Hydrocinnamic acid (BioDeep_00000001654)

 

Secondary id: BioDeep_00000229678, BioDeep_00000400497, BioDeep_00000655686, BioDeep_00000859577

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


3-Phenylpropionic acid, sodium salt

化学式: C9H10O2 (150.068076)
中文名称: 3-苯丙酸, 氢化肉桂酸
谱图信息: 最多检出来源 Homo sapiens(feces) 0.21%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Hydrocinnamic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/hydrocinnamic_acid (retrieved 2024-11-08) (BioDeep RN: BioDeep_00000001654). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C(C=C1)CCC(=O)O
InChI: InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)

描述信息

Hydrocinnamic acid, also known as 3-phenylpropanoic acid or dihydrocinnamic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid (C6-C3). Phenylpropanoic acid can be prepared from cinnamic acid by hydrogenation. Hydrocinnamic acid is a sweet, balsamic, and cinnamon tasting compound. This compound is used frequently in cosmetic products such as perfumes, bath gels, detergent powders, liquid detergents, fabric softeners, and soaps as it gives off a floral scent. A characteristic reaction of phenylpropanoic acid is its cyclization to indanones. Phenylpropanoic acid is used in the food industry to preserve and maintain the original aroma quality of frozen foods. Phenylpropanoic acid is also added to food for technological purposes in a wide variety including manufacturing, processing, preparation, treatment, packaging, transportation or storage, and food additives. This compound is used as a sweetener as well to sweeten food and can be found in tabletop sweeteners.
Hydrocinnamic acid is an analogue of phenylalanine. It is a substrate of the enzyme oxidoreductases [EC 1.14.12.-] in the pathway phenylalanine metabolism (KEGG). 3-Phenylpropanoic acid is found in many foods, some of which are purple laver, quinoa, custard apple, and conch.
KEIO_ID P109
Hydrocinnamic acid is the major rhizospheric compound with known growth regulatory activities.
Hydrocinnamic acid is the major rhizospheric compound with known growth regulatory activities.

同义名列表

40 个代谢物同义名

3-Phenylpropionic acid, sodium salt; Omega-phenylpropanoic acid; 3-Phenyl-N-propionic acid; beta-Phenylpropanoic acid; beta-Phenylpropionic acid; 3-Phenyl propionic acid; 3-Phenyl-propionic acid; W-Phenylpropanoic acid; Β-phenylpropionic acid; 3-phenylpropanoic acid; Β-phenylpropanoic acid; 3-Phenylpropionic acid; Omega-phenylpropanoate; Ω-phenylpropanoic acid; b-Phenylpropionic acid; 3-Phenyl-N-propionate; Benzenepropionic acid; 3-Phenylpropionsaeure; Benzenepropanoic acid; beta-Phenylpropionate; Phenylpropanoic acid; Phenylpropionic acid; Dihydrocinnamic acid; 3-Phenyl-propionate; hydrocinnamic acid; 3-Phenylpropionate; b-Phenylpropionate; W-Phenylpropanoate; 3-Phenylpropanoate; Β-phenylpropionate; Benzylacetic acid; Benzenepropanoate; Benzenepropionate; Phenylpropanoate; Dihydrocinnamate; Hydrozimtsaeure; Hydrocinnamate; Benzylacetate; 3PP; Hydrocinnamic acid



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

41 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

  • Xiangru Zhou, Fushuai Gong, Jiawei Dong, Xiaoru Lin, Kun Cao, Hongwei Xu, Xiaofu Zhou. Abscisic Acid Affects Phenolic Acid Content to Increase Tolerance to UV-B Stress in Rhododendron chrysanthum Pall. International journal of molecular sciences. 2024 Jan; 25(2):. doi: 10.3390/ijms25021234. [PMID: 38279235]
  • Jannes Vagts, Kristin Kalvelage, Arne Weiten, Ramona Buschen, Julian Gutsch, Sabine Scheve, Lars Wöhlbrand, Stefan Diener, Heinz Wilkes, Michael Winklhofer, Ralf Rabus. Responsiveness of Aromatoleum aromaticum EbN1T to Lignin-Derived Phenylpropanoids. Applied and environmental microbiology. 2021 05; 87(11):. doi: 10.1128/aem.03140-20. [PMID: 33741621]
  • Shafi Mahmud, Gobindo Kumar Paul, Mirola Afroze, Shirmin Islam, Swagota Briti Ray Gupt, Mamudul Hasan Razu, Suvro Biswas, Shahriar Zaman, Md Salah Uddin, Mala Khan, Nunzio Antonio Cacciola, Talha Bin Emran, Md Abu Saleh, Raffaele Capasso, Jesus Simal-Gandara. Efficacy of Phytochemicals Derived from Avicennia officinalis for the Management of COVID-19: A Combined In Silico and Biochemical Study. Molecules (Basel, Switzerland). 2021 Apr; 26(8):. doi: 10.3390/molecules26082210. [PMID: 33921289]
