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蟬翼藤根中木質素苷及蔗糖酯成分研究

2017-07-13 20:33:40王芷楊學東査海燕郭麗娜沈丹徐麗
中國中藥雜志 2017年12期

王芷+楊學東+査海燕+郭麗娜+沈丹+徐麗珍+楊世林

[摘要] 運用硅膠、MPLC和制備HPLC等柱色譜方法對蟬翼藤根的化學成分進行分離,并通過理化性質和MS、NMR波譜數據進行結構鑒定。從蟬翼藤根的95%乙醇提取物中分離鑒定了9個化合物,包括5個木質素苷acernikol-4″-O-β-D-glucopyranoside (1), (7R, 8S )-dihydrodehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside (2), (7R, 8S )-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (3), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside (4), (7R, 8S)-5-methoxydihydrodehy drodiconiferyl alcohol 4-O-β-D-glucopyranoside (5); 3個蔗糖酯3, 6′-O-diferuloylsucrose (6), 3-O-feruloyl-6′-O-sinapoylsucrose (7), sibricose A5 (8); 1個有機酸酯mehyl ferulate(9)。化合物1~5,8, 9為首次從蟬翼藤屬中分離得到。采用MTT法測定了化合物對肺癌細胞株A549、宮頸癌細胞株Hela和乳腺癌細胞株MCF-7的細胞毒活性。結果表明化合物2,3和7對所測試的人源腫瘤細胞具有較弱的抑制活性。

[關鍵詞] 蟬翼藤屬; 蟬翼藤; 木質素苷; 蔗糖酯; 細胞毒活性

[Abstract] Nine compounds, including five lignan glycosides (1-5), three sucrose esters (6-8), and one organic acid ester (9), were isolated from the ethanol extract of the roots of Securidaca inappendiculata by various chromatographic methods including silica gel, MPLC and preparative HPLC. Their structures were elucidated as acernikol-4″-O-β-D-glucopyranoside (1), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside (2), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (3), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside (4), (7R, 8S)-5-methoxydihydrodehy-drodiconiferyl alcohol 4-O-β-D-glucopyranoside (5), 3, 6′-O-diferuloylsucrose (6), 3-O-feruloyl-6′-O-sinapoylsucrose (7), sibricose A5 (8), and mehyl ferulate (9) on the basis of 1H-, 13C-NMR and MS experiments. Compounds 1-5, 8, and 9 were isolated from the Securidaca genus for the first time. Compounds 2, 3, and 7 exhibited weak cytotoxic activities against Hela and MCF-7 cell lines.

[Key words] Securidaca; Securidaca inappendiculata; lignan glycosides; sucrose esters; cytotoxic activity

蟬翼藤Securidaca inappendiculata Hassk,又名五味藤,為遠志科Polygalaceae蟬翼藤屬的一種攀援植物,主要分布于我國的云南、廣西、廣東、海南及東南亞、南亞的熱帶地區。蟬翼藤根莖味辛、甘、苦,性微寒,有活血化瘀、消腫止痛和清熱利尿的功效[1]。將其作為主藥之一的廣西玉林牌正骨水被2015年版《中國藥典》收載,應用于跌打損傷、骨折脫位及消除運動疲勞[2]。文獻報道從蟬翼藤中已分離鑒定出酮[3-4]、寡糖酯[5]、皂苷[6-7]、二苯酮[8-9]、半萜酸苷[10]、甾苷[11]、有機酸[12]等化學成分。本文在前期抗腫瘤活性皂苷類成分研究的基礎上,對蟬翼藤根的95%乙醇提取物開展進一步研究,從中分離并鑒定了5個木質素苷類化合物,3個蔗糖酯化合物及1個有機酸酯化合物。化合物1~5,8,9為首次從蟬翼藤屬中分離得到。在此基礎上,采用MTT法測定了化合物1~3,6,7對人源腫瘤細胞A549,Hela及MCF7的細胞毒活性。

