Tandem Ene/[4 + 2] Cycloaddition Reaction for the Synthesis of 9-Benzylphenanthrenes from Arynes and α-(Bromomethyl)styrenes.

A tandem reaction for the synthesis of phenanthrenes from arynes and α-(bromomethyl)styrenes is reported. The transformation proceeds via an ene reaction of α-(bromomethyl)styrenes with arynes, followed by a [4 + 2] cycloaddition reaction. The reaction generates 9-benzylphenanthrene derivatives in moderate to excellent yields.

Effects of arsenic on seed germination and physiological activities of wheat seedlings.

The effects of arsenic (As) were investigated on seed germination, root and shoot length and their biomass and some other factors to elucidate the toxicity of As. The results showed low concentrations of As (0-1 mg/kg) stimulated seed germination and the growth of root and shoot, however, these factors all decreased gradually at high concentrations of As (5-20 mg/kg). The contents of O2*-, MDA, soluble protein and peroxidase (POD) activity all increased with increasing As concentrations. Soluble sugar content, ascorbate peroxidase (APX), and superoxide dismutase (SOD) activities decreased at low concentrations of As, and increased at high concentrations of As. While acetylsalicylic acid (ASA) and chlorophyll contents, catalase (CAT) activity displayed increasing trend when the concentrations of As was lower than 1 mg/kg, and then decreasing trend. By polyacrylamide gel electrophoresis (PAGE), As induced the expression of POD isozymes of wheat seedlings. As induced the expression of CAT isozymes but inhibited the expression of SOD isozymes of wheat seedlings at concentrations lower than 1 mg/kg. However, As inhibited the expression of CAT isozymes but induced the expression of SOD isozymes at concentrations higher than 5 mg/kg. The results indicated As could exert harmfulness in the early development stage of wheat at inappropriate concentrations.

Lipase-catalyzed esterification of ferulic acid with lauryl alcohol in ionic liquids and antibacterial properties in vitro against three food-related bacteria.

Lauryl ferulate (LF) was synthesized through lipase-catalyzed esterification of ferulic acid (FA) with lauryl alcohol in a novel ionic liquid ([(EO)-3C-im][NTf2]), and its antibacterial activities was evaluated in vitro against three food-related bacteria. [(EO)-3C-im][NTf2] was first synthesized through incorporating alkyl ether moiety into the double imidazolium ring. [(EO)-3C-im][NTf2] containing hexane was found to be the most suitable for this reaction. The effects of various parameters were studied, and the maximum yield of LF (90.1%) was obtained in the optimum reaction conditions, in [(EO)-3C-im][NTf2]/hexane (VILs:Vhexane=1:1) system, 0.08mmol/mL of FA concentration, 50mg/mL Novozym 435, 60°C. LF exhibited a stronger antibacterial activity against Gram-negative (25 mm) than Gram-positive (21.5-23.2 mm) bacteria. The lowest MIC value was seen for E. coli (1.25mM), followed by L. Monocytogenes (2.5mM) and S.aureus (5mM). The MBCs for L. Monocytogenes, S.aureus and E. coli were 10, 20 and 5mM.