  • Takuji Oyama, Shotaro Kamata, Isao Ishii, Hiroyuki Miyachi. Crystal Structures of the Human Peroxisome Proliferator-Activated Receptor (PPAR)α Ligand-Binding Domain in Complexes with a Series of Phenylpropanoic Acid Derivatives Generated by a Ligand-Exchange Soaking Method. Biological & pharmaceutical bulletin. 2021; 44(9):1202-1209. doi: 10.1248/bpb.b21-00220. [PMID: 34471048]
  • Huihui Shen, Xin Tong, Jiehong Yang, Li Yu, Huifen Zhou, Yu Wang, Yu He, Haitong Wan, Chang Li. Biotransformation of natural hydroxycinnamic acids by gut microbiota from normal and cerebral ischemia-reperfusion injured rats: a comparative study. Food & function. 2020 Jun; 11(6):5389-5395. doi: 10.1039/d0fo00775g. [PMID: 32469016]
  • Giann Carlos Peñaloza Atuesta, Walter Murillo Arango, Jordi Eras, Diego Fernándo Oliveros, Jonh Jairo Méndez Arteaga. Rice-Associated Rhizobacteria as a Source of Secondary Metabolites against Burkholderia glumae. Molecules (Basel, Switzerland). 2020 May; 25(11):. doi: 10.3390/molecules25112567. [PMID: 32486494]
  • Shuxi Ren, Chunli Pang, Yayue Huang, Chengfen Xing, Yong Zhan, Hailong An. Hydrocinnamic Acid Inhibits the Currents of WT and SQT3 Syndrome-Related Mutants of Kir2.1 Channel. The Journal of membrane biology. 2017 Oct; 250(5):425-432. doi: 10.1007/s00232-017-9964-z. [PMID: 28660286]
  • Zi Bo Li, Ru Jun Zhou, Yu Jiao Xie, Jun Fan Fu. [Allelopathic effects of phenolic compounds of ginseng root rhizosphere on Cylindrocarpon destructans.]. Ying yong sheng tai xue bao = The journal of applied ecology. 2016 Nov; 27(11):3616-3622. doi: 10.13287/j.1001-9332.201611.002. [PMID: 29696860]
  • Oelfah Patel, Christo Muller, Elizabeth Joubert, Johan Louw, Bernd Rosenkranz, Charles Awortwe. Inhibitory Interactions of Aspalathus linearis (Rooibos) Extracts and Compounds, Aspalathin and Z-2-(β-d-Glucopyranosyloxy)-3-phenylpropenoic Acid, on Cytochromes Metabolizing Hypoglycemic and Hypolipidemic Drugs. Molecules (Basel, Switzerland). 2016 Nov; 21(11):. doi: 10.3390/molecules21111515. [PMID: 27845750]
  • Pierrik Lassalas, Bryant Gay, Caroline Lasfargeas, Michael J James, Van Tran, Krishna G Vijayendran, Kurt R Brunden, Marisa C Kozlowski, Craig J Thomas, Amos B Smith, Donna M Huryn, Carlo Ballatore. Structure Property Relationships of Carboxylic Acid Isosteres. Journal of medicinal chemistry. 2016 Apr; 59(7):3183-203. doi: 10.1021/acs.jmedchem.5b01963. [PMID: 26967507]
  • Dan Zhang, An-Jun Deng, Lin Ma, Zhi-Hong Li, Zhi-Hui Zhang, Jian-Dong Jiang, Hai-Lin Qin. Phenylpropanoids from the stems of Ephedra sinica. Journal of Asian natural products research. 2016; 18(3):260-7. doi: 10.1080/10286020.2015.1070831. [PMID: 26531854]
  • Annelies Breynaert, Douwina Bosscher, Ariane Kahnt, Magda Claeys, Paul Cos, Luc Pieters, Nina Hermans. Development and Validation of an in vitro Experimental GastroIntestinal Dialysis Model with Colon Phase to Study the Availability and Colonic Metabolisation of Polyphenolic Compounds. Planta medica. 2015 Aug; 81(12-13):1075-83. doi: 10.1055/s-0035-1546154. [PMID: 26166134]
  • Jiří Grúz, Jiří Pospíšil, Hana Kozubíková, Tomáš Pospíšil, Karel Doležal, Mirko Bunzel, Miroslav Strnad. Determination of free diferulic, disinapic and dicoumaric acids in plants and foods. Food chemistry. 2015 Mar; 171(?):280-6. doi: 10.1016/j.foodchem.2014.08.131. [PMID: 25308670]
  • Satomi Miki, Kaede C Wada, Kiyotoshi Takeno. A possible role of an anthocyanin filter in low-intensity light stress-induced flowering in Perilla frutescens var. crispa. Journal of plant physiology. 2015 Mar; 175(?):157-62. doi: 10.1016/j.jplph.2014.12.002. [PMID: 25544591]
  • Jinping Cao, Xin Li, Yunxi Liu, Feng Leng, Xian Li, Chongde Sun, Kunsong Chen. Bioassay-based isolation and identification of phenolics from sweet cherry that promote active glucose consumption by HepG2 cells. Journal of food science. 2015 Feb; 80(2):C234-40. doi: 10.1111/1750-3841.12743. [PMID: 25559482]
  • Keqin Ou, Paul Sarnoski, Keith R Schneider, Kaijie Song, Christina Khoo, Liwei Gu. Microbial catabolism of procyanidins by human gut microbiota. Molecular nutrition & food research. 2014 Nov; 58(11):2196-205. doi: 10.1002/mnfr.201400243. [PMID: 25045165]
  • Yan-Bo Tang, Jun-Zheng Liu, Shu-En Zhang, Xin Du, Feilin Nie, Jin-Ying Tian, Fei Ye, Kai Huang, Jin-Ping Hu, Yan Li, Zhiyan Xiao. 3-Phenylpropanoic acid-based phosphotyrosine (pTyr) mimetics: hit evolution to a novel orally active protein tyrosine phosphatase 1B (PTP1B) inhibitor. ChemMedChem. 2014 May; 9(5):918-21. doi: 10.1002/cmdc.201400007. [PMID: 24644278]
