benzofurans and vanillin

To evaluate the chemical changes in Chuanxiong raw material (CX), the rhizome of Ligusticum chuanxiong Hort., during CX storage and further assess its quality variety.. Four CX samples were sealed and stored at ambient temperature in room for two years. These samples were quantified on the amounts of characteristic chemical compounds by HPLC-DAD-(APCI) MS techniques.. Eight characteristic peaks in HPLC fingerprint were found to be good separation and assigned as vanillin (1), ferulic acid (2), senkyunolide I (3), senkyunolide H (4), coniferyl ferulate (5), senkyunolide A (6), Z-ligustilide (7) and levistolide A(8), respectively based on their on-line APCI-MS data and UV spectra. After CX being stored, compounds 1 - 4, and 8 were decreased by 44.4%, 52.1%, 37.6%, 52.8% and 47.5% (n = 4), respectively, whilst compounds 5 - 7 were increased by 59.1%, 40.1% and 47.5% (n = 4), respectively.. Multiple chemical compounds are found to be changed during CX storage, which results in the variety of quality and therapeutic effect because most of the tested compounds have been demonstrated to be bioactive by pharmacological study and clinical trials. It is suggested that CX should be stored under dark, cool and dry condition.

Topics: Benzaldehydes; Benzofurans; Chromatography, High Pressure Liquid; Coumaric Acids; Drug Storage; Drugs, Chinese Herbal; Ligusticum; Quality Control; Rhizome

The synthesis of (+/-)-methoxyfumimycin, a potential new bacterial peptide deformylase (PDF) inhibitor, is reported. To generate the stereogenic fully substituted carbon, the key step is a 1,2-addition of a methyl Grignard reagent to a ketimine. The overall synthetic strategy involves a Dakin oxidation of a vanillin derivative, Friedel-Crafts acylation, Claisen rearrangement, lactonization, and rhodium-catalyzed olefin isomerization.

Topics: Anti-Bacterial Agents; Benzaldehydes; Benzofurans; Catalysis; Imines; Magnetic Resonance Spectroscopy; Molecular Structure; Nitriles; Rhodium; Stereoisomerism