水蓼化学成分及其生物活性研究
发布时间：2019-01-05 07:38
【摘要】：水蓼(Polygonum hydropiper L.)是蓼科(Polygonaceae)蓼属(Polygonum)植物。蓼科植物世界上有40属800余种,主要分布在北温带,生长于海拔450~1500米的沟边、水旁,我国有11属,约180多种,分布于南北各省;秦岭产8属,52种,6变种。蓼属植物中很多种类为我国重要的药物资源,具有活血止痛、清热解毒、散结消肿、收敛止泻、顺气解痉、通经利尿等功效,它们在抗菌、抗氧化、抗肿瘤、杀虫等方面均表现出较好的生物活性。研究发现,该属植物的化学成分主要有黄酮类、醌类、二苯乙烯类、苯丙素类、甾体类、挥发油及其他类型的化合物。为了进一步开发该属植物药用价值,本课题首次对秦岭山区的水蓼全草化学成分进行了分离鉴定,并探究了其在抑菌和抗氧化方面的生物活性。干燥水蓼全草13.1 kg,粉碎后用95%乙醇浸泡,蒸馏提取多次,所得粗提物经水悬浮后用石油醚、乙酸乙酯、正丁醇依次进行萃取。经过多种色谱手段以及重结晶等方法从三相有机溶剂萃取物中共分离得到15个化合物,其中从石油醚相中得到化合物1~3,乙酸乙酯相中得到化合物4~11,正丁醇相中得到化合物12~15。通过现代波谱技术和化合物理化性质分析鉴定分离得到的15个化合物,确定其分别为β-谷甾醇(1)、aniba dimer A(2)、豆甾-4-烯-3β,6a-二醇(3)、琥珀酸(4)、槲皮素(5)、没食子酸(6)、槲皮素-3-O-β-D-葡萄糖苷(7)、山柰酚-3-O-β-D-葡萄糖苷(8)、胡萝卜苷(9)、槲皮素-3-O-β-半乳糖苷(10)、山柰酚-3-O-β-半乳糖苷(11)、富马酸(12)、鞣花酸(13)、β-正丁基-D-塔格糖(14)、槲皮素-3-O-(2''-O-没食子酰基)葡萄糖苷(15)。其中化合物2、3、8、11~15为首次从该植物中分离得到,且化合物3、12、14为首次从蓼属植物中分离得到。对分离得到的化合物1、2、4~7及9~15进行抑菌活性测试,测定了其对4株细菌和9株植物病原菌真菌的抑制活性。测试结果表明,黄酮类化合物和羧酸类化合物对4株细菌和9株植物病原真菌的抑制作用相对较强,其中槲皮素和槲皮素-3-O-(2''-O-没食子酰基)葡萄糖苷对金黄色葡萄球菌的抑制作用最强,最小抑菌浓度均为31.2μg·mL-1;其他黄酮类化合物因其结构上的不同对各菌株抑制活性表现出一定的差异;化合物1、2、9和14对所测试细菌和植物病原菌均未表现出明显的抑制作用。对化合物5~8、10、12、13以及15进行抗氧化活性测试,以各个化合物对DPPH自由基的清除率来判断其抗氧化能力的强弱。实验结果表明,从水蓼中分离得到的槲皮素、没食子酸、鞣花酸和槲皮素-3-O-(2''-O-没食子酰基)葡萄糖苷的抗氧化活性最好,强于维生素C;其他黄酮类化合物也均有良好的抗氧化活性,但因结构上的差异抗氧化活性有所不同。由此可知水蓼中含有抗氧化活性的物质,可作为抗氧化剂进一步开发利用。
[Abstract]:Polygonum hydrophylla (Polygonum hydropiper L.) Polygonaceae (Polygonaceae) Polygonum (Polygonum) plant. There are more than 800 species of 40 genera in the world, mainly distributed in the northern temperate zone, growing on the edge of 450, 500 meters above sea level and near the water side. There are 11 genera, more than 180 species, distributed in the provinces of North and South in China, and there are 52 species and 6 varieties in 8 genera, 6 varieties in Qinling Mountains. Many species of Polygonum are important medicinal resources in our country. They have the functions of promoting blood circulation and relieving pain, clearing away heat and detoxifying, dispersing knot and detumescence, astringent and reducing diarrhea, relieving spasmolysis by Qi, and diuresis, etc., they are antibacterial, antioxidation, antitumor, and so on. Insecticidal and other aspects showed good biological activity. It is found that the chemical constituents of this genus are flavonoids, quinones, stilbenes, phenylpropanoids, steroids, volatile oils and other compounds. In order to further develop the medicinal value of this genus, the chemical constituents of Polygonum hydropiper in Qinling Mountain area were isolated and identified for the first time, and its biological activities in bacteriostasis and antioxidation were studied. The