[關(guān)鍵詞]
[摘要]
目的 研究蓬莪術(shù)Curcuma phaeocaulis根莖的姜黃素類化學(xué)成分及其細(xì)胞毒活性。方法 將蓬莪術(shù)根莖的95%乙醇提取物經(jīng)石油醚、醋酸乙酯、正丁醇依次萃取,對醋酸乙酯萃取部位采用硅膠和葡聚糖凝膠Sephadex LH-20柱色譜、反相中壓液相色譜、制備薄層色譜及半制備高效液相色譜等分離技術(shù)進(jìn)行分離純化,利用現(xiàn)代波譜學(xué)手段對分離的化學(xué)成分進(jìn)行結(jié)構(gòu)鑒定;采用MTT法對分離得到的化合物進(jìn)行細(xì)胞毒活性篩選。結(jié)果 從蓬莪術(shù)根莖的醋酸乙酯萃取部位分離得到4個姜黃素類化合物,分別鑒定為1,7-雙(4-羥基苯基)-1E,6E-庚二烯-3-酮(1)、1,7-雙(4-羥基苯基)-1,4,6-庚三烯-3-酮(2)、1,7-雙(4-羥基苯基)-4E,6E-庚二烯-3-酮(3)和(1R,5S,6S)-1,5-環(huán)氧-6-羥基-1,7-雙(3-甲氧基-4-羥基苯基)-庚烷(4)。MTT實驗顯示化合物1~3均可抑制人胃癌HGC-27細(xì)胞的增殖,僅化合物2對人乳腺癌MDA-MB-231細(xì)胞有抑制作用;化合物2和3還對人正常肝細(xì)胞L-02表現(xiàn)出強烈的毒性作用。結(jié)論 從蓬莪術(shù)中分離得到4個姜黃素類成分,其中化合物1為新化合物,命名為姜黃素P?;衔?b>1~3均具有一定的抑制HGC-27細(xì)胞增殖作用,其中化合物1可選擇性抑制HGC-27細(xì)胞的增殖并對人正常肝L-02細(xì)胞無明顯毒性作用。
[Key word]
[Abstract]
Objective To study the chemical constituents and the cytotoxic activity of curcumins from the rhizome of Curcuma phaeocaulis. Methods The 95% ethanol extract from the rhizome of C. phaeocaulis was extracted with petroleum ether, ethyl acetate, and n-butanol. The separation and purification of ethyl acetate fraction was carried out by silica gel column, sephadex LH-20 column, reversed-phase medium pressure chromatography, preparative thin-layer chromatography, and semi-preparative high performance liquid chromatography. The structures of the isolated components were identified by modern spectroscopy techniques. The isolated compounds were screened for cytotoxic activity by MTT assay. Results Four curcuminoids were isolated from the ethyl acetate extract of the rhizome of C. phaeocaulis, and identified as 1,7-bis (4-hydroxyphenyl)-1E,6E-heptadien-3-one (1), 1,7-bis (4-hydroxyphenyl)-1,4,6-heptatrien-3-one (2), 1,7-bis (4-hydroxyphenyl)-4E,6E-heptadien-3-one (3), and (1R,5S,6S)-1,5-epoxy-6-hydroxy-1,7-bis (3-methoxy-4-hydroxy-phenyl)-heptane (4). MTT experiments showed that compounds 1-3 inhibited HGC-27 cells proliferation, and only compound 2 inhibited MDA-MB-231 cells proliferation. Compounds 2 and 3 also showed strong toxic effects on human normal liver cells. Conclusion Four curcuminoids were isolated from C. phaeocaulis. Compound 1 was a new compound named curcumin P. Compounds 1-3 had a certain inhibitory effect on the proliferation of HGC-27 cells. Notably, compound 1 selectively inhibited the proliferation of HGC-27 cells and showed no obvious toxic effects on L-02 cells.
[中圖分類號]
[基金項目]
國家自然科學(xué)基金資助項目(81903777);中國博士后科學(xué)基金(2019M653362);成都中醫(yī)藥大學(xué)“杏林學(xué)者”學(xué)科人才科研提升計劃(BSH2018009);四川省青年科技創(chuàng)新研究團(tuán)隊專項計劃項目(2017TD0001,2016TD0006)