Abstract
Objective: The chemical composition of Nauclea officinalis leaves is analyzed to offer a theoretical base for itsapplication. Method: Separate Nauclea officinalis leaves by solvent extraction and silica gel column, and characterizethe product structure through analysis on physical properties and spectrum. Results and conclusions: 7 compounds havebeen separated from liposoluble part of Nauclea officinalis leaves, 5 compounds among them have been characterized,which in turn are ????-sitosterol palmitate (1), stigmast-4-en-3-one (2), ????-sitosterol (3), 24-en-cycloartenone (4) and bis(2-ethylhexyl) phthalate (5), wherein (1) and (4) are separated from Nauclea officinalis leaves for the first time.
Highlights
For many years, workers had done plenty of researches on fabric of water and oil proofing. fluorine-contained finishing agent has been received much attention for its excellent property of water and oil repellent, soil release (Zhen.Wan, 2005).For overcoming the disadvantages of the single water and oil repellent or soil release finishing, the agent which contains oil repellency chain segment and hydrophilic segment was developed out
Draw small dots on the origin line of the thin layer chromatography (TLC) plate. 3 bands are identified as the plate develops
Formula: C45H80O2. 1H NMR (400 MHz, CDCl3) į: 5.38 (1H, d, J=4.8 Hz), 4.62 (1H, m), 1.28 [br.s, (CH2)n], 1.04 (3H, s), 0.80~0.93 (m, (CH3)5), 0.69 (3H, s, CH3). 13C NMR (100 MHz, CDCl3) į: 37.0 (C-1), 27.8 (C-2), 73.7 (C-3), 38.2 (C-4), 139.7 (C-5), 122.6 (C-6), 31.9 (C-7, C-8), 50.0 (C-9), 36.6 (C-10), 21.0 (C-11), 39.8 (C-12), 42.3 (C-13), 56.7 (C-14), 24.3 (C-15), 28.2 (C-16), 56.1 (C-17), 11.8 (C-18), 19.3 (C-19), 36.2 (C-20), 18.8 (C-21), 34.0 (C-22), 26.2 (C-23), 45.9 (C-24), 29.1 (C-25), 19.8 (C-26), 19.0 (C-27), 23.1 (C-28), 12.0 (C-29); Aliphatic chain part: 173.3 (C-1’), 34.7 (C-2’), 25.1 (C-3’), 29.2~29.7 (C-4’ ~C-13’), 31.9 (C-14’), 22.7 (C-15’), 14.1 (C-16’). 13C NMR spectrum indicates a signal of carbon and a signal of fatty acyl carbon of ȕ-sitosterol
Summary
Pick up fresh Nauclea officinalis leaves, dry in the shade, coarsely grind, and percolate by 95% ethanol for one week, concentrate by pressure reduction to obtain 1.5 kg extractum of Nauclea officinalis leaves. The extractum is in turn extracted with petroleum ether (60-90 ć), chloroform and ethyl acetate. Extract liquors are respectively concentrated by pressure reduction to obtain 300 g petroleum ether extract, 85 g chloroform extract and 85 g ethyl acetate extract, and solvents therefrom are recycled. Draw small dots on the origin line of the thin layer chromatography (TLC) plate. 3 bands are identified as the plate develops. The first band is dryly loaded and separated by gradient elution with petroleum ether / dichloromethane [1:(0~1)] as eluent to get compound 1 (20 mg) and compound 4 (21 mg); the second band is dryly loaded after separation with Sephadex LH-20, and eluted with petroleum ether / dichloromethane to get compound 3 (200 mg); the third band is dryly loaded after separation with Sephadex LH-20, and eluted with dichloromethane / ethyl acetate to get compound 2 (15 mg) and compound 5 (100 mg). The structures of compound 1~5 are shown in figure 1
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