Synthesis And Biological Activity Of Pentamenones (chalcone) ?-aminophosphonate Derivatives

Chalcone, 1,4-pentadiene-3-one and ?-aminophosphonates have a broad spectrum of bioactivity in anti-bacterial and anti-virus as well as. Hence a series of novel chalcones derivatives containing ?-aminophosphonate moieties were designed and synthesized. Some of imine intermediates and their corresponding target compounds were evaluated their anti-TMV activities and antibacterial activities. The results of bioactivity revealed that most of the intermediates and target compounds exhibited good antiviral activities against TMV and antibacterial activities against Xanthomonas oryzae(X.o.). The results of my findings and all work are outlined below:1. Selecting terephthalaldehyde as the starting material, the target compounds were synthesized via successive Claisene-Schmidt condensation reactions with acetonphenone, addition reaction with substituted phenylamine, addition reaction with diethyl phosphite. All these target compounds were characterized and confirmed by IR, 1H NMR, 13 C NMR, 31 P NMR, MS and elemental analysis.2. The antiviral activity test was carried out by The Half-leaf method with commercial product Ningnanmycin as control, and the results of bioassay showed that most of the compounds displayed good antiviral activity against TMV at 500 ?g/m L. In particular, the imine intermediates Y13(54.0%), Y14(58.2%), Y15(58.3%) showed strong curative effect activity against TMV compared with Ningnanmycin(57.0%). Imine intermediates Y1(74.9%), Y3(79.8%), Y13(73.2%), Y14(73.4%) displayed remarkable protection effect activities against TMV, which were similiar to Ningnanmycin(72.9%). The target compounds Q7, Q8, Q12 shown moderate curative activities against TMV with inhibition rates of 57.6%, 52.7% and 55.5% respectively, which similiar to Ningnanmycin(57.0%). The target compound Q5 was displayed excellent protection activity against TMV with inhibition rate 78.8%, which were better than Ningnanmycin(72.9%). The target compounds Q6(74.6%), Q11(71.2%), Q13(75.5%) exhibited favourable protection activities against TMV compared with Ningnanmycin(72.9%). The target compounds.3. The antibacterial activities screening were evaluated against X.o. in vitro through the turbidimeter test, the results demonstrated that most of the target compounds displayed moderate to good antibacterial activities at the concentration of 200 ?g/m L and 100 ?g/m L, among them the intermediate Y14 shown remarkable activity against X.o.with inhibition rate with 90.8% and 76.0%, the target compounds Q1, Q7 and Q8 displayed excellent activities against X.o. with(90.8%, 87.1%),(99.1%, 73.4%),(97.8%, 71.9%) respectively. Which were better than Bismerthiazol(88.6%, 52.2%).