红豆树种子化学成分及其抗氧化和抑菌活性研究

Chemical constituents of the seed of Ormosia hosiei and its antioxidant and antimicrobial activity

为研究红豆树种子的化学组成及生物活性。本文采用气相色谱-质谱联用技术(GC-MS)对其甲醇提取物的化学成分进行了鉴定,并首次采用不同极性溶剂对红豆树种子的生物活性物质进行萃取;同时,利用DPPH法、ABTS法和抑菌圈法评价红豆树种子生物活性物质的体外抗氧化及抑菌活性。结果表明,从红豆树种子萃取物中共检测出化合物12个,占萃取物总量的89.03%;种子萃取物的主要成分为5-羟甲基糠醛(52.98%)、D-阿洛糖(7.24%)、2,3-二甲氧基-10,11-二氢二苯并(b,f)恶庚英-10-醇(6.51%)、甲基丁香酚(4.53%)、2,3-二氢-3,5-二羟基-6-甲基-4H-吡喃-4-酮(4.45%)、黄樟素(3.75%)、α-松油醇(3.31%)、2,6-二甲氧基苯酚(2.01%),此8种成分占总量的84.78%。红豆树种子正丁醇、乙酸乙酯和石油醚等萃取物对DPPH和ABTS自由基均具有显著的抗氧化活性,且抗氧化活性与萃取物浓度呈线性相关。当红豆树种子正丁醇、乙酸乙酯和石油醚等萃取物浓度为10.0 mg/mL时,正丁醇萃取物对大肠杆菌、绿脓杆菌和鼠伤寒沙门氏菌的抑菌效果最佳;乙酸乙酯萃取物对枯草芽孢杆菌的抑菌效果最佳;石油醚萃取物对金黄色葡萄球菌和苏云金芽孢杆菌的抑菌效果最佳。研究结果为红豆树种子资源的开发和综合利用提供了数据支持。

In order to study the chemical composition and biological activity of the active substances from the seed of Ormosia hosiei Hemsl.Et Wils.,the gas chromatography-mass spectrometry(GC-MS) was used to analyze the chemical composition of methanol extraction.And we firstly extracted the biological active substances from the seed of O.hosiei Hemsl.Et Wils.by different polar solvents.Meanwhile,the antioxidant activity of the biological active substances was determined by free radical scavenging assays against 1,1-diphenyl-2-picrylhydrazine(DPPH) and 2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid)( ABTS).And the antimicrobial activity was also examined by inhibition zone.Our results showed that twelve compounds representing 89.03% of the total constituents were identified from the extraction.The major compounds of the seed extraction were 5-Hydroxymethylfurfural(52.98%),aldehydo-D-allose(7.24%),2,3-Dimethoxy-10,11-dihydro-dibenzo(b,f)oxepin-10-ol(6.51%),O-methyleugenol(4.53%),4 H-pyran-4-one,2,3-dihydro-3,5-dihydroxy-6-methyl-(4.45%),safrole(3.75%),(S)-(-)-α-terpineol(3.31%) and 2,6-Dimethoxyphenol(2.01%).All these eight components accounted for 84.78% of the total.The extraction of n-butanol,ethyl acetate,and petroleum ether from the seed of O.hosiei Hemsl.Et Wils.showed significant antioxidant activities against DPPH free radicals and ABTS free radicals,and the antioxidant activity was linearly correlated with the concentration.When the concentration of n-butanol,ethyl acetate,and petroleum ether extracts was 10.0 mg/mL,the n-butanol extracts had the best inhibitory effect on Escherichia coli,Pseudomonas aeruginosa,and Salmonella typhimurium.The ethyl acetate extract had the best bacteriostatic effect on Bacillus subtilis.Petroleum ether extract had the best antibacterial effect on Staphylococcus aureus and Bacillus thuringiensis.All these results provide data support for the development and comprehensive utilization of the seed resources of O.hosiei Hemsl.Et Wils..