Three new compounds from the seeds of Trachyspermum copticum

Abstract

The effect of the application of nano-silicon (SiO2; 1.5 and 3 mM) on components of essential oils of Trachyspermum copticum was evaluated. Essential oils extracted by hydrodistillation from Iranian T. copticum was characterized by means of gas chromatography-mass spectrometry and Nuclear Magnetic Resonance. Three new compounds, (1) 2, 5-Dihydroxy-4-methoxy-phenanthrene 2-O-b-Dglucopyranoside; (2) 4-Methoxy-2,5,7,9S tetrahydroxy-9,10-dihydrophenanthrene; and (3) trans-Ethyl cinnamate along with 12 known were isolated from the Eos T. copticum. The essential oil was also subjected to antimicrobial and antioxidant activities. The new compounds were particularly active against Bacillus cereus and Candida albicans, with the lowest minimum inhibitory concentration and minimum bactericidal concentration and minimum fungicidal concentration value. Three new compounds exhibited a higher activity in each antioxidant system with a special attention for β-carotene bleaching test, lipid peroxidation inhibition, and reducing power. The Thin-layer chromatography-bioautography screening and fractionation resulted in the separation of the main antioxidant compound which were identified as trans-Ethyl cinnamate (3). These results indicated that three new compounds might be applicable in natural medicine and healthy food.