  • Xiaopan Zhang, Lei Zhang, Jian Zhang, Jinhong Feng, Yumei Yuan, Hao Fang, Wenfang Xu. Design, synthesis and preliminary activity evaluation of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as aminopeptidase N/CD13 inhibitors. Journal of enzyme inhibition and medicinal chemistry. 2013 Jun; 28(3):545-51. doi: 10.3109/14756366.2012.656622. [PMID: 22380779]
  • Hsi-Chuan Chen, Jina Song, Cranos M Williams, Christopher M Shuford, Jie Liu, Jack P Wang, Quanzi Li, Rui Shi, Emine Gokce, Joel Ducoste, David C Muddiman, Ronald R Sederoff, Vincent L Chiang. Monolignol pathway 4-coumaric acid:coenzyme A ligases in Populus trichocarpa: novel specificity, metabolic regulation, and simulation of coenzyme A ligation fluxes. Plant physiology. 2013 Mar; 161(3):1501-16. doi: 10.1104/pp.112.210971. [PMID: 23344904]
  • Aaron L Acton, Cristina Fante, Brian Flatley, Stefano Burattini, Ian W Hamley, Zuowei Wang, Francesca Greco, Wayne Hayes. Janus PEG-based dendrimers for use in combination therapy: controlled multi-drug loading and sequential release. Biomacromolecules. 2013 Feb; 14(2):564-74. doi: 10.1021/bm301881h. [PMID: 23305104]
  • Olfa Baâtour, Hela Mahmoudi, Imen Tarchoun, Nawel Nasri, Najla Trabelsi, Rym Kaddour, Maha Zaghdoudi, Ghaith Hamdawi, Riadh Ksouri, Mokhtar Lachaâl, Brahim Marzouk. Salt effect on phenolics and antioxidant activities of Tunisian and Canadian sweet marjoram (Origanum majorana L.) shoots. Journal of the science of food and agriculture. 2013 Jan; 93(1):134-41. doi: 10.1002/jsfa.5740. [PMID: 22674342]
  • Won-Chan Kim, In-Koo Rhee. Functional mechanism of plant growth retardation by Bacillus subtilis IJ-31 and its allelochemicals. Journal of microbiology and biotechnology. 2012 Oct; 22(10):1375-80. doi: 10.4014/jmb.1207.07031. [PMID: 23075788]
  • Kathleen Trautwein, Heinz Wilkes, Ralf Rabus. Proteogenomic evidence for β-oxidation of plant-derived 3-phenylpropanoids in "Aromatoleum aromaticum" EbN1. Proteomics. 2012 May; 12(9):1402-13. doi: 10.1002/pmic.201100279. [PMID: 22589189]
  • Satoshi Mikami, Shuji Kitamura, Nobuyuki Negoro, Shinobu Sasaki, Masami Suzuki, Yoshiyuki Tsujihata, Takeshi Miyazaki, Ryo Ito, Nobuhiro Suzuki, Junichi Miyazaki, Takashi Santou, Naoyuki Kanzaki, Miyuki Funami, Toshimasa Tanaka, Tsuneo Yasuma, Yu Momose. Discovery of phenylpropanoic acid derivatives containing polar functionalities as potent and orally bioavailable G protein-coupled receptor 40 agonists for the treatment of type 2 diabetes. Journal of medicinal chemistry. 2012 Apr; 55(8):3756-76. doi: 10.1021/jm2016123. [PMID: 22428944]
  • Diana Calderón-Preciado, Quentin Renault, Víctor Matamoros, Núria Cañameras, Josep Maria Bayona. Uptake of organic emergent contaminants in spath and lettuce: an in vitro experiment. Journal of agricultural and food chemistry. 2012 Feb; 60(8):2000-7. doi: 10.1021/jf2046224. [PMID: 22293031]
  • Einar J Stauber, Petrissa Kuczka, Maike van Ohlen, Birgit Vogt, Tim Janowitz, Markus Piotrowski, Till Beuerle, Ute Wittstock. Turning the 'mustard oil bomb' into a 'cyanide bomb': aromatic glucosinolate metabolism in a specialist insect herbivore. PloS one. 2012; 7(4):e35545. doi: 10.1371/journal.pone.0035545. [PMID: 22536404]
  • Seisuke Mimori, Yasunobu Okuma, Masayuki Kaneko, Koichi Kawada, Toru Hosoi, Koichiro Ozawa, Yasuyuki Nomura, Hiroshi Hamana. Protective effects of 4-phenylbutyrate derivatives on the neuronal cell death and endoplasmic reticulum stress. Biological & pharmaceutical bulletin. 2012; 35(1):84-90. doi: 10.1248/bpb.35.84. [PMID: 22223342]
  • Majambu Mbikay. Therapeutic Potential of Moringa oleifera Leaves in Chronic Hyperglycemia and Dyslipidemia: A Review. Frontiers in pharmacology. 2012; 3(?):24. doi: 10.3389/fphar.2012.00024. [PMID: 22403543]
  • Takafumi Toyohara, Takehiro Suzuki, Yasutoshi Akiyama, Daisuke Yoshihara, Yoichi Takeuchi, Eikan Mishima, Koichi Kikuchi, Chitose Suzuki, Masayuki Tanemoto, Sadayoshi Ito, Shizuko Nagao, Tomoyoshi Soga, Takaaki Abe. Metabolomic profiling of the autosomal dominant polycystic kidney disease rat model. Clinical and experimental nephrology. 2011 Oct; 15(5):676-687. doi: 10.1007/s10157-011-0467-4. [PMID: 21695416]
