白鲜皮化学成分及其α-葡萄糖苷酶抑制活性
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摘要
采用硅胶、凝胶柱色谱方法对白鲜皮(Dictamnus dasycarpus)的化学成分进行分离纯化。从其石油醚部位分离得到了5个化合物,利用IR、MS和NMR等技术对分离得到的化合物进行了结构鉴定。5个化合物的结构分别为:二十二烷醇(1)、2,2-二二苯甲基-3,3-二苯基丙酸乙酯(2)、柠檬苦素(3)、黄柏酮(4)和白鲜碱(5)。其中化合物2为新化合物,化合物1首次从该植物中分离得到。采用PNPG法筛选化合物的α-葡萄糖苷酶抑制活性。结果表明化合物3～5表现出较好的α-葡萄糖苷酶的抑制活性。该结果为白鲜皮的深度开发利用提供了理论依据。
Five compounds were isolated from the petroleum ether extract of Dictamnus dasycarpus using various chromatographic techniques,such as column chromatography over silica gel and Sephadex LH-20. Their structures were elucidated by spectroscopic data( IR, MS, NMR), which were identified as docosanol( 1), ethyl 2, 2-dibenzhydryl-3,3-di-phenylpropionate( 2),limonin( 3),obacunone( 4) and dictamnine( 5). Compound 2 was a new compound and compound 1 was isolated from this plant for the first time. PNPG method was used to determine α-glucosidase inhibitory activity of these compounds. The results indicated that compounds 3-5 possessed stronger inhibitory activities than the positive control of acarbose,which provided a theoretical basis for further development and utilization of Dictamnus dasycarpus.
Five compounds were isolated from the petroleum ether extract of Dictamnus dasycarpus using various chromatographic techniques,such as column chromatography over silica gel and Sephadex LH-20. Their structures were elucidated by spectroscopic data( IR, MS, NMR), which were identified as docosanol( 1), ethyl 2, 2-dibenzhydryl-3,3-di-phenylpropionate( 2),limonin( 3),obacunone( 4) and dictamnine( 5). Compound 2 was a new compound and compound 1 was isolated from this plant for the first time. PNPG method was used to determine α-glucosidase inhibitory activity of these compounds. The results indicated that compounds 3-5 possessed stronger inhibitory activities than the positive control of acarbose,which provided a theoretical basis for further development and utilization of Dictamnus dasycarpus.
引文
[1] Xu SS,Zhang HB,Zhou JP,et al. Advances of new antidiabeticdrugs[J]. J China Pharm Univ(中国药科大学学报),2011,42(2):97-106.
[2] Lyann S,Kumarasamy J,Sankar M,et al. New glucosidase inhibi-tors from an ayurvedic herbal treatment for type 2 diabetes:struc-tures and inhibition of human intestinal maltase-glucoamylasewith compounds from Salacia reticulate[J]. Biochemistry,2010,49(3):443-451.
[3] Avogaro A,Fadini GP. The effects of dipeptidyl peptidase-4 inhi-bition on microvascular diabetes complications[J]. DiabetesCare,2014,37(10):2884-2894.
[4] Lin YP,Zong YL,He H,et al. Chemical constituents of the aerialparts of Seseli yunnanense Franch[J]. Nat Prod Res Dev(天然产物研究与开发),2007,19:798-800,836.
[5] Qu JY,Wang MY,Wang CM,et al. Anti-inflammatory fractionand chemical constituents of Hosta plantaginea[J]. Chin TraditHerb Drugs(中草药),2011,42(2):217-221.
[6] Andrew PB III,Klaus D,Rosalind YW. Isolation and identifica-tion of the first C-17 limonin epimer,epilimonin[J]. J AgricFood Chem,2008,56(14):5595-5598.
[7] Bai YY. Studies on chemical constituents and bioactivities fromthe root bark of dictamnus dasycarpus(白鲜皮化学成分和药理活性研究)[D]. Jinan:Jinan University,2014.
