LEGO-inspired drug design: unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors

Research output: Contribution to journalJournal articleResearchpeer-review

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LEGO-inspired drug design : unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors. / Thanh Tung, Truong; Dao, Trong Tuan; Grifell Junyent, Marta; Palmgren, Michael Broberg; Günther-Pomorski, Thomas; Fuglsang, Anja Thoe; Christensen, Søren Brøgger; Nielsen, John.

In: ChemMedChem, Vol. 13, No. 1, 2018.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Thanh Tung, T, Dao, TT, Grifell Junyent, M, Palmgren, MB, Günther-Pomorski, T, Fuglsang, AT, Christensen, SB & Nielsen, J 2018, 'LEGO-inspired drug design: unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors', ChemMedChem, vol. 13, no. 1. https://doi.org/10.1002/cmdc.201700635

APA

Thanh Tung, T., Dao, T. T., Grifell Junyent, M., Palmgren, M. B., Günther-Pomorski, T., Fuglsang, A. T., Christensen, S. B., & Nielsen, J. (2018). LEGO-inspired drug design: unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors. ChemMedChem, 13(1). https://doi.org/10.1002/cmdc.201700635

Vancouver

Thanh Tung T, Dao TT, Grifell Junyent M, Palmgren MB, Günther-Pomorski T, Fuglsang AT et al. LEGO-inspired drug design: unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors. ChemMedChem. 2018;13(1). https://doi.org/10.1002/cmdc.201700635

Author

Thanh Tung, Truong ; Dao, Trong Tuan ; Grifell Junyent, Marta ; Palmgren, Michael Broberg ; Günther-Pomorski, Thomas ; Fuglsang, Anja Thoe ; Christensen, Søren Brøgger ; Nielsen, John. / LEGO-inspired drug design : unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors. In: ChemMedChem. 2018 ; Vol. 13, No. 1.

Bibtex

@article{4541aa6ae6af47d797826f993a8647a6,
title = "LEGO-inspired drug design: unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors",
abstract = "The fungal plasma membrane H+-ATPase(Pma1p)isapotential target for the discovery of new antifungal agents. Surprisingly,nostructure–activity rela tionship studies for small molecules targeting Pma1p have been reported. Herein, we disclose aLEGO-inspired fragmentassembly strategy for the design,synthesis, and discovery of benzo[d]thiazoles containing a3,4-dihydroxyphenyl moiety as potentialPma1p inhibitors. Aseries of 2-(benzo[d]thiazol-2-ylthio)-1-(3,4-dihydroxyphenyl)ethanones was found to inhibit Pma1p, with the most potent IC50 value of 8 mm in an in vitro plasma memb rane H+-ATPase assay.These compounds were also found to strongly inhibit the action of proton pumpingwhen Pma1p was reconstituted into liposomes. 1-(3,4-ihydroxyphenyl)-2-((6-(trifluoromethyl)-benzo[d]thiazol-2-yl)thio)ethan-one(compound 38)showed inhibitory activities on the growth of Candida albicans and Saccharomyces cerevisiae ,which could be correlated andsubstantiated with the ability to inhibitPma1p in vitro.",
author = "{Thanh Tung}, Truong and Dao, {Trong Tuan} and {Grifell Junyent}, Marta and Palmgren, {Michael Broberg} and Thomas G{\"u}nther-Pomorski and Fuglsang, {Anja Thoe} and Christensen, {S{\o}ren Br{\o}gger} and John Nielsen",
year = "2018",
doi = "10.1002/cmdc.201700635",
language = "English",
volume = "13",
journal = "ChemMedChem",
issn = "1860-7179",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "1",

}

RIS

TY - JOUR

T1 - LEGO-inspired drug design

T2 - unveiling a class of Benzo[d]thiazoles containing a 3,4-Dihydroxyphenyl moiety as plasma membrane H+-ATPase inhibitors

AU - Thanh Tung, Truong

AU - Dao, Trong Tuan

AU - Grifell Junyent, Marta

AU - Palmgren, Michael Broberg

AU - Günther-Pomorski, Thomas

AU - Fuglsang, Anja Thoe

AU - Christensen, Søren Brøgger

AU - Nielsen, John

PY - 2018

Y1 - 2018

N2 - The fungal plasma membrane H+-ATPase(Pma1p)isapotential target for the discovery of new antifungal agents. Surprisingly,nostructure–activity rela tionship studies for small molecules targeting Pma1p have been reported. Herein, we disclose aLEGO-inspired fragmentassembly strategy for the design,synthesis, and discovery of benzo[d]thiazoles containing a3,4-dihydroxyphenyl moiety as potentialPma1p inhibitors. Aseries of 2-(benzo[d]thiazol-2-ylthio)-1-(3,4-dihydroxyphenyl)ethanones was found to inhibit Pma1p, with the most potent IC50 value of 8 mm in an in vitro plasma memb rane H+-ATPase assay.These compounds were also found to strongly inhibit the action of proton pumpingwhen Pma1p was reconstituted into liposomes. 1-(3,4-ihydroxyphenyl)-2-((6-(trifluoromethyl)-benzo[d]thiazol-2-yl)thio)ethan-one(compound 38)showed inhibitory activities on the growth of Candida albicans and Saccharomyces cerevisiae ,which could be correlated andsubstantiated with the ability to inhibitPma1p in vitro.

AB - The fungal plasma membrane H+-ATPase(Pma1p)isapotential target for the discovery of new antifungal agents. Surprisingly,nostructure–activity rela tionship studies for small molecules targeting Pma1p have been reported. Herein, we disclose aLEGO-inspired fragmentassembly strategy for the design,synthesis, and discovery of benzo[d]thiazoles containing a3,4-dihydroxyphenyl moiety as potentialPma1p inhibitors. Aseries of 2-(benzo[d]thiazol-2-ylthio)-1-(3,4-dihydroxyphenyl)ethanones was found to inhibit Pma1p, with the most potent IC50 value of 8 mm in an in vitro plasma memb rane H+-ATPase assay.These compounds were also found to strongly inhibit the action of proton pumpingwhen Pma1p was reconstituted into liposomes. 1-(3,4-ihydroxyphenyl)-2-((6-(trifluoromethyl)-benzo[d]thiazol-2-yl)thio)ethan-one(compound 38)showed inhibitory activities on the growth of Candida albicans and Saccharomyces cerevisiae ,which could be correlated andsubstantiated with the ability to inhibitPma1p in vitro.

U2 - 10.1002/cmdc.201700635

DO - 10.1002/cmdc.201700635

M3 - Journal article

C2 - 29139202

VL - 13

JO - ChemMedChem

JF - ChemMedChem

SN - 1860-7179

IS - 1

ER -

ID: 188125452