  • Jonathan R Swann, Kieran M Tuohy, Peter Lindfors, Duncan T Brown, Glenn R Gibson, Ian D Wilson, James Sidaway, Jeremy K Nicholson, Elaine Holmes. Variation in antibiotic-induced microbial recolonization impacts on the host metabolic phenotypes of rats. Journal of proteome research. 2011 Aug; 10(8):3590-603. doi: 10.1021/pr200243t. [PMID: 21591676]
  • Kannan Ponnusamy, Jung Nam Choi, Jiyoung Kim, Sun-Young Lee, Choong Hwan Lee. Microbial community and metabolomic comparison of irritable bowel syndrome faeces. Journal of medical microbiology. 2011 Jun; 60(Pt 6):817-827. doi: 10.1099/jmm.0.028126-0. [PMID: 21330412]
  • Marion Sander, Maike Petersen. Distinct substrate specificities and unusual substrate flexibilities of two hydroxycinnamoyltransferases, rosmarinic acid synthase and hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl-transferase, from Coleus blumei Benth. Planta. 2011 Jun; 233(6):1157-71. doi: 10.1007/s00425-011-1367-2. [PMID: 21318289]
  • Kristen M DeAngelis, Martin Allgaier, Yaucin Chavarria, Julian L Fortney, Phillip Hugenholtz, Blake Simmons, Kerry Sublette, Whendee L Silver, Terry C Hazen. Characterization of trapped lignin-degrading microbes in tropical forest soil. PloS one. 2011 Apr; 6(4):e19306. doi: 10.1371/journal.pone.0019306. [PMID: 21559391]
  • Bobby P Gray, Phil Teale, Clive M Pearce. Analysis of methyloxime derivatives of intact esters of testosterone and boldenone in equine plasma using ultra high performance liquid chromatography tandem mass spectrometry. Drug testing and analysis. 2011 Apr; 3(4):206-13. doi: 10.1002/dta.237. [PMID: 21287693]
  • Lihua Chen, Xingming Yang, Waseem Raza, Junhua Li, Yanxia Liu, Meihua Qiu, Fengge Zhang, Qirong Shen. Trichoderma harzianum SQR-T037 rapidly degrades allelochemicals in rhizospheres of continuously cropped cucumbers. Applied microbiology and biotechnology. 2011 Mar; 89(5):1653-63. doi: 10.1007/s00253-010-2948-x. [PMID: 20972783]
  • Maja Jakesevic, Kjersti Aaby, Grethe-Iren A Borge, Bengt Jeppsson, Siv Ahrné, Göran Molin. Antioxidative protection of dietary bilberry, chokeberry and Lactobacillus plantarum HEAL19 in mice subjected to intestinal oxidative stress by ischemia-reperfusion. BMC complementary and alternative medicine. 2011 Jan; 11(?):8. doi: 10.1186/1472-6882-11-8. [PMID: 21272305]
  • Vanisree Mulabagal, Ruby L Alexander-Lindo, David L Dewitt, Muraleedharan G Nair. Health-Beneficial Phenolic Aldehyde in Antigonon leptopus Tea. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):601249. doi: 10.1093/ecam/nep041. [PMID: 19454555]
  • Chris I R Gill, Gordon J McDougall, Sheila Glidewell, Derek Stewart, Qing Shen, Kieran Tuohy, Aine Dobbin, Adele Boyd, Emma Brown, Sumanto Haldar, Ian R Rowland. Profiling of phenols in human fecal water after raspberry supplementation. Journal of agricultural and food chemistry. 2010 Oct; 58(19):10389-95. doi: 10.1021/jf1017143. [PMID: 20809621]
  • Gary Williamson, Michael N Clifford. Colonic metabolites of berry polyphenols: the missing link to biological activity?. The British journal of nutrition. 2010 Oct; 104 Suppl 3(?):S48-66. doi: 10.1017/s0007114510003946. [PMID: 20955650]
  • Xiao Po Zhang, Ming Sheng Liu, Yue Hu Pei, Jun Qing Zhang, Sheng Li Kang. Phenylpropionic acid derivates from the bark of Cerbera manghas. Fitoterapia. 2010 Oct; 81(7):852-4. doi: 10.1016/j.fitote.2010.05.010. [PMID: 20546844]
  • Fernanda M F Roleira, Christophe Siquet, Elizabeta Orrù, E Manuela Garrido, Jorge Garrido, Nuno Milhazes, Gianni Podda, Fátima Paiva-Martins, Salette Reis, Rui A Carvalho, Elisiário J Tavares da Silva, Fernanda Borges. Lipophilic phenolic antioxidants: correlation between antioxidant profile, partition coefficients and redox properties. Bioorganic & medicinal chemistry. 2010 Aug; 18(16):5816-25. doi: 10.1016/j.bmc.2010.06.090. [PMID: 20650639]
  • D Kridelbaugh, S Hughes, T Allen, K C Doerner. Production of 4-ethylphenol from 4-hydroxycinnamic acid by Lactobacillus sp. isolated from a swine waste lagoon. Journal of applied microbiology. 2010 Jul; 109(1):190-8. doi: 10.1111/j.1365-2672.2009.04642.x. [PMID: 20028439]
  • Kun Li, Xiu-wu Guo, Yin-shan Guo, Cheng-xiang Li, Hong-gang Xie, Xi-xi Hu, Li-heng Zhang, Ying-ni Sun. [Allelopathy of grape root aqueous extracts]. Ying yong sheng tai xue bao = The journal of applied ecology. 2010 Jul; 21(7):1779-84. doi: . [PMID: 20879537]
