Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by N-sulfonylamidino groups at the C-4 position and biological evaluation as inhibitors of human parainfluenza virus type 1

Reiko Nishino; Kiyoshi Ikeda; Takuya Hayakawa; Tadanobu Takahashi; Takashi Suzuki; Masayuki Sato

doi:10.1016/j.bmc.2011.02.010

Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by N-sulfonylamidino groups at the C-4 position and biological evaluation as inhibitors of human parainfluenza virus type 1

Bioorg Med Chem. 2011 Apr 1;19(7):2418-27. doi: 10.1016/j.bmc.2011.02.010. Epub 2011 Feb 18.

Authors

Reiko Nishino¹, Kiyoshi Ikeda, Takuya Hayakawa, Tadanobu Takahashi, Takashi Suzuki, Masayuki Sato

Affiliation

¹ Department of Organic Chemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

PMID: 21382718
DOI: 10.1016/j.bmc.2011.02.010

Abstract

Eleven novel sialidase inhibitors 9 and 10 with an N-sulfonylamidino group at the C-4 position of Neu5Ac2en 1 against human parainfluenza virus type 1 (hPIV-1) were synthesized using copper-catalyzed three-component coupling reactions, and their inhibitory activities against hPIV-1 sialidase were studied.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiviral Agents / chemical synthesis*
Antiviral Agents / chemistry
Antiviral Agents / pharmacology*
Humans
N-Acetylneuraminic Acid / analogs & derivatives*
N-Acetylneuraminic Acid / chemical synthesis
N-Acetylneuraminic Acid / chemistry
N-Acetylneuraminic Acid / pharmacology
Neuraminidase / antagonists & inhibitors*
Parainfluenza Virus 1, Human / enzymology*
Structure-Activity Relationship

Substances

Antiviral Agents
2-deoxy-2,3-dehydro-N-acetylneuraminic acid
Neuraminidase
N-Acetylneuraminic Acid