dried Polygonum hydropiper was ground up by 13.1 kg, and soaked in 95% ethanol for many times. The crude extract was extracted by petroleum ether, ethyl acetate and n-butanol after suspension in water. A total of 15 compounds were isolated from the three-phase organic solvent extract by various chromatographic methods and recrystallization methods. Among them, compound 1: 3 was obtained from petroleum ether phase, and compound 411 was obtained from ethyl acetate phase. The compound 12N 15 was obtained from n-butanol phase. Fifteen compounds were identified by modern spectroscopic techniques and physicochemical properties analysis. The compounds were identified as 尾 -sitosterol (1), aniba dimer A (_ 2), beta-4-ene-3 尾, 6a- diol (3), succinic acid (4), respectively. Quercetin (5), Gallic acid (6), quercetin 3-O- 尾 -D-glucoside (7), kaempferol 3-O- 尾 -D-glucoside (8), daucoside (9), Quercetin 3-O- 尾 -galactoside (10), kaempferol 3-O- 尾 -galactoside (11), fumaric acid (12), tannin (13), 尾 -n-butyl D-tagose (14), Quercetin-3-O- (2 Acanthoyl) glucoside (15). Among them, compound 2C _ 3H _ 8C _ (1115) was isolated from the plant for the first time, and compound 3n _ 12 ~ (14) was isolated from the genus Polygonum for the first time. The antimicrobial activity of compounds 1, 2, 2, 4, 4, 7 and 9'15 were tested, and their inhibitory activities on 4 strains of bacteria and 9 strains of plant pathogenic fungi were determined. The results showed that flavonoids and carboxylic acids had relatively strong inhibitory effects on 4 strains of bacteria and 9 strains of plant pathogenic fungi. Among them, quercetin and quercetin 3-O- (2Ag-O-) glucoside had the strongest inhibitory effect on Staphylococcus aureus, with minimal inhibitory concentrations of 31.2 渭 g mL-1;. Other flavonoids showed different inhibitory activities on the strains due to their structural differences, while compounds 1, 2, 9 and 14 had no obvious inhibitory effects on the tested bacteria and plant pathogens. The antioxidative activity of compounds 5, 8, 10, 12, 12, 13 and 15 were tested, and their antioxidant activity was judged by the scavenging rate of each compound to DPPH free radical. The results showed that quercetin, Gallic acid, tannic acid and quercetin 3-O- (2O- O-) glucoside obtained from Polygonum hydropiper had the best antioxidant activity than vitamin C; Other flavonoids also had good antioxidant activity, but the antioxidant activity was different due to the difference in structure. It can be seen that Polygonum hydropiper has antioxidant activity, which can be further developed and utilized as antioxidant.