  • Soraia I Falcão, Miguel Vilas-Boas, Letícia M Estevinho, Cristina Barros, Maria R M Domingues, Susana M Cardoso. Phenolic characterization of Northeast Portuguese propolis: usual and unusual compounds. Analytical and bioanalytical chemistry. 2010 Jan; 396(2):887-97. doi: 10.1007/s00216-009-3232-8. [PMID: 19902191]
  • Agustin Casimiro-Garcia, Christopher F Bigge, Jo Ann Davis, Teresa Padalino, James Pulaski, Jeffrey F Ohren, Patrick McConnell, Christopher D Kane, Lori J Royer, Kimberly A Stevens, Bruce Auerbach, Wendy Collard, Christine McGregor, Kun Song. Synthesis and evaluation of novel alpha-heteroaryl-phenylpropanoic acid derivatives as PPARalpha/gamma dual agonists. Bioorganic & medicinal chemistry. 2009 Oct; 17(20):7113-25. doi: 10.1016/j.bmc.2009.09.001. [PMID: 19783444]
  • Cobo Molinos Antonio, Hikmate Abriouel, Rosario Lucas López, Nabil Ben Omar, Eva Valdivia, Antonio Gálvez. Enhanced bactericidal activity of enterocin AS-48 in combination with essential oils, natural bioactive compounds and chemical preservatives against Listeria monocytogenes in ready-to-eat salad. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2009 Sep; 47(9):2216-23. doi: 10.1016/j.fct.2009.06.012. [PMID: 19520136]
  • Kennan Kellaris Salinero, Keith Keller, William S Feil, Helene Feil, Stephan Trong, Genevieve Di Bartolo, Alla Lapidus. Metabolic analysis of the soil microbe Dechloromonas aromatica str. RCB: indications of a surprisingly complex life-style and cryptic anaerobic pathways for aromatic degradation. BMC genomics. 2009 Aug; 10(?):351. doi: 10.1186/1471-2164-10-351. [PMID: 19650930]
  • Vanessa Gisele Pasqualotto Severino, Cristiane de Melo Cazal, Moacir Rossi Forim, Maria Fátima das Graças Fernandes da Silva, Edson Rodrigues-Filho, João Batista Fernandes, Paulo Cezar Vieira. Isolation of secondary metabolites from Hortia oreadica (Rutaceae) leaves through high-speed counter-current chromatography. Journal of chromatography. A. 2009 May; 1216(19):4275-81. doi: 10.1016/j.chroma.2009.02.009. [PMID: 19249788]
  • Richard S Lord, J Alexander Bralley. Clinical applications of urinary organic acids. Part 2. Dysbiosis markers. Alternative medicine review : a journal of clinical therapeutic. 2008 Dec; 13(4):292-306. doi: . [PMID: 19152477]
  • Takeshi Ichikawa, Hiroko Sato, Kyoichi Kaira, Shinsuke Oh-I, Satoru Kakizaki, Ken Sato, Hitoshi Takagi, Masatomo Mori. Prolonged intrahepatic cholestasis after exposure to loxoprofen. Clinical therapeutics. 2008 Dec; 30(12):2402-6. doi: 10.1016/j.clinthera.2008.12.012. [PMID: 19167598]
  • Alan Bezerra Ribeiro, Patrícia Verardi Abdelnur, Cleverson Fernando Garcia, Adriana Belini, Vanessa G Pasqualotto Severino, M Fátima das G F da Silva, João B Fernandes, Paulo C Vieira, Sérgio A de Carvalho, Alessandra A de Souza, Marcos A Machado. Chemical characterization of Citrus sinensis grafted on C. limonia and the effect of some isolated compounds on the growth of Xylella fastidiosa. Journal of agricultural and food chemistry. 2008 Sep; 56(17):7815-22. doi: 10.1021/jf801103p. [PMID: 18683948]
  • Ashok Kumar Singh, Udai P Singh, Vaibhave Aggarwal, Sameena Mehtab. Azide-selective sensor based on tripodal iron complex for direct azide determination in aqueous samples. Analytical and bioanalytical chemistry. 2008 Jul; 391(6):2299-308. doi: 10.1007/s00216-008-2129-2. [PMID: 18458882]
  • P Anielski. Hair analysis of anabolic steroids in connection with doping control-results from horse samples. Journal of mass spectrometry : JMS. 2008 Jul; 43(7):1001-8. doi: 10.1002/jms.1446. [PMID: 18563854]
  • Agustin Casimiro-Garcia, Christopher F Bigge, Jo Ann Davis, Teresa Padalino, James Pulaski, Jeffrey F Ohren, Patrick McConnell, Christopher D Kane, Lori J Royer, Kimberly A Stevens, Bruce J Auerbach, Wendy T Collard, Christine McGregor, Stephen A Fakhoury, Robert P Schaum, Hairong Zhou. Effects of modifications of the linker in a series of phenylpropanoic acid derivatives: Synthesis, evaluation as PPARalpha/gamma dual agonists, and X-ray crystallographic studies. Bioorganic & medicinal chemistry. 2008 May; 16(9):4883-907. doi: 10.1016/j.bmc.2008.03.043. [PMID: 18394907]
  • Xenofon Tzounis, Jelena Vulevic, Gunter G C Kuhnle, Trevor George, Jadwiga Leonczak, Glenn R Gibson, Catherine Kwik-Uribe, Jeremy P E Spencer. Flavanol monomer-induced changes to the human faecal microflora. The British journal of nutrition. 2008 Apr; 99(4):782-92. doi: 10.1017/s0007114507853384. [PMID: 17977475]
