Synthesis of Tamiflu and its Phosphonate Congeners Possessing Potent Anti-Influenza Activity
Journal of the American Chemical Society2007Vol. 129(39), pp. 11892–11893
Citations Over TimeTop 10% of 2007 papers
Jiun‐Jie Shie, Jim‐Min Fang, Shiyun Wang, Keng‐Chang Tsai, Yih‐Shyun E. Cheng, An‐Suei Yang, Shih-Chia Hsiao, Ching‐Yao Su, Chi‐Huey Wong
Abstract
Using d-xylose as an appropriate chiral precursor, we have synthesized active neuraminidase inhibitor oseltamivir, antiflu drug Tamiflu, and novel phosphonate congeners that exhibit even stronger antiflu activities by inhibiting the neuraminidases of the wild-type and H274Y mutant of H1N1 and H5N1 viruses. Molecular modeling of the neuraminidase−phosphonate complex indicates a pertinent binding mode of the phosphonate with three arginine residues in the active site. Discovery of such potent neuraminidase inhibitors will offer an opportunity to the development of new anti-influenza drugs.
Related Papers
- → Comparison of the Anti-Influenza Virus Activity of RWJ-270201 with Those of Oseltamivir and Zanamivir(2001)148 cited
- → Activity of the neuraminidase inhibitor A-315675 against oseltamivir-resistant influenza neuraminidases of N1 and N2 subtypes(2007)62 cited
- → Discovery of a non-zwitterionic oseltamivir analogue as a potent influenza a neuraminidase inhibitor(2020)7 cited
- → Surveillance for neuraminidase inhibitor resistance in human influenza viruses from Australia(2003)12 cited
- → Another neuraminidase inhibitor proves its worth against influenza(1999)