棘孢曲霉中分离的2个新化合物

摘要

从土壤真菌棘孢曲霉( Aspergillus aculeatus)中分离得到2个新化合物和2个已知化合物,采用质谱(MS)、一维核磁共振波谱(1D NMR)、异核多键相关谱(HMBC)、异核单量子相关谱(HSQC)和旋转坐标NOE谱( ROESY)等方法对化合物的结构进行了鉴定,化合物2的顺反构型通过ROESY数据进一步确定。鉴定结果表明,2个新化合物分别为2-(2＇-4＇-6＇-三羟基)-7-羟基-5-甲基色原酮{2-(2＇,4＇,6＇-trihydroxyphenyl)-(7-hydroxy-5-methyl)chromone}(1)和(E)-4-羟基-3-[(3-甲基-4-羟基-2-丁烯)氧代]苯甲酸{(E)-4-hydroxy-3-[(4-hydroxy-3-methylbut-2-en-1-yl)oxy]benzoic acid}(2)；2个已知化合物分别为(S)-2-[(2＇-羟基)丙基]-5-甲基-7-羟基色原酮{2-(2＇-hydroxypropyl)-5-methyl-7-hydroxychromone}(3)和(3R,4S)-8-羟基-3,4,5-三甲基-6酮-4,6-二氢-3H-异色烯-7-羧酸{(3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carbox-ylic acid}(4)。活性测试结果表明,这4个化合物均表现出一定的抗氧化活性。%In order to investigate new bioactive compounds, a piece of fungi Aspergillus aculeatus was obtained from the Jinyun mountain soil in Chongqing, China. By fermentation using Potato Dextrose( PD) within 14 d at 28 ℃, the extraction of ethyl acetate(103 g) was obtained. The extraction was then used for isolation of compounds through a series of study by classical separation methods, for example Octadecyl Silane( ODS) and Sephadex LH-20 . Two new compounds 2-( 2', 4', 6'-trihydroxy phenyl ) benzene-( 7-hydroxy-5-methyl ) chromone ( 1 ) and ( E )-4-hydroxy-3-[ ( 4-hydroxy-3-methylbut-2-en-1-yl ) oxy ] benzoic acid ( 2 ) were obtained. The structures were elucidated using mass spectrometry(MS), one demensional nuclear magnetic resonance spectroscopy ( 1 D NMR ) , heteronuclear multiple bond correlation ( HMQC ) , heteronuclear single quanturn correlation(HMBC) and rotating-frame overhauser effect spectroscopy(ROESY). Other two known compounds 2-(2'-hydroxypropyl)-5-methyl-7-hydroxychromone(3) and (3R, 4S)-8-hydroxy-3,4,5- trime-thyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid ( 4 ) were obtained. Compounds 2 to 4 exhibited some 2,2-diphenyl-1-picrylhydrazyl(DPPH) antioxidant activity.