从细脚拟青霉分离的新环二肽与新十元环内酯  

Novel Diketopiperazine and Ten-membered Macrolides from the Entomogenous Fungus Paecilomyces tenuipes

作　　者：郑永标[1] 庞海月 王继峰[2] 陈丹霞[1] 施国伟[2] 黄建忠[1] 

机构地区：[1]福建师范大学生命科学学院,工业微生物教育部工程研究中心,福州350117 [2]复旦大学附属上海市第五人民医院,上海200240

出　　处：《高等学校化学学报》2014年第8期1665-1669,共5页Chemical Journal of Chinese Universities

基　　金：福建省科技计划重点项目(批准号:2011N0013);福建省自然科学基金(批准号:2013J01122)资助~~

摘　　要：利用反相色谱、凝胶色谱和硅胶色谱从细脚拟青霉发酵液中分离得到4个活性化合物.通过核磁共振波谱、质谱、X射线晶体衍射分析和理化数据鉴定化合物1为新环二肽[(3S)-6-苯乙基-3-异丙基-1-甲基-2,5-二酮哌嗪],化合物2为新十元环内酯[(4S,10R)-4-羟基-8-氧代-10-甲基癸内酯],化合物3为Cepharosporolide C,化合物4为Cepharosporolide E.细胞毒性实验结果表明,5μmol/L的化合物1对前列腺癌细胞22RV1和DU-145的抑制率分别为37.8%和38.6%,5μmol/L的化合物2对前列腺癌细胞22RV1和DU-145的抑制率分别为32.5%和40.6%,具有一定抗肿瘤活性.Paecilomyces tenuipes with high edible and medicinal value was the anamorph of Cordyceps takaomontana. Four compounds were isolated from the cultured broth of Paecilomyces tenuipes by repeated column chromatography over RP-18, sephadex LH-20 and silica gel. Their structures were determined on the basis of NMR data, HRMS-EI technique and X-ray single crystal diffraction. One novel diketopiperazine （ 3 S ）-6-benzyl-3-isopropyl-1-methylpiperazine-2 , 5-dione （ 1 ） and one novel ten-membered macrolide （4S,10R）-4-hydroxy-10-methyloxecane-2,8-dione（2）, together with two known ten-membered macrolides Cepharosporolide C（3） and Cepharosporolide E（4） were obtained. Compound 1 showed the moderate cytoto-xicity in the MTT assay against prostate cancer cells 22 RV1 and DU-145 with inhibition rate of 37.8% and 38.6%, and those of compound 2 were 32.5% and 40.6%, respectively.

关 键 词：细脚拟青霉 (3S)-6-苯乙基-3-异丙基-1-甲基-2 5-二酮哌嗪 (4S 10R)-4-羟基-8-氧代-10-甲基癸 内酯 细胞毒性 

分 类 号：O629.9[理学—有机化学]