The invention provides (Z,E)-5-OH-3-(phenyl-derivative-methylene)-dihydroflavone-7-O-glucoside and a preparation method and application thereof; a structural general formula of the (Z,E)-5-OH-3-(phenyl-derivative-methylene)-dihydroflavone-7-O-glucoside is shown as in formula (I) shown in the description, wherein R1 may be -glucose, -[[6-O-(6-deoxy-alpha-L0mannopyranosyl)-beta-D-glucopyranosyl]oxy], -[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy], or 7-beta-D-glucopyranose acid, R2 may be -H, -OH, or -OCH3, R3 may be single group or multiple groups of -H, -OH, -OCH3, -O-glucose, -O-glucuronic, -O-neohesperidose, -F, -Cl, and -Br, and R4 may be single group or multiple groups of -H, -OH, -OCH3, -Cl, -Br, -NO2, -COOH, and methylenedioxy. Such compound has good antioxidant, anti-inflammatory, antibacterial, antivirus, anticancer and cardiovascular protection effects, and is widely applicable to the industries, such as food, cosmetics, and drugs.