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Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease.
Bioorg Med Chem. 2007 Jun 01; 15(11):3703-10.BM

Abstract

Twenty polyphenols were synthesized and evaluated for their effect on Helicobacter pylori urease. Among these compounds, 4-(p-hydroxyphenethyl)pyrogallol (15) (IC(50)=0.03 mM) and 7,8,4'-trihydroxyisoflavone (19) (IC(50)=0.14 mM) showed potent inhibitory activities, and inhibited Helicobacter pylori urease in a time-dependent manner. The structure-activity relationship of these polyphenols revealed: the two ortho hydroxyl groups were essential for inhibitory activity of polyphenol. When the C-ring of isoflavone was broken, the inhibitory activity markedly decreased. As for deoxybenzoin, the carboxyl group was clearly detrimental.

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Authors+Show Affiliations

Xiao ZP
Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, PR China.
Shi DH
No affiliation info available
Li HQ
No affiliation info available
Zhang LN
No affiliation info available
Xu C
No affiliation info available
Zhu HL
No affiliation info available

MeSH

Anti-Bacterial AgentsBacterial ProteinsFlavonoidsHelicobacter pyloriIsoflavonesPhenolsPolyphenolsStructure-Activity RelationshipUrease

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17400458

Citation

Xiao, Zhu-Ping, et al. "Polyphenols Based On Isoflavones as Inhibitors of Helicobacter Pylori Urease." Bioorganic & Medicinal Chemistry, vol. 15, no. 11, 2007, pp. 3703-10.
Xiao ZP, Shi DH, Li HQ, et al. Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease. Bioorg Med Chem. 2007;15(11):3703-10.
Xiao, Z. P., Shi, D. H., Li, H. Q., Zhang, L. N., Xu, C., & Zhu, H. L. (2007). Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease. Bioorganic & Medicinal Chemistry, 15(11), 3703-10.
Xiao ZP, et al. Polyphenols Based On Isoflavones as Inhibitors of Helicobacter Pylori Urease. Bioorg Med Chem. 2007 Jun 1;15(11):3703-10. PubMed PMID: 17400458.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease. AU - Xiao,Zhu-Ping, AU - Shi,Da-Hua, AU - Li,Huan-Qiu, AU - Zhang,Li-Na, AU - Xu,Chen, AU - Zhu,Hai-Liang, Y1 - 2007/03/18/ PY - 2007/01/20/received PY - 2007/03/14/accepted PY - 2007/4/3/pubmed PY - 2007/7/31/medline PY - 2007/4/3/entrez SP - 3703 EP - 10 JF - Bioorganic & medicinal chemistry JO - Bioorg Med Chem VL - 15 IS - 11 N2 - Twenty polyphenols were synthesized and evaluated for their effect on Helicobacter pylori urease. Among these compounds, 4-(p-hydroxyphenethyl)pyrogallol (15) (IC(50)=0.03 mM) and 7,8,4'-trihydroxyisoflavone (19) (IC(50)=0.14 mM) showed potent inhibitory activities, and inhibited Helicobacter pylori urease in a time-dependent manner. The structure-activity relationship of these polyphenols revealed: the two ortho hydroxyl groups were essential for inhibitory activity of polyphenol. When the C-ring of isoflavone was broken, the inhibitory activity markedly decreased. As for deoxybenzoin, the carboxyl group was clearly detrimental. SN - 0968-0896 UR - https://www.unboundmedicine.com/medline/citation/17400458/Polyphenols_based_on_isoflavones_as_inhibitors_of_Helicobacter_pylori_urease_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0968-0896(07)00243-X DB - PRIME DP - Unbound Medicine ER -