[8] Li X,Tang HZ,Gou XJ,et al. Study on chemical constituents ofthe root of Dictamnus dasycarpus[J]. Chin Med Mat J(中药材),2008,31(12):1816-1819.
[9] Jeong SY,Sang HS,Young CK,et al. Neuroprotective limonoidsof root bark of Dictamnus dasycarpus[J]. J Nat Prod,2008,71(2):208-211.
[10] Liu ZL,Xu YJ,Wu J,et al. Feeding deterrents from Dictamnusdasycarpus turcz against two stored-product insects[J]. J AgricFood Chem,2002,50(6):1447-1450.
[11] Kang SL,Wang SX,Zhu TR. Studies on active constituents of theroot bark of Dictamnus dasycarpus Turcz[J]. J Shenyang CollPharm(沈阳药学院学报),1983,6:11-16.
[12] Fauvel MT,Gleye J,Moulis C,et al. Alkaloids and flavonoids ofMelicope indica[J]. Phytochemistry,1981,20(8):2059-2060.
[13] Kazeem MI,Ogunbiyi JV,Ashafa AO. In vitro studies on the inhi-bition ofα-amylase andα-glucosidase by leaf extracts ofPicralima nitida(Stapf)[J]. Trop J Pharm Res,2013,12(5):719-725.
[2] Lyann S,Kumarasamy J,Sankar M,et al. New glucosidase inhibi-tors from an ayurvedic herbal treatment for type 2 diabetes:struc-tures and inhibition of human intestinal maltase-glucoamylasewith compounds from Salacia reticulate[J]. Biochemistry,2010,49(3):443-451.
[3] Avogaro A,Fadini GP. The effects of dipeptidyl peptidase-4 inhi-bition on microvascular diabetes complications[J]. DiabetesCare,2014,37(10):2884-2894.
[4] Lin YP,Zong YL,He H,et al. Chemical constituents of the aerialparts of Seseli yunnanense Franch[J]. Nat Prod Res Dev(天然产物研究与开发),2007,19:798-800,836.
[5] Qu JY,Wang MY,Wang CM,et al. Anti-inflammatory fractionand chemical constituents of Hosta plantaginea[J]. Chin TraditHerb Drugs(中草药),2011,42(2):217-221.
[6] Andrew PB III,Klaus D,Rosalind YW. Isolation and identifica-tion of the first C-17 limonin epimer,epilimonin[J]. J AgricFood Chem,2008,56(14):5595-5598.
[7] Bai YY. Studies on chemical constituents and bioactivities fromthe root bark of dictamnus dasycarpus(白鲜皮化学成分和药理活性研究)[D]. Jinan:Jinan University,2014.
[8] Li X,Tang HZ,Gou XJ,et al. Study on chemical constituents ofthe root of Dictamnus dasycarpus[J]. Chin Med Mat J(中药材),2008,31(12):1816-1819.
[9] Jeong SY,Sang HS,Young CK,et al. Neuroprotective limonoidsof root bark of Dictamnus dasycarpus[J]. J Nat Prod,2008,71(2):208-211.
[10] Liu ZL,Xu YJ,Wu J,et al. Feeding deterrents from Dictamnusdasycarpus turcz against two stored-product insects[J]. J AgricFood Chem,2002,50(6):1447-1450.
[11] Kang SL,Wang SX,Zhu TR. Studies on active constituents of theroot bark of Dictamnus dasycarpus Turcz[J]. J Shenyang CollPharm(沈阳药学院学报),1983,6:11-16.
[12] Fauvel MT,Gleye J,Moulis C,et al. Alkaloids and flavonoids ofMelicope indica[J]. Phytochemistry,1981,20(8):2059-2060.
[13] Kazeem MI,Ogunbiyi JV,Ashafa AO. In vitro studies on the inhi-bition ofα-amylase andα-glucosidase by leaf extracts ofPicralima nitida(Stapf)[J]. Trop J Pharm Res,2013,12(5):719-725.