1 材料

Bruker Avance Ⅲ核磁共振儀(600,400 MHz,瑞士Bruker公司);Agilent 6420 三重四級桿質譜儀(美國Agilent公司);J-810型圓二色光譜儀(日本Jasco公司);AUTOPOL II 型旋光儀;Dr Flash II型中壓制備液相色譜儀,Cosmosil中壓制備柱(50 mm×500 mm,RP-18,50 μm)(蘇州利穗科技有限公司);LC3000型高效液相制備色譜儀(北京創新通恒有限公司);Cosmosil MS II C18制備色譜柱(10 mm×250 mm,5 μm),Cosmosil πNAP制備色譜柱(10 mm×250 mm,5 μm)(日本Nacalai公司);薄層色譜用硅膠(GF254,青島海洋化工廠);柱色譜用硅膠(100~200 目,青島海洋化工廠);分析純乙腈(天津市康科德科技有限公司);其他分析純試劑(天津市基準化學試劑有限公司)。

蟬翼藤根由中國科學院西雙版納熱帶植物園王洪于2010年采自中國云南省并鑒定為遠志科蟬翼藤屬植物蟬翼藤S. inappendiculata的根,該樣品標本(Y201011)保存于天津大學藥物科學與技術學院天然藥物化學實驗室。

2 提取與分離

蟬翼藤根9.85 kg粉碎后先用95%乙醇浸泡24 h,再用4倍量的95%乙醇回流提取2 h,共提取3次。提取液減壓濃縮得浸膏1.25 kg。此浸膏加入適量水混懸,分別經二氯甲烷,乙酸乙酯萃取后,得到水溶液部分。水溶部分過濾后經大孔樹脂D101,得到水,30%,60%,95%乙醇4個洗脫部分。60% EtOH洗脫物(180 g)硅膠拌樣,進行減壓柱色譜分離,氯仿-甲醇-水 (85∶15∶2,75∶20∶5,68∶24∶8,60∶32∶8,50∶42∶8,下層) 梯度洗脫后得到30個流分(C1~C30)。C10~12(4.5g)經中壓制備液相色譜分離,甲醇-水(31∶69,32∶68,33∶66)梯度洗脫得到15個部分(Fr1~15)。其中,Fr11~12經制備型HPLC分離,乙腈-水(17∶83)洗脫后得到化合物 6(5 mg)和7(7 mg)。Fr10~6分別經制備型HPLC分離,流動相比例依次采用甲醇-水 31∶ 69,29∶71,27∶73,25∶75,24∶76洗脫后,分別得到化合物1(8 mg),2(11 mg),4(5 mg),5(3 mg)和3(4 mg)。Fr1~5經中壓制備液相色譜分離,甲醇-水(18∶82,20∶80,24∶76)梯度洗脫,制備型HPLC純化(甲醇-水,16∶84),得到化合物8(5 mg)。C15(0.47g)經中壓制備液相色譜分離,甲醇-水(35∶65,38∶62)梯度洗脫,制備型HPLC純化(甲醇-水,34∶66),得到化合物9(10 mg)。

