Malfilamentoside A的构型确定与新呋喃糖苷类化合物Malfilamentoside D

Configurational Assignment of Malfilamentoside A and a New Furanone Glycoside Malfilamentoside D

基于高效液相色谱-二级阵列检测器(HPLC-DAD)追踪方法,从高原土壤来源真菌Auxarthron umbrinum SCSIO 40432发酵产物中分离获得8个化合物,包括malfilamentoside A(1)、新的芳香呋喃酮糖苷类化合物malfilamentoside D(2)及6个已知化合物(3~8).通过1D、2D NMR确定了化合物的平面结构,首次通过X射线单晶衍射确定了malfilamentoside A(1)的绝对构型,比较化合物1和2的电子圆二色谱(ECD)谱确定了malfilamentoside D(2)的立体构型.化合物1对黄嘌呤氧化酶有弱的抑制活性.

High performance liquid chromatography-diode array detection(HPLC-DAD)-based chemical analysis of the extract fraction library of the plateau soil-derived fungus Auxarthron umbrinum SCSIO 40432 led to the identification of eight compounds,including a known aromatic furanone glycoside malfilamentoside A(1)whose stereochemistry remained unsolved,and a new malfilamentoside D(2),together with six known compounds(3~8).The planar structures of malfilamentaosides A(1)and D(2)were elucidated by HRESIMS,1D and 2D NMR spectroscopic analysis.The absolute configuration of malfilamentoside A(1)was unambiguously resolved for the first time by a single crystal X-ray diffraction analysis and the stereochemistry of malfilamentoside D(2)was determined by comparing electronic circular dichroism(ECD)spectra of 1 and 2.Malfilamentoside A(1)exhibited inhibitory activity to xanthine oxidase at the concentration of 20μmol/L.