  • Xiao-Qi Zhang, Wei-Wei Jiang, Ying Wang, Yao-Lan Li, Wen-Cai Ye. [A new phenylpropanoic acid derivatives from the roots of Ficus stenophylla]. Yao xue xue bao = Acta pharmaceutica Sinica. 2008 Mar; 43(3):281-3. doi: . [PMID: 18630264]
  • Effendi Leonard, Yajun Yan, Zachary L Fowler, Zhen Li, Chin-Giaw Lim, Kok-Hong Lim, Mattheos A G Koffas. Strain improvement of recombinant Escherichia coli for efficient production of plant flavonoids. Molecular pharmaceutics. 2008 Mar; 5(2):257-65. doi: 10.1021/mp7001472. [PMID: 18333619]
  • Jun-ichi Kasuga, Daisuke Yamasaki, Kiyoshi Ogura, Motomu Shimizu, Mayumi Sato, Makoto Makishima, Takefumi Doi, Yuichi Hashimoto, Hiroyuki Miyachi. SAR-oriented discovery of peroxisome proliferator-activated receptor pan agonist with a 4-adamantylphenyl group as a hydrophobic tail. Bioorganic & medicinal chemistry letters. 2008 Feb; 18(3):1110-5. doi: 10.1016/j.bmcl.2007.12.001. [PMID: 18162399]
  • Hiroyuki Miyachi, Yuichi Hashimoto. Structural Development Studies of Subtype-Selective Ligands for Peroxisome Proliferator-Activated Receptors (PPARs) Based on the 3,4-Disubstituted Phenylpropanoic Acid Scaffold as a Versatile Template. PPAR research. 2008; 2008(?):689859. doi: 10.1155/2008/689859. [PMID: 18566690]
  • Kenneth M Dokken, Lawrence C Davis. Infrared imaging of sunflower and maize root anatomy. Journal of agricultural and food chemistry. 2007 Dec; 55(26):10517-30. doi: 10.1021/jf072052e. [PMID: 18047282]
  • Maddalena Kindt, M Cristina Orsini, Barbara Costantini. Improved high-performance liquid chromatography-diode array detection method for the determination of phenolic compounds in leaves and peels from different apple varieties. Journal of chromatographic science. 2007 Sep; 45(8):507-14. doi: 10.1093/chromsci/45.8.507. [PMID: 18019560]
  • Shahab Shariati, Yadollah Yamini, Majid Darabi, Mohsen Amini. Three phase liquid phase microextraction of phenylacetic acid and phenylpropionic acid from biological fluids. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Aug; 855(2):228-35. doi: 10.1016/j.jchromb.2007.05.003. [PMID: 17537682]
  • Hanna-Leena Alakomi, Riitta Puupponen-Pimiä, Anna-Marja Aura, Ilkka M Helander, Liisa Nohynek, Kirsi-Marja Oksman-Caldentey, Maria Saarela. Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids. Journal of agricultural and food chemistry. 2007 May; 55(10):3905-12. doi: 10.1021/jf070190y. [PMID: 17439151]
  • Kristian Tveten, Øystein L Holla, Trine Ranheim, Knut E Berge, Trond P Leren, Mari A Kulseth. 4-Phenylbutyrate restores the functionality of a misfolded mutant low-density lipoprotein receptor. The FEBS journal. 2007 Apr; 274(8):1881-93. doi: 10.1111/j.1742-4658.2007.05735.x. [PMID: 17408384]
  • Kolla J P Narayana, Peddikotla Prabhakar, Muvva Vijayalakshmi, Yenamandra Venkateswarlu, Palakodety S J Krishna. Biological activity of phenylpropionic acid isolated from a terrestrial Streptomycetes. Polish journal of microbiology. 2007; 56(3):191-7. doi: . [PMID: 18062653]
  • Ping Yi, Chad E Hadden, William F Annes, David A Jackson, Barry C Peterson, Todd A Gillespie, Jason T Johnson. The disposition and metabolism of naveglitazar, a peroxisome proliferator-activated receptor alpha-gamma dual, gamma-dominant agonist in mice, rats, and monkeys. Drug metabolism and disposition: the biological fate of chemicals. 2007 Jan; 35(1):51-61. doi: 10.1124/dmd.106.012328. [PMID: 17012539]
  • Sopheareth Mao, Seung-Je Lee, Hoon Hwangbo, Yong-Woong Kim, Keun-Hyung Park, Gyu-Suk Cha, Ro-Dong Park, Kil-Yong Kim. Isolation and characterization of antifungal substances from Burkholderia sp. culture broth. Current microbiology. 2006 Nov; 53(5):358-64. doi: 10.1007/s00284-005-0333-2. [PMID: 17066340]
  • Kevin T Watts, Pyung C Lee, Claudia Schmidt-Dannert. Biosynthesis of plant-specific stilbene polyketides in metabolically engineered Escherichia coli. BMC biotechnology. 2006 Mar; 6(?):22. doi: 10.1186/1472-6750-6-22. [PMID: 16551366]
  • N V Beloborodova, A S Arkhipova, D M Beloborodov, N B Boĭko, A I Mel'ko, A Iu Olenin. [Chromatographic mass spectrometric determination of low-molecular-weight aromatic compounds of microbial origin in the serum from patients with sepsis]. Klinicheskaia laboratornaia diagnostika. 2006 Feb; ?(2):3-6. doi: NULL. [PMID: 16610621]
