, Jungsook Cho, Yong Sup Lee. Constituents of the stems and fruits of Opuntia ficus-indica var. saboten. Archives of pharmacal research. 2003 Dec; 26(12):1018-23. doi: 10.1007/bf02994752. [PMID: 14723334]