Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>

<i>Staphylococcus aureus</i> is a leading cause of bloodstream infection (SAB), with up to 30% mortality. Despite treatment with standard antibiotics, one in three patients develops a persistent infection, which portends a five-fold increase in the risk of death. Persistent SAB has been...

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Main Authors: Riley Grosso, Vy Nguyen, Syed Kaleem Ahmed, Annie Wong-Beringer
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Applied Microbiology
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Online Access:https://www.mdpi.com/2673-8007/4/4/107
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author Riley Grosso
Vy Nguyen
Syed Kaleem Ahmed
Annie Wong-Beringer
author_facet Riley Grosso
Vy Nguyen
Syed Kaleem Ahmed
Annie Wong-Beringer
author_sort Riley Grosso
collection DOAJ
description <i>Staphylococcus aureus</i> is a leading cause of bloodstream infection (SAB), with up to 30% mortality. Despite treatment with standard antibiotics, one in three patients develops a persistent infection, which portends a five-fold increase in the risk of death. Persistent SAB has been attributed in part to the inability of antistaphylococcal antibiotics to eradicate intracellular <i>S. aureus</i> surviving inside macrophages. (-)- Epigallocatechin gallate (EGCG) is a catechin found in green tea that has been widely studied for its broad biological activities, ranging from anticancer to antibacterial activity. However, EGCG is greatly limited by its poor drug-like properties in terms of stability, membrane permeability, and bioavailability. In this study, we established through a series of in vitro experiments that structural modifications of EGCG enhanced drug-like properties while maintaining or improving its antistaphylococcal activity. Our lead EGCG analogs (MCC-1 and MCC-2) showed improved biochemical properties along with increased potency against extracellular <i>S. aureus</i> and restored susceptibility of β-lactam agents to methicillin-resistant <i>S. aureus</i> (MRSA). Importantly, the lead analogs but not EGCG potentiated macrophage- and antibiotic-mediated clearance of intracellular bacteria. Overall, EGCG analogs showed promise for further development as adjunctive therapy candidates for the treatment of SAB.
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spelling doaj-art-7e7eb315655b4cb3bd0ceebb8a8a6f492024-12-27T14:07:17ZengMDPI AGApplied Microbiology2673-80072024-11-01441568158110.3390/applmicrobiol4040107Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>Riley Grosso0Vy Nguyen1Syed Kaleem Ahmed2Annie Wong-Beringer3Alfred E. Mann School of Pharmacy and Pharmaceutical Sciences, University of Southern Los Angeles, Los Angeles, CA 90033, USAAlfred E. Mann School of Pharmacy and Pharmaceutical Sciences, University of Southern Los Angeles, Los Angeles, CA 90033, USAAlfred E. Mann School of Pharmacy and Pharmaceutical Sciences, University of Southern Los Angeles, Los Angeles, CA 90033, USAAlfred E. Mann School of Pharmacy and Pharmaceutical Sciences, University of Southern Los Angeles, Los Angeles, CA 90033, USA<i>Staphylococcus aureus</i> is a leading cause of bloodstream infection (SAB), with up to 30% mortality. Despite treatment with standard antibiotics, one in three patients develops a persistent infection, which portends a five-fold increase in the risk of death. Persistent SAB has been attributed in part to the inability of antistaphylococcal antibiotics to eradicate intracellular <i>S. aureus</i> surviving inside macrophages. (-)- Epigallocatechin gallate (EGCG) is a catechin found in green tea that has been widely studied for its broad biological activities, ranging from anticancer to antibacterial activity. However, EGCG is greatly limited by its poor drug-like properties in terms of stability, membrane permeability, and bioavailability. In this study, we established through a series of in vitro experiments that structural modifications of EGCG enhanced drug-like properties while maintaining or improving its antistaphylococcal activity. Our lead EGCG analogs (MCC-1 and MCC-2) showed improved biochemical properties along with increased potency against extracellular <i>S. aureus</i> and restored susceptibility of β-lactam agents to methicillin-resistant <i>S. aureus</i> (MRSA). Importantly, the lead analogs but not EGCG potentiated macrophage- and antibiotic-mediated clearance of intracellular bacteria. Overall, EGCG analogs showed promise for further development as adjunctive therapy candidates for the treatment of SAB.https://www.mdpi.com/2673-8007/4/4/107antibiotic resistanceantibiotic actionchemical modificationdrug designGram-positive bacteriahost–pathogen interaction
spellingShingle Riley Grosso
Vy Nguyen
Syed Kaleem Ahmed
Annie Wong-Beringer
Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
Applied Microbiology
antibiotic resistance
antibiotic action
chemical modification
drug design
Gram-positive bacteria
host–pathogen interaction
title Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
title_full Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
title_fullStr Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
title_full_unstemmed Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
title_short Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular <i>Staphylococcus aureus</i>
title_sort novel epigallocatechin gallate egcg analogs with improved biochemical properties for targeting extracellular and intracellular i staphylococcus aureus i
topic antibiotic resistance
antibiotic action
chemical modification
drug design
Gram-positive bacteria
host–pathogen interaction
url https://www.mdpi.com/2673-8007/4/4/107
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