Practical Synthesis of PC190723, an Inhibitor of the Bacterial Cell Division Protein FtsZ

被引：21

作者：

Sorto, Nohemy A. ^{[1
]}

Olmstead, Marilyn M. ^{[1
]}

Shaw, Jared T. ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 22期

关键词：

ASSEMBLY DYNAMICS; TARGETING FTSZ; TUBULIN;

D O I：

10.1021/jo101720y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high-yielding and practical synthesis of the bacterial cell division inhibitor PC190723 is described The synthesis is completed in a longest linear sequence of five steps from commercially available starting materials and can be readily executed on a multigram scale

引用

页码：7946 / 7949

页数：4

共 50 条

[1] Mechanism of Action of the Cell-Division Inhibitor PC190723: Modulation of FtsZ Assembly Cooperativity
Elsen, Nathaniel L.
Lu, Jun
Parthasarathy, Gopal
Reid, John C.
Sharma, Sujata
Soisson, Stephen M.
Lumb, Kevin J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (30) : 12342 - 12345
[2] The Antibacterial Cell Division Inhibitor PC190723 Is an FtsZ Polymer-stabilizing Agent That Induces Filament Assembly and Condensation
Andreu, Jose M.
Schaffner-Barbero, Claudia
Huecas, Sonia
Alonso, Dulce
Lopez-Rodriguez, Maria L.
Ruiz-Avila, Laura B.
Nunez-Ramirez, Rafael
Llorca, Oscar
Martin-Galiano, Antonio J.
JOURNAL OF BIOLOGICAL CHEMISTRY, 2010, 285 (19) : 14239 - 14246
[3] The antibacterial cell division inhibitor PC190723 is an FtsZ polymer-stabilizing agent that induces filament assembly and condensation
Centro de Investigaciones Biológicas, Consejo Superior de Investigaciones Cientificas, Ramiro de Maeztu 9, 28040 Madrid, Spain
不详
不详
J. Biol. Chem., 19 (14239-14246):
[4] FtsZ-Independent Mechanism of Division Inhibition by the Small Molecule PC190723 in Escherichia coli
Khare, Somya
Hsin, Jen
Sorto, Nohemy A.
Nepomuceno, Gabriella M.
Shaw, Jared T.
Shi, Handuo
Huang, Kerwyn Casey
ADVANCED BIOSYSTEMS, 2019, 3 (11)
[5] Exploration of the inhibitory mechanism of PC190723 on FtsZ protein by molecular dynamics simulation
Ma, Yangchun
Zhang, Shenyan
Zhou, Liang
Zhang, Long
Zhang, Panpan
Ma, Shutao
Journal of Molecular Graphics and Modelling, 2022, 114
[6] Exploration of the inhibitory mechanism of PC190723 on FtsZ protein by molecular dynamics simulation
Ma, Yangchun
Zhang, Shenyan
Zhou, Liang
Zhang, Long
Zhang, Panpan
Ma, Shutao
JOURNAL OF MOLECULAR GRAPHICS & MODELLING, 2022, 114
[7] A mechanism of salt bridge-mediated resistance to FtsZ inhibitor PC190723 revealed by a cell-based screen
Sharma, Ajay Kumar
Poddar, Sakshi Mahesh
Chakraborty, Joyeeta
Nayak, Bhagyashri Soumya
Kalathil, Srilakshmi
Mitra, Nivedita
Gayathri, Pananghat
Srinivasan, Ramanujam
MOLECULAR BIOLOGY OF THE CELL, 2023, 34 (03)
[8] Disruption of salt bridge interactions in the inter-domain cleft of the tubulin-like protein FtsZ of Escherichia coli makes cells sensitive to the cell division inhibitor PC190723
Poddar, Sakshi Mahesh
Chakraborty, Joyeeta
Gayathri, Pananghat
Srinivasan, Ramanujam
CYTOSKELETON, 2024,
[9] RfiA, a novel PAP2 domain-containing polytopic membrane protein that confers resistance to the FtsZ inhibitor PC190723
Chen, Ximing
Zhang, Binglin
Xiao, Jianxi
Ju, Furong
Li, Shuyan
Ren, Cuiling
An, Lizhe
Chen, Tuo
Liu, Guangxiu
Facey, Paul
Mullins, Jonathan G. L.
Dyson, Paul
FUTURE MICROBIOLOGY, 2015, 10 (03) : 325 - 335
[10] Enterococcal and streptococcal resistance to PC190723 and related compounds: Molecular insights from a FtsZ mutational analysis
Kaul, Malvika
Zhang, Yongzheng
Parhi, Ajit K.
LaVoie, Edmond J.
Tuske, Steve
Arnold, Eddy
Kerrigan, John E.
Pilch, Daniel S.
BIOCHIMIE, 2013, 95 (10) : 1880 - 1887

← 1 2 3 4 5 →