Synthesis and anti-influenza activities of carboxyl alkoxyalkyl esters of 4-guanidino-Neu5Ac2en (zanamivir)

  • Bioorg Med Chem Lett. 2007 Sep 1;17(17):4851-4. doi: 10.1016/j.bmcl.2007.06.049.
Zong-Ying Liu  1 ,  Bo Wang ,  Li-Xun Zhao ,  Yu-Huan Li ,  Hua-Yi Shao ,  Hong Yi ,  Xue-Fu You ,  Zhuo-Rong Li
Affiliations
  • 1. Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China.
PMID: 17611105 DOI: 10.1016/j.bmcl.2007.06.049
Abstract

Three alkoxyalkyl 2-carboxylate ester derivatives related to zanamivir were synthesized. All of the analogs of zanamivir modified at carboxylic moiety with alkoxyalkyl esters 1a-c showed higher activities than ribavirin on influenza A and B virus in the MDCK cells. Oral treatment or intraperitoneal administration of compound 1c showed significantly protective effects in mice infected with influenza A virus with low toxicities.