山楝中1个新的链状二萜
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摘要
目的研究山楝Aphanamixis polystachya茎皮的化学成分。方法采用硅胶柱色谱、Sephadex LH-20、ODS柱色谱及高效液相制备色谱等方法进行分离纯化,根据理化性质及波谱数据鉴定化合物的结构。结果从山楝茎皮95%乙醇提取物中分离得到3个链状二萜,分别鉴定为(2Z,6E,10E)-12,14,15-三羟基-3,7,11,15-四甲基十六碳三烯酸甲酯(1)、melidianolic acid A(2)、陵水暗罗素H(3)。结论化合物1为新化合物,命名为山楝定;化合物2为首次从山楝属植物中分离得到,化合物3为首次从该植物中分离得到。
Objective To study the chemical constituents from the stem barks of Aphanamixis polystachya.Methods The constituents were isolated and purified by silica gel,Sephadex LH-20,ODS column chromatography,and preparative HPLC,and their structures were elucidated on the basis of their physicochemical properties and spectral data.Results Three diterpenes were obtained from the ethanol extract of the stem bark of A.polystachya and identified as(2Z,6E,10E)-methyl 12,14,15-trihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10-trienoate(1),melidianolic acid A(2),and nemoralisin H(3),respectively.Conclusion Compound 1 is a new linear diterpene named nemoralisin K,compound 2 is isolated from the plants of Aphanamixis Bl.,and compound 3 is obtained from the species for the first time,respectively.
Objective To study the chemical constituents from the stem barks of Aphanamixis polystachya.Methods The constituents were isolated and purified by silica gel,Sephadex LH-20,ODS column chromatography,and preparative HPLC,and their structures were elucidated on the basis of their physicochemical properties and spectral data.Results Three diterpenes were obtained from the ethanol extract of the stem bark of A.polystachya and identified as(2Z,6E,10E)-methyl 12,14,15-trihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10-trienoate(1),melidianolic acid A(2),and nemoralisin H(3),respectively.Conclusion Compound 1 is a new linear diterpene named nemoralisin K,compound 2 is isolated from the plants of Aphanamixis Bl.,and compound 3 is obtained from the species for the first time,respectively.
引文
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[2]Chan L L,George S,Ahmad I,et al.Cytotoxicity effects of Amoora rohituka and chittagonga on breast and pancreatic cancer cells[J].Evid Based Complement Alternat Med,2011,2011:1-8.
[3]Zhang Y,Wang J S,Wang X B,et al.Limonoids from the fruits of Aphanamixis polystachya(Meliaceae)and their biological activities[J].J Agric Food Chem,2013,61(9):2171-2182.
[4]Cai J Y,Zhang Y,Luo S H,et al.Aphanamixoid A,a potent defensive limonoid,with a new carbon skeleton from Aphanamixis polystachya[J].Org Lett,2012,14(10):2524-2527.
[5]Wang J S,Zhang Y,Wang X B,et al.Aphanalides A—H,ring A-seco limonoids from the seeds of Aphanamixis polystachya[J].Tetrahedron,2012,68(21):3963-3971.
[6]Zhang Y,Wang J S,Wang X B,et al.Aphapolynins A and B,two new limonoids from the fruits of Aphanamixis polystachya[J].Tetrahedron Lett,2011,52(20):2590-2593.
[7]Yang S P,Chen D H,Liao S G,et al.Aphanamolide A,a new limonid from Aphanamixis polystachya[J].Org Lett,2011,13(1):150-153.
[8]Mulholland D S,Naidoo N.Limonoids from Aphanamixis polystacha[J].Phytochemistry,1999,51(7):927-930.
[9]Chowdhury R,Hasan C M,Rashid M A.Guaiane sesquiterpenes from Amoora rohituka[J].Phytochemistry,2003,62(8):1213-1216.
[10]Chandrasekharan S,Chakraborty T.Aphanamixol,a diterpene alcohol from Aphanamixis polystacha(Wall)Parker[J].J Indian Chem Soc,1968,45:208-210.
[11]Jain S A,Srivastava S K.8-C-methyl-quercetin-3-O-β-D-xylopyranoside,a new flavone glycoside from the roots of Amoora rohituka[J].J Nat Prod,1985,48(2):299-301.
[12]Sadhu S K,Phattanawasin P,Choudhuri S,et al.A new lignan from Aphanamixis polystachya[J].J Nat Med,2006,60(4):258-260.
[13]Harmon A D,Weiss U,Silverton J V.The structure of rohitukine,the main alkaloid of Amoora rohituka(syn.Aphanamixis polystachya)(Meliaceae)[J].Tetrahedron Lett,1979,20(8):721-724.
[14]Bhatt S K,Saxena V K,Nigam S S.A new saponin from seeds of Amoora rohituka[J].Phytochemistry,1981,20(7):1749-1750.
[15]Daulatabad C D,Jamkhandi S A M.A keto fatty acid from Amoora rohituka[J].Phytochemistry,1997,46(1):155-156.
[16]Wu H F,Zhang X P,Wang Y,et al.Four new diterpenes from Aphanamixis polystachya[J].Fitoterapia,2013,90:126-131.
[17]Zhang X P,Tan Y F,Li Y B,et al.Aphanamixins A–F,acyclic diterpenoids from the stem bark of Aphanamixis polystachya[J].Chem Pharm Bull,2014,62(5):494-498.
[18]Wu S Q,Xu N Y,Zhang J,et al.Three new acyclic diterpenoids from Eupatorium lindleyanum DC[J].J Asian Nat Prod Res,2012,14(7):652-656.
[19]He X F,Wang X N,Fan C Q,et al.Chemical constituents of Polyalthia nemoralis[J].Helv Chim Acta,2007,90(4):783-791.
[20]Astulla A,Hirasawa Y,Rahman A,et al.Melidianolic acid A and B,new antimalarial acyclic diterpenes from Aphanamixis grandifolia[J].Nat Prod Commun,2011,6(3):323-326.
[21]Zhang H Y,Yuan C M,Cao M M,et al.New acyclic diterpenoids from the fruits of Aphanamixis grandifolia and structure revision of nemoralisin B[J].Phytochem Lett,2014,8:81-85.