Synthesis and structure–activity relationship of N4-benzylamine-N2-isopropyl-quinazoline-2,4-diamines derivatives as potential antibacterial agents

doi:10.1039/C7RA10352B

Paper

Synthesis and structure–activity relationship of N4-benzylamine-N2-isopropyl-quinazoline-2,4-diamines derivatives as potential antibacterial agents

Published Nov 7, 2017 · Zhengyun Jiang, W. D. Hong, Xiping Cui

RSC Advances

Q1 SJR score

4

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

A series of N4-benzylamine-N2-isopropyl-quinazoline-2,4-diamine derivatives has been synthesized and tested for antibacterial activity against five bacterial strains. Twelve different substituents on the N4-benzylamine group have been investigated along with replacement of the quinazoline core (with either a benzothiophene or regioisomeric pyridopyrimidine ring systems). In order to develop structure activity relationships, all derivatives were tested for their antibacterial activities against Escherichia coli and Staphylococcus aureus via Kirby–Bauer assays and minimum inhibitory concentration assays. Eight of the most potent compounds against S. aureus and E. coli were also screened against one strain of methicillin-resistant S. aureus (MRSA), Staphylococcus epidermidis and Salmonella typhimurium to further examine their antibacterial activities. Lead compound A5 showed good activities with MICs of 3.9 μg mL−1 against E. coli, S. aureus and S. epidermidis and 7.8 μg mL−1 against MRSA. Selected front runners were also screened for their DMPK properties in vitro to assess their potential for further development.

In Vitro Study

Study Snapshot

N4-benzylamine-N2-isopropyl-quinazoline-2,4-diamine derivatives show potential antibacterial activity against various bacteria, with lead compound A5 showing good activities against E. coli, S. aureus, and S. epidermidis and 7.8

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Synthesis and structure–activity relationship of N4-benzylamine-N2-isopropyl-quinazoline-2,4-diamines derivatives as potential antibacterial agents

Sign up to use Study Snapshot

References

Citations

Pd-, Cu-, and Ni-Catalyzed Reactions: A Comprehensive Review of the Efficient Approaches towards the Synthesis of Antibacterial Molecules

Pd, Cu, and Ni-catalyzed reactions are effective in the synthesis of antibacterial compounds, potentially benefiting pharmaceutical chemists in combating bacterial resistance.

Design and synthesis of a new series of hybrids of functionalised N1-[(1H-1,2,3-triazol-4-yl)methyl]quinazoline-2,4-dione with antiviral activity against Respiratory Syncytial Virus.

The new series of functionalized N1-[(1H-1,2,3-triazole-4-yl)methyl]quinazoline-2,4-dione hybrids show promising antiviral activity against Respiratory Syncytial Virus, with potential therapeutic indices for RSV.

Rh(i)- and Rh(ii)-catalyzed C–H alkylation of benzylamines with alkenes and its application in flow chemistry†

Rh(i)- and Rh(ii)-catalyzed C-H alkylation of benzylamines with alkenes can be successfully mimicked under flow conditions, offering advantages over batch processes.

Kumada Cross Coupling Reaction for the Synthesis of Quinazoline Derivatives, Evaluation of Their Antibacterial Activity and Docking Studies

Compounds 3g-3m synthesized using Nickel catalyzed Kumada cross coupling reaction show potent antibacterial activity against Gram-positive and Gram-negative bacteria, aiding in the design of novel antibacterial agents.