Next Article in Journal
A New Diterpene from Litsea cubeba Fruits: Structure Elucidation and Capability to Induce Apoptosis in HeLa Cells
Previous Article in Journal
Avicequinone C Isolated from Avicennia marina Exhibits 5α-Reductase-Type 1 Inhibitory Activity Using an Androgenic Alopecia Relevant Cell-Based Assay System
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(5), 6822-6837; doi:10.3390/molecules19056822

Synthesis and Antibacterial Activity of Amino Acid and Dipeptide Prodrugs of IMB-070593, a Fluoroquinolone Candidate

1
Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
2
Zhejiang Starry Pharmaceutical Co. Ltd., Xianju 317300, China
3
China Resources Double-Crane Pharmaceutical Co. Ltd., Beijing 100102, China
4
Harbin Stomatological Hospital, Harbin 150010, China
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Received: 14 April 2014 / Revised: 20 May 2014 / Accepted: 21 May 2014 / Published: 23 May 2014
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [286 KB, 18 June 2014; original version 18 June 2014]   |  

Abstract

A series of amino acid and dipeptide prodrugs of IMB-070593, a fluoroquinolone candidate discovered in our lab, were synthesized and evaluated for their water solubility and then antibacterial activity. Our results reveal that four amino acid prodrugs 4a,b,e,f and two dipeptide prodrugs 4k,l have much greater solubility (>85 mg/mL) than IMB-070593 mesylate (22.5 mg/mL). Compounds 4a and 4k show good in vivo efficacy against MSSA 12-1 (p.o./i.v., 5.32–7.68 mg/kg) and S. pneumoniae12-10 (p.o., 18.39–23.13 mg/kg) which is 1.19–1.50 fold more active than the parent drug. View Full-Text
Keywords: IMB-070593; prodrugs; synthesis; water solubility; antibacterial activity IMB-070593; prodrugs; synthesis; water solubility; antibacterial activity
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Zhang, T.; Wu, J.; Chen, S.; Liu, K.; Lin, Y.; Guo, H.; Liu, M. Synthesis and Antibacterial Activity of Amino Acid and Dipeptide Prodrugs of IMB-070593, a Fluoroquinolone Candidate. Molecules 2014, 19, 6822-6837.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top