Separating and identifying multiple structural isomers of 3-hydroxy-3-(3′-hydroxyphenyl)propanoic acid (3,3′-HPHPA)

References

• Shaw, W. Inhibition of the Beta-Oxidation Pathway of Fatty Acids and Dopamine- Beta-Hydroxylase by Phenyl Derivatives of Short- Chain Fatty Acids from Gastrointestinal Clostridia Bacteria is a (the) Major Cause of Autism. Integr. Med. (Encinitas) 2023, 22, 18–25. From NLM.
   PubMedGoogle Scholar
• Jaskiw, G. E.; Obrenovich, M. E.; Donskey, C. J. The Phenolic Interactome and Gut Microbiota: opportunities and Challenges in Developing Applications for Schizophrenia and Autism. Psychopharmacology. (Berl) 2019, 236, 1471–1489. From NLM. DOI: 10.1007/s00213-019-05267-3.
   PubMed Web of Science ®Google Scholar
• Siracusano, M.; Arturi, L.; Riccioni, A.; Noto, A.; Mussap, M.; Mazzone, L. Metabolomics: Perspectives on Clinical Employment in Autism Spectrum Disorder. Int. J. Mol. Sci. 2023, 24, 13404. From NLM. DOI: 10.3390/ijms241713404.
   PubMed Web of Science ®Google Scholar
• Borges, G.; Ottaviani, J. I.; van der Hooft, J. J. J.; Schroeter, H.; Crozier, A. Absorption, Metabolism, Distribution and Excretion of (-)-Epicatechin: A Review of Recent Findings. Mol. Aspects Med 2018, 61, 18–30. DOI: 10.1016/j.mam.2017.11.002.From NLM.
   PubMed Web of Science ®Google Scholar
• Penney, N.; Barton, W.; Posma, J. M.; Darzi, A.; Frost, G.; Cotter, P. D.; Holmes, E.; Shanahan, F.; O’Sullivan, O.; Garcia-Perez, I. Investigating the Role of Diet and Exercise in Gut Microbe-Host Cometabolism. mSystems 2020, 5, 1–16. From NLM. DOI: 10.1128/mSystems.00677-20.
   Web of Science ®Google Scholar
• Shaw, W. Clostridia Bacteria in the Gastrointestinal Tract as a Major Cause of Depression and Other Neuropsychiatric Disorders. In Integrative Psychiatry for Depression: Redefining Models for Assessment, Treatment, and Prevention of Mood Disorders, Greenblatt, J., Brogan, K. Eds.; Taylor and Francis, 2016; pp 31–48. New York, NY.
   Google Scholar
• Obrenovich, M. E.; Donskey, C. J.; Schiefer, I. T.; Bongiovanni, R.; Li, L.; Jaskiw, G. E. Quantification of Phenolic Acid Metabolites in Humans by LC-MS: A Structural and Targeted Metabolomics Approach. Bioanalysis 2018, 10, 1591–1608. From NLM. DOI: 10.4155/bio-2018-0140.
   PubMed Web of Science ®Google Scholar
• Clifford, M. N.; King, L. J.; Kerimi, A.; Pereira-Caro, M. G.; Williamson, G. Metabolism of Phenolics in Coffee and Plant-Based Foods by Canonical Pathways: An Assessment of the Role of Fatty Acid β-Oxidation to Generate Biologically-Active and -Inactive Intermediates. Crit. Rev. Food Sci. Nutr. 2024, 64, 3326–3383. From NLM. DOI: 10.1080/10408398.2022.2131730.
   PubMed Web of Science ®Google Scholar
• Roowi, S.; Mullen, W.; Edwards, C. A.; Crozier, A. Yoghurt Impacts on the Excretion of Phenolic Acids Derived from Colonic Breakdown of Orange Juice Flavanones in Humans. Mol. Nutr. Food Res. 2009, 53 Suppl 1, S68–S75. DOI: 10.1002/mnfr.200800287.
   PubMed Web of Science ®Google Scholar
• Mussap, M.; Siracusano, M.; Noto, A.; Fattuoni, C.; Riccioni, A.; Rajula, H. S. R.; Fanos, V.; Curatolo, P.; Barberini, L.; Mazzone, L. The Urine Metabolome of Young Autistic Children Correlates with Their Clinical Profile Severity. Metabolites 2020, 10, 476. From NLM. DOI: 10.3390/metabo10110476.
