大蓟地上组织化学成分及其抗真菌活性
投稿时间:2018-03-14      点此下载全文 HTML
引用本文:姜力荣,姬志勤.大蓟地上组织化学成分及其抗真菌活性[J].农药学学报,2018,20(3):316-322.
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姜力荣 西北农林科技大学 植物保护学院, 陕西 杨凌 712100  
姬志勤 西北农林科技大学 植物保护学院, 陕西 杨凌 712100
陕西省植物源农药研究与开发重点实验室, 陕西 杨凌 712100 
jizhiqin@nwsuaf.edu.cn 
基金项目:国家重点研发计划资助(2017YFD0201402)
中文摘要:为筛选新型植物源杀菌剂,对大蓟Cirsium japonicum地上组织的化学成分及其抑菌活性进行了系统研究。采用甲醇提取,液-液萃取分离、硅胶柱层析及凝胶层析等技术从乙酸乙酯相中分离得到13个化合物。利用质谱和核磁共振等波谱技术确定其结构分别为ciryneol D (1)、12β,20(S)-二羟基达玛烷-24-烯-3-酮(2)、3β-羟基-9(11),12-齐墩果二烯(3)、蒲公英甾醇(4)、3β-羟基豆甾-5-烯-7-酮(5)、3β-羟基-12(13)-烯-齐墩果烷-11-酮(6)、对香豆酸(7)、(3-甲氧基酰氨基-4-甲基苯)-氨基甲酸甲酯(8)、对羟基苯甲酸酯(9)、4,4'-甲氧羰基氨基二苯甲烷(10)、槲皮苷(11)、山柰酚-3-O-α-L-鼠李糖苷(12)和柯伊利素-7-O-2'-O-6'-O-乙酰基-β-D-吡喃葡萄糖基-β-D-吡喃葡萄糖苷(13),其中,化合物2368101213均为首次从大蓟中分离得到。生物测定结果表明:ciryneol D (1)对多种真菌菌丝生长表现出明显抑制作用,其中对苹果腐烂病原菌Valsa mali的抑制效果最好,EC50值为23.2 μg/mL,对玉米弯孢病菌Curvularia lunata、苹果炭疽病菌Colletotrichum gloesporioides及番茄灰霉病菌Botrytis cinerea的孢子萌发也具有明显的抑制作用,EC50值分别为27.5、26.4和81.9 μg/mL。
中文关键词:植物源杀菌剂  大蓟  分离鉴定  ciryneol D  抗真菌活性
 
Chemical constituents from the aerial parts of Cirsium japonicum and their antifungal activities
Abstract:To screen novel botanical fungicides, the investigation on the chemical constituents of the aerial parts of Cirsium japonicum was carried out. The plant was extracted with methanol. After liquid-liquid extraction, separation by silica gel and Sephadex LH-20 column chromatography, 13 compounds were finally obtained from the ethyl acetate phase. By comparing the NMR and MS data of the compounds with the data in literatures, they were identified as ciryneol D (1), 12β, 20(S)-dihydroxydammar-24-en-3-one (2), 9(11), 12-dieneoleana-3β-ol (3), taraxasterol (4), 3β-hydroxystigmast-5-en-7-one (5), 3β-hydroxyl-12(13)-en-olean-11-one (6), p-coumaric acid (7), obtucarbamate A (8), methyl 4-hydroxybenzoate (9), 4,4'-diphenylmethane-bis(methyl) carbamate (10), quercitrin (11), kaempferol-3-O-α-L-rhamnoside (12) and chrysoeriol-7-O-2'-O-6'-O-acetyl-β-D-glucopyranosyl-β-D-glucopyranoside (13). Among them, 2, 3, 6, 8, 10, 12 and 13 were isolated from this plant for the first time. Ciryneol D (1) showed inhibitory effect against the mycelia growth of five species of plant pathogenic fungi. Among all the tested microorganisms, compound 1 showed best effect against Valsa mali with the EC50 value of 23.2 μg/mL. It also exhibited significant inhibition on the spore germination of Curvularia lunata, Colletotrichum gloesporioides and Botrytis cinerea, with the EC50 values of 27.5, 26.4 and 81.9 μg/mL, respectively.
Key words:botanical fungicides  Cirsium japonicum  separation and identification  ciryneol D  antifungal activity
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