Syntheses and anti-allergic activity of 2-((bis(trimethylsilyl)methylthio/methylsulfonyl)methyl)-5-aryl-1,3,4-oxadiazoles.
A new class of sila-substituted 1,3,4-oxadiazoles was synthesized by a convenient synthetic method. Both silathio/silasulfonyl acetic acids were efficiently condensed with benzohydrazides in the presence of phosphorus oxychloride to give sila-substituted 1,3,4-oxadiazoles in high yields. The compounds displayed variable extent of anti-allergic activity on IgE/Ag-stimulated RBL-2H3 cells at 50 and 100 μM concentrations. Compounds having sulfonyl moiety with bis(trimethylsilyl)-1,3,4-oxadiazoles (5a-c), exhibited better anti-allergic activities than those of compounds having sulphur moiety with bis(trimethylsilyl)-1,3,4-oxadiazoles (4a-c).
Department of Chemistry & Medical Chemistry, College of Science and Technology, Research & Education Center for Advanced Silicon Materials, Yonsei University, Wonju, Gangwon-Do 220-710, South Korea.
Dinneswara Reddy
DR
Guda
Sae-Jin
SJ
Park
Min-Woo
MW
Lee
Tack-Joong
TJ
Kim
Myong Euy
ME
Lee
D000818:Animals; D018926:Anti-Allergic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D007074:Immunoglobulin G / Q000276:immunology; D008407:Mast Cells / Q000187:drug effects; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D012834:Silver / Q000494:pharmacology; D001619:beta-N-Acetylhexosaminidases / Q000378:metabolism
D018926:Anti-Allergic Agents; D007074:Immunoglobulin G; D010069:Oxadiazoles; D012834:Silver; D001619:beta-N-Acetylhexosaminidases