   PubMed Web of Science ®Google Scholar
• Sridharan, G. V.; Choi, K.; Klemashevich, C.; Wu, C.; Prabakaran, D.; Pan, L. B.; Steinmeyer, S.; Mueller, C.; Yousofshahi, M.; Alaniz, R. C.; et al. Prediction and Quantification of Bioactive Microbiota Metabolites in the Mouse Gut. Nat. Commun. 2014, 5, 5492. From NLM. DOI: 10.1038/ncomms6492.
   PubMed Web of Science ®Google Scholar
• Wishart, D. S. Metabolomic Data Exploration and Analysis with the Human Metabolome Database. Methods Mol. Biol. 2020, 2104, 165–184. From NLM. DOI: 10.1007/978-1-0716-0239-3_10.
   PubMedGoogle Scholar
• Pan, P.; Skaer, C. W.; Wang, H. T.; Kreiser, M. A.; Stirdivant, S. M.; Oshima, K.; Huang, Y. W.; Young, M. R.; Wang, L. S. Systemic Metabolite Changes in Wild-Type C57BL/6 Mice Fed Black Raspberries. Nutr. Cancer. 2017, 69, 299–306. DOI: 10.1080/01635581.2017.1263748.
   PubMed Web of Science ®Google Scholar
• Urpi-Sarda, M.; Monagas, M.; Khan, N.; Lamuela-Raventos, R. M.; Santos-Buelga, C.; Sacanella, E.; Castell, M.; Permanyer, J.; Andres-Lacueva, C. Epicatechin, Procyanidins, and Phenolic Microbial Metabolites after Cocoa Intake in Humans and Rats. Anal. Bioanal. Chem. 2009, 394, 1545–1556. DOI: 10.1007/s00216-009-2676-1.
   PubMed Web of Science ®Google Scholar
• Wang, D.; Ho, L.; Faith, J.; Ono, K.; Janle, E. M.; Lachcik, P. J.; Cooper, B. R.; Jannasch, A. H.; D’Arcy, B. R.; Williams, B. A.; et al. Role of Intestinal Microbiota in the Generation of Polyphenol-Derived Phenolic Acid Mediated Attenuation of Alzheimer’s Disease Beta-Amyloid Oligomerization. Mol. Nutr. Food Res 2015, 59, 1025–1040. DOI: 10.1002/mnfr.201400544.
   PubMed Web of Science ®Google Scholar
• Roowi, S.; Stalmach, A.; Mullen, W.; Lean, M. E.; Edwards, C. A.; Crozier, A. Green Tea Flavan-3-Ols: colonic Degradation and Urinary Excretion of Catabolites by Humans. J. Agric. Food Chem. 2010, 58, 1296–1304. DOI: 10.1021/jf9032975.
   PubMed Web of Science ®Google Scholar
• van der Hooft, J. J.; de Vos, R. C.; Mihaleva, V.; Bino, R. J.; Ridder, L.; de Roo, N.; Jacobs, D. M.; van Duynhoven, J. P.; Vervoort, J. Structural Elucidation and Quantification of Phenolic Conjugates Present in Human Urine after Tea Intake. Anal. Chem. 2012, 84, 7263–7271. DOI: 10.1021/ac3017339.
   PubMed Web of Science ®Google Scholar
• Stewart, A. J.; Mullen, W.; Crozier, A. On-Line High-Performance Liquid Chromatography Analysis of the Antioxidant Activity of Phenolic Compounds in Green and Black Tea. Mol. Nutr. Food Res. 2005, 49, 52–60. DOI: 10.1002/mnfr.200400064.
   PubMed Web of Science ®Google Scholar
• Obrenovich, M. E.; Jaskiw, G. E.; Mana, T. S. C.; Bennett, C. P.; Cadnum, J. C.; Donskey, C. J. Urinary Metabolites of Green Tea as Potential Markers of Colonization Resistance to Pathogenic Gut Bacteria in Mice. Pathog. Immun. 2019, 4, 271–293. microbiotaanaerobesmiceclindamycin, aztreonam, piperacillin/tazobactam, polyphenols. DOI: 10.20411/pai.v4i2.335.