【学位授予单位】：陕西科技大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：R284.1;O658
[Abstract]:Polygonum hydrophylla (Polygonum hydropiper L.) Polygonaceae (Polygonaceae) Polygonum (Polygonum) plant. There are more than 800 species of 40 genera in the world, mainly distributed in the northern temperate zone, growing on the edge of 450, 500 meters above sea level and near the water side. There are 11 genera, more than 180 species, distributed in the provinces of North and South in China, and there are 52 species and 6 varieties in 8 genera, 6 varieties in Qinling Mountains. Many species of Polygonum are important medicinal resources in our country. They have the functions of promoting blood circulation and relieving pain, clearing away heat and detoxifying, dispersing knot and detumescence, astringent and reducing diarrhea, relieving spasmolysis by Qi, and diuresis, etc., they are antibacterial, antioxidation, antitumor, and so on. Insecticidal and other aspects showed good biological activity. It is found that the chemical constituents of this genus are flavonoids, quinones, stilbenes, phenylpropanoids, steroids, volatile oils and other compounds. In order to further develop the medicinal value of this genus, the chemical constituents of Polygonum hydropiper in Qinling Mountain area were isolated and identified for the first time, and its biological activities in bacteriostasis and antioxidation were studied. The dried Polygonum hydropiper was ground up by 13.1 kg, and soaked in 95% ethanol for many times. The crude extract was extracted by petroleum ether, ethyl acetate and n-butanol after suspension in water. A total of 15 compounds were isolated from the three-phase organic solvent extract by various chromatographic methods and recrystallization methods. Among them, compound 1: 3 was obtained from petroleum ether phase, and compound 411 was obtained from ethyl acetate phase. The compound 12N 15 was obtained from n-butanol phase. Fifteen compounds were identified by modern spectroscopic techniques and physicochemical properties analysis. The compounds were identified as 尾 -sitosterol (1), aniba dimer A (_ 2), beta-4-ene-3 尾, 6a- diol (3), succinic acid (4), respectively. Quercetin (5), Gallic acid (6), quercetin 3-O- 尾 -D-glucoside (7), kaempferol 3-O- 尾 -D-glucoside (8), daucoside (9), Quercetin 3-O- 尾 -galactoside (10), kaempferol 3-O- 尾 -galactoside (11), fumaric acid (12), tannin (13), 尾 -n-butyl D-tagose (14), Quercetin-3-O- (2 Acanthoyl) glucoside (15). Among them, compound 2C _ 3H _ 8C _ (1115) was isolated from the plant for the first time, and compound 3n _ 12 ~ (14) was isolated from the genus Polygonum for the first time. The antimicrobial activity of compounds 1, 2, 2, 4, 4, 7 and 9'15 were tested, and their inhibitory activities on 4 strains of bacteria and 9 strains of plant pathogenic fungi were determined. The results showed that flavonoids and carboxylic acids had relatively strong inhibitory effects on 4 strains of bacteria and 9 strains of plant pathogenic fungi. Among them, quercetin and quercetin 3-O- (2Ag-O-) glucoside had the strongest inhibitory effect on Staphylococcus aureus, with minimal inhibitory concentrations of 31.2 渭 g mL-1;. Other flavonoids showed different inhibitory activities on the strains due to their structural differences, while compounds 1, 2, 9 and 14 had no obvious inhibitory effects on the tested bacteria and plant pathogens. The antioxidative activity of compounds 5, 8, 10, 12, 12, 13 and 15 were tested, and their antioxidant activity was judged by the scavenging rate of each compound to DPPH free radical. The results showed that quercetin, Gallic acid, tannic acid and quercetin 3-O- (2O- O-) glucoside obtained from Polygonum hydropiper had the best antioxidant activity than vitamin C; Other flavonoids also had good antioxidant activity, but the antioxidant activity was different due to the difference in structure. It can be seen that Polygonum hydropiper has antioxidant activity, which can be further developed and utilized as antioxidant.
【学位授予单位】：陕西科技大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：R284.1;O658
【参考文献】
相关期刊论文 前10条
1 李曼曼;刘增辉;朱创;凌铁军;李成网;王莉莉;徐燕;;，
本文编号：2401482
本文链接：https://www.wllwen.com/kejilunwen/huaxue/2401482.html
教材专著