  • Brigida D'Abrosca, Marina Dellagreca, Antonio Fiorentino, Marina Isidori, Pietro Monaco, Severina Pacifico. Chemical constituents of the aquatic plant Schoenoplectus lacustris: evaluation of phytotoxic effects on the green alga Selenastrum capricornutum. Journal of chemical ecology. 2006 Jan; 32(1):81-96. doi: 10.1007/s10886-006-9354-y. [PMID: 16525872]
  • Pernilla C Karlsson, Ulrika Huss, Andrew Jenner, Barry Halliwell, Lars Bohlin, Joseph J Rafter. Human fecal water inhibits COX-2 in colonic HT-29 cells: role of phenolic compounds. The Journal of nutrition. 2005 Oct; 135(10):2343-9. doi: 10.1093/jn/135.10.2343. [PMID: 16177193]
  • Rui Wang, Tianhui Sun, Dan Jing, Xiaohui Chen, Zhiguo Yu, Kaishun Bi. [High performance liquid chromatographic determination of cinnamic acid in rabbit plasma and application in study of pharmacokinetics]. Se pu = Chinese journal of chromatography. 2005 May; 23(3):273-5. doi: NULL. [PMID: 16124573]
  • Andrew M Jenner, Joseph Rafter, Barry Halliwell. Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds. Free radical biology & medicine. 2005 Mar; 38(6):763-72. doi: 10.1016/j.freeradbiomed.2004.11.020. [PMID: 15721987]
  • Kristin Glissmann, Elke Hammer, Ralf Conrad. Production of aromatic compounds during methanogenic degradation of straw in rice field soil. FEMS microbiology ecology. 2005 Mar; 52(1):43-8. doi: 10.1016/j.femsec.2004.10.004. [PMID: 16329891]
  • Evangelos Topakas, Paul Christakopoulos, Craig B Faulds. Comparison of mesophilic and thermophilic feruloyl esterases: characterization of their substrate specificity for methyl phenylalkanoates. Journal of biotechnology. 2005 Feb; 115(4):355-66. doi: 10.1016/j.jbiotec.2004.10.001. [PMID: 15639097]
  • Ademar A da Silva Filho, Paula C Pires Bueno, Luís E Gregório, Márcio L Andrade e Silva, Sérgio Albuquerque, Jairo K Bastos. In-vitro trypanocidal activity evaluation of crude extract and isolated compounds from Baccharis dracunculifolia D.C. (Asteraceae). The Journal of pharmacy and pharmacology. 2004 Sep; 56(9):1195-9. doi: 10.1211/0022357044067. [PMID: 15324490]
  • Nikhil K Basu, Shigeki Kubota, Meselhy R Meselhy, Marco Ciotti, Bhabadeb Chowdhury, Masao Hartori, Ida S Owens. Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. The Journal of biological chemistry. 2004 Jul; 279(27):28320-9. doi: 10.1074/jbc.m401396200. [PMID: 15117964]
  • Makoto Takamura, Mitsuya Sakurai, Eriko Yamada, Sachie Fujita, Makoto Yachi, Toshiyuki Takagi, Aya Isobe, Yuka Hagisawa, Toshihiko Fujiwara, Hiroaki Yanagisawa. Synthesis and biological activity of novel alpha-substituted beta-phenylpropionic acids having pyridin-2-ylphenyl moiety as antihyperglycemic agents. Bioorganic & medicinal chemistry. 2004 May; 12(9):2419-39. doi: 10.1016/j.bmc.2004.01.048. [PMID: 15080938]
  • Andreas R Rechner, Martin A Smith, Gunter Kuhnle, Glenn R Gibson, Edward S Debnam, S Kaila S Srai, Kevin P Moore, Catherine A Rice-Evans. Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products. Free radical biology & medicine. 2004 Jan; 36(2):212-25. doi: 10.1016/j.freeradbiomed.2003.09.022. [PMID: 14744633]
  • Sangku Lee, Chul-Ho Lee, Jung-Hoon Oh, Eun Eai Kim, Yang-Kyu Choi, Eun-Hee Kim, Woo Song Lee, Song-Hae Bok, Tae-Sook Jeong. Anti-atherogenic effects of 3,4-Dihydroxy hydrocinnamides. Bioorganic & medicinal chemistry letters. 2003 Aug; 13(16):2681-2. doi: 10.1016/s0960-894x(03)00549-3. [PMID: 12873493]
  • Xiaoping Song, Teruna J Siahaan. Synthesis and stability study of a modified phenylpropionic acid linker-based esterase-sensitive prodrug. Bioorganic & medicinal chemistry letters. 2002 Dec; 12(23):3439-42. doi: 10.1016/s0960-894x(02)00750-3. [PMID: 12419379]
  • R E Williams, H W Eyton-Jones, M J Farnworth, R Gallagher, W M Provan. Effect of intestinal microflora on the urinary metabolic profile of rats: a (1)H-nuclear magnetic resonance spectroscopy study. Xenobiotica; the fate of foreign compounds in biological systems. 2002 Sep; 32(9):783-94. doi: 10.1080/00498250210143047. [PMID: 12396275]
  • Nicolai Obel, Andrea Celia Porchia, Henrik Vibe Scheller. Dynamic changes in cell wall polysaccharides during wheat seedling development. Phytochemistry. 2002 Jul; 60(6):603-10. doi: 10.1016/s0031-9422(02)00148-6. [PMID: 12126707]
