2. Academic Validation
  3. Synthesis and anti-influenza evaluation of orally active bicyclic ether derivatives related to zanamivir

Synthesis and anti-influenza evaluation of orally active bicyclic ether derivatives related to zanamivir

  • Bioorg Med Chem Lett. 2003 Feb 24;13(4):669-73. doi: 10.1016/s0960-894x(02)01039-9.
Takeshi Masuda 1,  Satoshi Shibuya,  Masami Arai,  Shuku Yoshida,  Takanori Tomozawa,  Akiko Ohno,  Makoto Yamashita,  Takeshi Honda
Affiliations

Affiliation

  • 1 Medicinal Chemistry Research Laboratories, Sankyo Co., Ltd., 1-2-58 Hiromachi, Shinagawa-ku, Tokyo 140-8710, Japan.
PMID: 12639555 DOI: 10.1016/s0960-894x(02)01039-9
Abstract

We synthesized bicyclic ether sialidase inhibitors such as tetrahydro-furan-2-yl, tetrahydro-pyran-2-yl, and oxepan-2-yl derivatives related to zanamivir. These compounds substituted by diol at the C-3' and C-4' positions resulted in the retention of low nanomolar inhibitory activities against not only influenza A virus sialidase but also influenza A virus in Cell Culture. Compound 11a in particular showed comparable efficacy in vivo relative to that of oseltamivir phosphate.

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