Novel bio-renewable matrinium-based ionic liquids derived from Chinese herb medicine: Synthesis, physicochemical properties and biological activity

New phases for analytical scale extraction from plants: Current and future trends

“…(Bio-ILs) [33]. For instance, matrinium-based ionic liquids, derived from the alkaloid matrine, isolated from Sophora flavescens Aiton, have optimal physicochemical properties and low cytotoxicity [34]. Unfortunately, these Bio-ILs have rarely been applied in sample preparation and no applications can be found in the plant field.…”

Application of Ionic Liquids for Chemical Demulsification: A Review

“…They are made of natural-derived compounds, and their physical properties can be changed by manipulating their anion alkyl chain length. Longer anion alkyl chain length of fatty acid ionic liquids results in lower viscosity, density, water solubility (C 18 -stearate ionic liquid are not soluble in water), and corrosiveness as well as higher thermal stability [ 132 , 133 , 134 ]. Investigations indicated that the presence of hydroxyl group in the imidazolium cation part of fatty acid ionic liquids increased their thermal stability [ 132 ].…”

Synthesis and characterization of β-carboline fatty alcohol hybrids as potential biological active and antioxidant molecules

“…Organic molecules synthesized from naturally available renewable materials for various applications especially, biological and pharmaceutical applications are an emerging trend in modern synthetic chemistry [1,2]. During the last two decades, numerous kinds of alkaloids were isolated from the natural sources and studied their importance in biological and pharmaceutical applications [3,4].…”

“…acidified with 1N HCl to pH 2-3, aqueous layer was extracted with ethyl acetate and washed with water dried over Na2SO4 and concentrated. The resulted crude product was passed through silica gel column running with hexane and ethyl acetate(92:8, v/v), yield obtained 84% (6.2 g);1 H NMR (500 MHz, CDCl3) δ 11.1 (s, 1H),9.84 (s, 1H), 8.15 (s, 1H), 7.60 (d, J = 7.8 Hz, 1H), 7.32 (d, J = 8.6 Hz, 1H), 7.18 (d, J = 8.6 Hz, 1H), 7.11(d, J = 8.0 Hz, 2H), 4.72 (t, 1H), 3.34 (d, 2H), 1.36 (s, 9H); 13 C NMR (75 MHz, CDCl3) δ 174.6 (-C(O)-OH), 164. 7 (-NH-C(O)-), 136.5 (-NH-CH=CH-), 127.4, 122.8, 118.6, 110.1, 79.5 (-C(O)-O(C-CH3), 59.2 (-NH-CH-C(O)-OH), 29.6 (-CH-CH2-), 26.4-25.2 (-CH3); ESIMS (m/z): 304 [M + H] + , 326 [M + Na] +Esterification of Boc-Try (3)To a solution of 2 (1g, 0.0032 mol), DCC (0.67g, 0.0032 mol) and DMAP (0.2 g, 0.0016 mol) in acetonitrile were added and the resulted solution was stirred for 8h at room temperature.…”

“…The progress of the reaction was monitored by TLC after completion of the reaction the reaction mixture was extracted in to ethyl acetate and washed with water. The resulted crude product was passed through silica gel column running with hexane and ethyl acetate (92:8, v/v), yield obtained 90% (1.32 g);1 H NMR (500 MHz, CDCl3) δ 9.76 (s, 1H), 8.12 (s, 1H), 7.62 (d, J = 7.8 Hz, 1H), 7.31 (d, J = 8.6 Hz, 1H), 7.16 (d, J = 8.6 Hz, 1H), 7.12 (d, J = 8.0 Hz, 2H), 5.80 (m, 1H), 4.95 (m, 2H), 4.69 (t, 1H), 4.08 ( t, 2H), 3.32 (d, 2H), 2.14 (q, 2H), 1.62 (m, 2H), 1.38 (s, 9H), 1.24-1.20 (m, 14H, CH2); 13 C NMR (75 MHz, CDCl3) δ 171.4 (-C(O)-OCH3), 163. 1 (-NH-C(O)-), 139.7 (-CH=CH2 ), 136.0 (-NH-CH=CH-), 126.8, 0.0022 mol) was dissolved with stirring in dry DCM, the mixture was cooled using ice bath and trifluro acetic acid was added to the solution then stirred for 30 min.…”