鸦胆子药渣的化学成分研究
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摘要
为了解鸦胆子(Brucea javanica)药渣的化学成分,从中分离得到了10个化合物,经波谱分析分别鉴定为对羟基苯甲酸(1)、对羟基苯甲醛(2)、3,4-二羟基苯甲酸(3)、3,4-二羟基苯甲醛(4)、松柏醛(5)、芥子醛(6)、3-吲哚甲醛(7)、3-吲哚甲酸(8)、β-谷甾醇(9)和鸦胆苦醇(10)。其中化合物4～6、8为首次从鸦胆子分离得到。
In order to understand the chemical constituents of dregs of Brucea javanica, ten compounds were isolated and purified by column chromatography. On the basis of spectral data, their structures were identified as p-hydroxybenzoic acid(1), p-hydroxy-benzaldehyde(2), 3,4-dihydroxybenzoic acid(3), 3,4-dihydroxybenzaldehyde(4), coniferaldehyde(5), sinapaldehyde(6), 1 H-indole-3-carbaldehyde(7), 1 H-indole-3-carboxylic acid(8), β-sitosterol(9), and brusatol(10). Compounds 4-6 and 8 were obtained from B. javanica for the first time.
In order to understand the chemical constituents of dregs of Brucea javanica, ten compounds were isolated and purified by column chromatography. On the basis of spectral data, their structures were identified as p-hydroxybenzoic acid(1), p-hydroxy-benzaldehyde(2), 3,4-dihydroxybenzoic acid(3), 3,4-dihydroxybenzaldehyde(4), coniferaldehyde(5), sinapaldehyde(6), 1 H-indole-3-carbaldehyde(7), 1 H-indole-3-carboxylic acid(8), β-sitosterol(9), and brusatol(10). Compounds 4-6 and 8 were obtained from B. javanica for the first time.
引文
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[2]Editor of Chinese Material Medica,State Administration of Traditional Medicine of China.Chinese Material Medica[M].Shanghai:Shanghai Science and Technology Press,1999:7.国家中医药管理局《中华本草》编委会.中华本草[M].上海:上海科学技术出版,1999:7.
[3]SU Z W,HUANG H J,LI J L,et al.Chemical composition and cytotoxic activities of petroleum ether fruit extract of fruits of Brucea javanica(Simarubaceae)[J].Trop J Pharm Res,2013,12(5):735-742.
[4]CHUMKAEW P,SRISAWAT T.Phytochemical and antimalarial screening of Brucea javanica plant extracts[J].J Chem Pharm Res,2014,6(12):253-256.
[5]GUO Z,VANGAPANDU S,SINDELAR R W,et al.Biologically active quassinoids and their chemistry:potential leads for drug design[J].Curr Med Chem,2005,12(2):173-190.
[6]CHUMKAEW P,PECHWANG J,SRISAWAT T.Two new antimalarial quassinoid derivatives from the stems of Brucea javanica[J].J Nat Med,2017,71(3):570-573.doi:10.1007/s11418-017-1089-2.
[7]ZHAO L J,LI C,ZHANG Y,et al.Phytochemical and biological activities of an anticancer plant medicine:Brucea javanica[J].Anticancer Agent Me,2014,14(3):440-458.doi:10.2174/18715206113136660336.
[8]WANG Q.Studies on chemical constituents from the dregs of Brucea fructus[D].Guangzhou:Guangdong Pharmaceutical University,2016.王群.中药鸦胆子药渣的化学成分研究[D].广州:广东药科大学,2016.
[9]ZHANG Y J,NIE H,ZHOU D X,et al.Chemical constituents of Mallotus conspurcatus[J].Chin Trad Herb Drugs,2017,48(11):2172-2176.doi:10.7501/j.issn.0253-2670.2017.11.003.张艳军,聂辉,周德雄,等.桂野桐化学成分的研究[J].中草药,2017,48(11):2172-2176.doi:10.7501/j.issn.0253-2670.2017.11.003.
[10]ZHANG D,LIU W G,YANG L,et al.Chemical constituents of sterile fronds of Osmunda japonica[J].Chin Pharm J,2013,48(8):587-589.张东,刘为广,杨岚,等.紫萁营养叶中化学成分的研究[J].中国药学杂志,2013,48(8):587-589.
[11]DING L F,WANG H Y,WANG K,et al.Chemical constituents from Fokienia hodginsii[J].Chin Trad Herb Drugs,2017,48(4):639-643.doi:10.7501/j.issn.0253-2670.2017.04.004.丁林芬,王海垠,王扣,等.福建柏化学成分研究[J].中草药,2017,48(4):639-643.doi:10.7501/j.issn.0253-2670.2017.04.004.
[12]CAO Y G,ZHENG X K,QI M,et al.Phenolic constituents from fruit of Gardenia jasminosides var.radicans[J].Chin Trad Herb Drugs,2017,48(22):4615-4619.doi:10.7501/j.issn.0253-2670.2017.22.004.曹彦刚,郑晓珂,齐曼,等.水栀子中酚性成分研究[J].中草药,2017,48(22):4615-4619.doi:10.7501/j.issn.0253-2670.2017.22.004.
[13]WANG C,YANG Y,MEI Z N,et al.Cytotoxic compounds from Laminaria japonica[J].Chem Nat Compd,2013,49(4):699-701.doi:10.1007/s10600-013-0711-0.
[14]ZHANG Y,CHEN Q,LIU L L,et al.Isolation and identification of chemical constituents from Althaea rosea(Linn.)Cavan.(I)[J].JShenyang Pharm Univ,2013,30(5):335-341.doi:10.14066/j.cnki.cn21-1349/r.2013.05.004.张祎,陈秋,刘丽丽,等.维药蜀葵花化学成分的分离与结构鉴定(I)[J].沈阳药科大学学报,2013,30(5):335-341.doi:10.14066/j.cnki.cn21-1349/r.2013.05.004.
[15]LI A F,SUN A L,LIU R M,et al.Chemical constituents of Trichosanthes kirilowii peels[J].J Chin Med Mat,2014,37(3):428-431.李爱峰,孙爱玲,柳仁民,等.栝楼果皮化学成分研究[J].中药材,2014,37(3):428-431.
[16]HARIGAYA Y,KONDA Y,IGUCHI M,et al.Spectroscopic studies of brusatol[J].J Nat Prod,2004,52(4):740-748.doi:10.1021/np50064a012.
[17]NOORSHAHIDA A,WONG T W,CHOO C Y.Hypoglycemic effect of quassinoids from Brucea javanica(L.)Merr(Simaroubaceae)seeds[J].JEthnopharmacol,2009,124(3):586-591.doi:10.1016/j.jep.2009.04.058.
[18]REN D M,VILLENEUVE N F,JIANG T,et al.Brusatol enhances the efficacy of chemotherapy by inhibiting the Nrf2-mediated defense mechanism[J].Proc Natl Acad Sci USA,2011,108(4):1433-1438.doi:10.1073/pnas.1014275108.