Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

Liqiang Su; Jiahui Li; Zhen Zhou; Dongxia Huang; Yuanjin Zhang; Haixiang Pei; Weikai Guo; Haigang Wu; Xin Wang; Mingyao Liu; Cai Guang Yang; Yihua Chen

doi:10.1016/j.ejmech.2018.11.016

Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

Liqiang Su
, Jiahui Li
, Zhen Zhou
, Dongxia Huang
, Yuanjin Zhang
, Haixiang Pei
, Weikai Guo
, Haigang Wu
, Xin Wang
, Mingyao Liu
, Cai Guang Yang
, Yihua Chen^*

^*Corresponding author for this work

School of Life Sciences

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

25 Scopus citations

Abstract

Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.

Original language	English
Pages (from-to)	203-211
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	162
DOIs	https://doi.org/10.1016/j.ejmech.2018.11.016
State	Published - 15 Jan 2019

Keywords

2,4-diaminopyrimidine
Antibacterial activities
Multidrug-resistance
Structure-activity relationship
Tetrahydrocarbazole

Access to Document

10.1016/j.ejmech.2018.11.016

Cite this

@article{700f174365974da2be2bd36de9ae2c74,

title = "Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents",

abstract = "Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.",

keywords = "2,4-diaminopyrimidine, Antibacterial activities, Multidrug-resistance, Structure-activity relationship, Tetrahydrocarbazole",

author = "Liqiang Su and Jiahui Li and Zhen Zhou and Dongxia Huang and Yuanjin Zhang and Haixiang Pei and Weikai Guo and Haigang Wu and Xin Wang and Mingyao Liu and Yang, \{Cai Guang\} and Yihua Chen",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Masson SAS",

year = "2019",

month = jan,

day = "15",

doi = "10.1016/j.ejmech.2018.11.016",

language = "英语",

volume = "162",

pages = "203--211",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson s.r.l.",

}

TY - JOUR

T1 - Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

AU - Su, Liqiang

AU - Li, Jiahui

AU - Zhou, Zhen

AU - Huang, Dongxia

AU - Zhang, Yuanjin

AU - Pei, Haixiang

AU - Guo, Weikai

AU - Wu, Haigang

AU - Wang, Xin

AU - Liu, Mingyao

AU - Yang, Cai Guang

AU - Chen, Yihua

PY - 2019/1/15

Y1 - 2019/1/15

N2 - Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.

AB - Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.

KW - 2,4-diaminopyrimidine

KW - Antibacterial activities

KW - Multidrug-resistance

KW - Structure-activity relationship

KW - Tetrahydrocarbazole

UR - https://www.scopus.com/pages/publications/85056473822

U2 - 10.1016/j.ejmech.2018.11.016

DO - 10.1016/j.ejmech.2018.11.016

M3 - 文章

C2 - 30447433

AN - SCOPUS:85056473822

SN - 0223-5234

VL - 162

SP - 203

EP - 211

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this