   PubMedGoogle Scholar
• van de Merbel, N. C. Quantitative Determination of Endogenous Compounds in Biological Samples Using Chromatographic Techniques. Trends Anal. Chem 2008, 27, 924–933. DOI: 10.1016/j.trac.2008.09.002.
   Web of Science ®Google Scholar
• Pereira-Caro, G.; Almutairi, T. M.; Cáceres-Jiménez, S.; Moreno-Rojas, J. M.; Malkova, D.; García, A. L.; Crozier, A. Bioavailability of Orange Juice (Poly)Phenols: β-Glucan-Rich Oat Bran Decreases Urinary Excretion of Flavanone Phase II Metabolites and Enhances Excretion of Microbiota-Derived Phenolic Catabolites. Free Radic. Biol. Med. 2023, 199, 34–43. DOI: 10.1016/j.freeradbiomed.2023.02.002.
   PubMed Web of Science ®Google Scholar
• Qi, B.-L.; Liu, P.; Wang, Q.-Y.; Cai, W.-J.; Yuan, B.-F.; Feng, Y.-Q. Derivatization for Liquid Chromatography-Mass Spectrometry. TrAC, Trends Anal. Chem. 2014, 59, 121–132. DOI: 10.1016/j.trac.2014.03.013.
   Web of Science ®Google Scholar
• Beal, M. F.; Walker, L. C.; Storey, E.; Segar, L.; Price, D. L.; Cork, L. C. Neurotransmitters in Neocortex of Aged Rhesus Monkeys. Neurobiol. Aging. 1991, 12, 407–412. DOI: 10.1016/0197-4580(91)90065-r.From NLM.
   PubMed Web of Science ®Google Scholar
• Ishiwata, K.; Vaalburg, W.; Elsinga, P. H.; Paans, A. M.; Woldring, M. G. Metabolic Studies with L-[1-14C]Tyrosine for the Investigation of a Kinetic Model to Measure Protein Synthesis Rates with PET. J. Nucl. Med. 1988, 29, 524–529.
   PubMed Web of Science ®Google Scholar
• Vallianatou, T.; Lin, W.; Bèchet, N. B.; Correia, M. S.; Shanbhag, N. C.; Lundgaard, I.; Globisch, D. Differential Regulation of Oxidative Stress, Microbiota-Derived, and Energy Metabolites in the Mouse Brain during Sleep. J. Cereb. Blood Flow Metab. 2021, 41, 3324–3338. DOI: 10.1177/0271678x211033358.
   PubMed Web of Science ®Google Scholar
• Hu, M. Bioavailability of Flavonoids and Polyphenols: Call to Arms. Mol. Pharm. 2007, 4, 803–806. DOI: 10.1021/mp7001363.
   PubMed Web of Science ®Google Scholar
• Spencer, J. P. Metabolism of Tea Flavonoids in the Gastrointestinal Tract. J. Nutr. 2003, 133, 3255S–3261S. DOI: 10.1093/jn/133.10.3255S.
   PubMed Web of Science ®Google Scholar
• Velderrain-Rodríguez, G. R.; Palafox-Carlos, H.; Wall-Medrano, A.; Ayala-Zavala, J. F.; Chen, C.-Y. O.; Robles-Sánchez, M.; Astiazaran-García, H.; Alvarez-Parrilla, E.; González-Aguilar, G. A. Phenolic Compounds: their Journey after Intake. Food Funct. 2014, 5, 189–197. DOI: 10.1039/c3fo60361j.
   PubMed Web of Science ®Google Scholar
• Wang, J.; Hodes, G. E.; Zhang, H.; Zhang, S.; Zhao, W.; Golden, S. A.; Bi, W.; Menard, C.; Kana, V.; Leboeuf, M.; et al. Epigenetic Modulation of Inflammation and Synaptic Plasticity Promotes Resilience against Stress in Mice. Nat. Commun. 2018, 9, 477. DOI: 10.1038/s41467-017-02794-5.
   PubMed Web of Science ®Google Scholar