  • Héctor M Alvarez, Heinrich Luftmann, Roxana A Silva, Ana C Cesari, Alberto Viale, Marc Wältermann, Alexander Steinbüchel. Identification of phenyldecanoic acid as a constituent of triacylglycerols and wax ester produced by Rhodococcus opacus PD630. Microbiology (Reading, England). 2002 May; 148(Pt 5):1407-12. doi: 10.1099/00221287-148-5-1407. [PMID: 11988514]
  • M Chamkha, M Labat, B K Patel, J L Garcia. Isolation of a cinnamic acid-metabolizing Clostridium glycolicum strain from oil mill wastewaters and emendation of the species description. International journal of systematic and evolutionary microbiology. 2001 Nov; 51(Pt 6):2049-2054. doi: 10.1099/00207713-51-6-2049. [PMID: 11760946]
  • S H Kim, S D Jonson, M J Welch, J A Katzenellenbogen. Fluorine-substituted ligands for the peroxisome proliferator-activated receptor gamma (PPARgamma): potential imaging agents for metastatic tumors. Bioconjugate chemistry. 2001 May; 12(3):439-50. doi: 10.1021/bc000153b. [PMID: 11353543]
  • M An, J E Pratley, T Haig. Phytotoxicity of vulpia residues: III. Biological activity of identified allelochemicals from Vulpia myuros. Journal of chemical ecology. 2001 Feb; 27(2):383-94. doi: 10.1023/a:1005640708047. [PMID: 14768822]
  • E Turlin, M Perrotte-piquemal, A Danchin, F Biville. Regulation of the early steps of 3-phenylpropionate catabolism in Escherichia coli. Journal of molecular microbiology and biotechnology. 2001 Jan; 3(1):127-33. doi: ". [PMID: 11200225]
  • B Schmitt, B Schneider. Phenylpropanoid interconversion in Anigozanthos preissii observed by high-performance liquid chromatography-nuclear magnetic resonance spectroscopy. Phytochemical analysis : PCA. 2001 Jan; 12(1):43-7. doi: 10.1002/1099-1565(200101/02)12:1<43::aid-pca546>3.0.co;2-z. [PMID: 11704960]
  • K A Youdim, B Shukitt-Hale, S MacKinnon, W Kalt, J A Joseph. Polyphenolics enhance red blood cell resistance to oxidative stress: in vitro and in vivo. Biochimica et biophysica acta. 2000 Sep; 1523(1):117-22. doi: 10.1016/s0304-4165(00)00109-4. [PMID: 11099865]
  • M N Clifford, E L Copeland, J P Bloxsidge, L A Mitchell. Hippuric acid as a major excretion product associated with black tea consumption. Xenobiotica; the fate of foreign compounds in biological systems. 2000 Mar; 30(3):317-26. doi: 10.1080/004982500237703. [PMID: 10752646]
  • P Z Guan, C K Fei, J Yin, M Liu, Q Zhao, W M Cai. [Characters of two gravity-related esterases in carrot callus cells]. Zhi wu sheng li xue bao = Acta phytophysiologica Sinica. 1999; 25(3):301-8. doi: ". [PMID: 11543434]
  • B Flath, B Rolinski, A A Roscher. Simple high-performance liquid chromatographic method for the detection of phenylpropionylglycine in urine as a diagnostic tool in inherited medium-chain acyl-coenzyme A dehydrogenase deficiency. Journal of chromatography. B, Biomedical sciences and applications. 1997 Jun; 694(1):227-32. doi: 10.1016/s0378-4347(97)00145-x. [PMID: 9234867]
  • J H Pagella, X B Chen, N A MacLeod, E R Orskov, P J Dewey. Excretion of benzoic acid derivatives in urine of sheep given intraruminal infusions of 3-phenylpropionic and cyclohexanecarboxylic acids. The British journal of nutrition. 1997 Apr; 77(4):577-92. doi: 10.1079/bjn19970058. [PMID: 9155507]
  • P D Ross, M V Rekharsky. Thermodynamics of hydrogen bond and hydrophobic interactions in cyclodextrin complexes. Biophysical journal. 1996 Oct; 71(4):2144-54. doi: 10.1016/s0006-3495(96)79415-8. [PMID: 8889190]
  • A Bhala, M J Bennett, K L McGowan, D E Hale. Limitations of 3-phenylpropionylglycine in early screening for medium-chain acyl-coenzyme A dehydrogenase deficiency. The Journal of pediatrics. 1993 Jan; 122(1):100-3. doi: 10.1016/s0022-3476(05)83499-7. [PMID: 8419594]
  • J F Glasgow, R Moore, P H Robinson, P J McKiernan. The phenylpropionic acid load test: experience with 72 children at-risk for beta-oxidation disorders. Irish journal of medical science. 1992 Oct; 161(10):586-8. doi: 10.1007/bf02942363. [PMID: 1478838]
  • M J Bennett, A Bhala, S F Poirier, M C Ragni, S M Willi, D E Hale. When do gut flora in the newborn produce 3-phenylpropionic acid? Implications for early diagnosis of medium-chain acyl-CoA dehydrogenase deficiency. Clinical chemistry. 1992 Feb; 38(2):278-81. doi: . [PMID: 1541011]
  • M J Bennett, R J Pollitt, L S Taitz, S Variend. Medium-chain acyl-CoA dehydrogenase deficiency: a useful diagnosis five years after death. Clinical chemistry. 1990 Sep; 36(9):1695-7. doi: . [PMID: 2208722]