Syntheses and antibacterial activity of soluble 9-bromo substituted indolizinoquinoline-5,12-dione derivatives.

Journal: European journal of medicinal chemistry
Published Date:

Abstract

In our previous research, 9-bromo indolizinoquinoline-5,12-dione 1 has been found to be a good anti-MRSA agent. However, it had very low bioavailability in vivo possibly due to its low solubility in water. In order to obtain the derivatives with higher anti-MRSA activity and good water solubility, twenty eight bromo-substituted indolizinoquinoline-5,12-dione derivatives were synthesized in the present study. The antibacterial activity of the synthesized compounds was evaluated against one gram-negative and some gram-positive bacterial strains including 100 clinical MRSA strains. The UV assays were carried out to determine the solubility of six active compounds 16, 21, 23 and 27-29. The most potent compound 28 exhibited strong activity against clinical MRSA strains with both MIC and MIC values lower than 7.8 ng/mL. Compound 27 had good water solubility of 1.98 mg/mL and strong activity against clinical MRSA strains with MIC value of 63 ng/mL and MIC value of 125 ng/mL, 16-fold higher than that of Vancomycin.

Authors

  • Hui Yang
    Department of Neurology, The Second Affiliated Hospital of Guizhou University of Chinese Medicine, Guiyang, China.
  • Hao-Wen Wang
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Teng-Wei Zhu
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Le-Mao Yu
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Jian-Wen Chen
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Lu-Xia Wang
    Department of Clinical Laboratory, Guangzhou Liuhuaqiao Hospital, Guangzhou 510010, China.
  • Lei Shi
  • Ding Li
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Lian-Quan Gu
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Zhi-Shu Huang
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
  • Lin-Kun An
    School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China. Electronic address: lssalk@mail.sysu.edu.cn.