Structure-Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

Ana V. Cheng; Wooseong Kim; Iliana E. Escobar; Eleftherios Mylonakis; William M. Wuest

doi:10.1021/acsmedchemlett.9b00159

Structure-Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

Ana V. Cheng, Wooseong Kim, Iliana E. Escobar, Eleftherios Mylonakis, William M. Wuest

Houston Methodist

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

Original language	English (US)
Pages (from-to)	393-397
Number of pages	5
Journal	ACS Medicinal Chemistry Letters
Volume	11
Issue number	3
DOIs	https://doi.org/10.1021/acsmedchemlett.9b00159
State	Published - Mar 12 2020

Keywords

CD437
Methicillin resistant Staphylococcus aureus
cancer
persister
retinoid

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Divisions

Infectious Disease

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10.1021/acsmedchemlett.9b00159

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title = "Structure-Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids",

abstract = "We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.",

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AU - Cheng, Ana V.

AU - Kim, Wooseong

AU - Escobar, Iliana E.

AU - Mylonakis, Eleftherios

AU - Wuest, William M.

PY - 2020/3/12

Y1 - 2020/3/12

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AB - We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

KW - CD437

KW - Methicillin resistant Staphylococcus aureus

KW - cancer

KW - persister

KW - retinoid

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M3 - Article

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IS - 3

ER -

Structure-Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

Abstract

Keywords

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