Gnetifolin A was a potentially bioactive new compound isolated from Gnetum parvifolium (Warb.)C.Y.Cheng. Four total synthetic routes were studied, and four benzofuranoid compoounds were synthesized by the first and second synthetic rountes which were new routes for benzofuranoids synthesis , of which the cyclization conditions were studied in detail.An unstable important intermediate ,2- methoxymethyl-hydroquinone which is very easy to oxidize and polymerize, and its precursors were first synthesized, and of which the reaction conditions were optimized.The conditions of four reactions were modifierd, from which high yields and purity products were achieved. α -Bromo-phenyacetates were synthesized for the first time in high yield and purity by NBS/(BzO)2/h υ in CCl4 solution.3-Acetoxy-benzofuranoids were transformed into 3-methoxy-benzofuranoids nnder with hydrogen chloride which was produced by acetyl chloride with anhydrous methanol solution.This conversion was not reported in literature .The 4'riginal strcuture of gnetifolin A was disproved by thespectral data of synthetic gnetifolin A analogues and thestructure was revised as 2-(4'-methoxy-3'.5'-dihydroxy-phenyl)-4-methoxy-5-hydroxy-benzofuran by means of 1H, 13C,13C- 1H, 13C- 1H coloc NMR spectra and HOHAHAtechniques .Pharmacological tests showed that compounds (51),(68), ( 89) and (95) have strong antagonism on the D4 recepter of Leukotriene (LTD4).105 compounds and intermediates, among them over 70 compounds were new, were synthesized, and some of them were selected for further pharmacological screening . |