3 結構鑒定

化合物1 無色粉末;[α]22.4D-32° (c 0.15,MeOH);CD nm (Δε,MeOH):215(+1.1);ESI-MS m/z 771.9 [M+Na]+1H-NMR (CD3OD,400 MHz) δ: 7.09 (1H,d,J=8.3 Hz,H-5″),7.05 (1H,d,J=1.8Hz,H-2″),6.89 (1H,dd,J=1.8,8.4 Hz,H-6″),6.74 (1H,br s,H-6),6.72 (1H,br s,H-4),6.69 (2H,s,H-2′,6′),5.53 (1H,d,J=6.1 Hz,H-2),4.92 (1H,d,J=5.5 Hz,H-7″),4.86 (1H,d,J=7.3 Hz,H-1),4.27 (1H,m,H-8″),3.90 (1H,m,H-9″a),3.87 (3H,s,7-OCH3),3.86 (1H,m,H-3a-a),3.84 (1H,重疊,H-6b),3.83 (3H,s,3″-OCH3),3.77 (6H,s,3′,5′-OCH3),3.76 (1H,m,H-3a-b),3.63 (1H,m,H-6a),3.59 (1H,m,H-9″b),3.56 (2H,t,J=6.3 Hz,H-5c),3.48 (1H,m,H-2),3.46 (1H,m,H- 5),3.45 (1H,m,H-3),3.38 (1H,m,H-3),3.37 (1H,m,H-4),2.63 (2H,t,J=7.6 Hz,H-5a),1.81 (2H,m,H-5b);13C-NMR (CD3OD,150 MHz)δ:154.5 (C-5′),154.5 (C-3′),150.3 (C-3″),147.4 (C-7a),147.1 (C-4″),145.2 (C-7),139.6 (C-1′),137.3 (C-5),137.1 (C-1″),136.2 (C-4′),129.6 (C-4a),120.8 (C-6″),117.9 (C-4),117.3 (C-5″),114.1 (C-6),112.2 (C-2″),104.0 (C-2′,6′),102.7 (C-1),88.6 (C-2),87.0 (C-8″),78.1 (C-3),77.8 (C-5),74.9 (C-2),73.7 (C-7″),71.4 (C-4),65.0 (C-3a),62.5 (C-6),62.2 (C-5c),61.6 (C-9″),56.8 (7-OCH3),56.7 (3″-OCH3),56.6 (3′-OCH3),56.6 (5′-OCH3),55.6 (C-3),35.8 (C-5b),32.9 (C-5a)。苷元部分數據與acernikol [13]對比,在HMBC譜圖上能觀察到C-4″與H-1(Glc-H-1)間存在遠程相關。以上數據與文獻[14]報道對比,故鑒定化合物為acernikol-4″-O-β-D-glucopyranoside。

化合物2 無色粉末;[α]17.1D+10.2° (c 0.09,MeOH);CD nm (Δε,MeOH): 279(+0.36);ESI-MS m/z 545.8 [M+Na]+1H-NMR (CD3OD,600 MHz) δ: 6.99 (1H,d,J=1.6 Hz,H-2),6.85 (1H,dd,J=1.5,8.1 Hz,H-6),6.80 (1H,br s,H-2′),6.75 (1H,d,J=8.1 Hz,H-5),6.72 (1H,br s,H-6′),5.58 (1H,d,J=6.4 Hz,H-7),4.35 (1H,d,J=7.8 Hz,H-1″),4.11 (1H,dd,J=8.3,9.4 Hz,H-9a),3.87 (1H,m,H-9b),3.85 (3H,s,3′-OMe),3.84 (1H,重疊,H-6″a),3.82 (3H,s,3-OMe),3.67 (1H,m,H-6″b),3.64 (1H,m,H-8),3.56 (2H,t,J=6.4 Hz, H-9′),3.36 (1H,m,H-5″),3.29 (1H,重疊,H-3″),3.27 (1H,m,H-4″),3.22 (1H,t,J=8.0 Hz,H-2″),2.62 (2H,t,J=7.5 Hz,H-7′),1.81 (2H,m,H-8′)。13C-NMR (CD3OD,

150 MHz) δ:149.0 (C-3),147.4 (C-4),147.3 (C-4′),145.1 (C-3′),137.0 (C-1′),134.6 (C-1),129.6 (C-5′),119.7 (C-6),118.1 (C-2′),116.0 (C-5),114.0 (C-6′),110.7 (C-2),104.2 (C-1″),89.2 (C-7),78.1 (C-3″),78.0 (C-5″),75.1 (C-2″),72.3 (C-9),71.6 (C-4″),62.7 (C-6″),62.2 (C-9′),56.7 (3′-OMe),56.4 (3-OMe),52.9 (C-8),35.8 (C-8′),32.8 (C-7′)。以上數據與文獻[15]報道對比,故鑒定化合物2為 (7R,8S)-dihydrodehydrodiconiferyl alcohol-9-O-β-D-glucopyranoside。

化合物3 無色粉末;[α]18.9D-14.1° (c 0.14,MeOH);CD nm (Δε,MeOH):218(+10.7),228(-8.6),271.4(-4.7);ESI-MS m/z 545.1 [M+Na]+1H-NMR (CD3OD,600 MHz) δ:7.14 (1H,d,J=8.4 Hz,H-5),7.03 (1H,d,J=1.5 Hz,H-2),6.93 (1H,dd,J=1.5,8.3 Hz,H-6),6.74 (1H,br s,H-6′),6.72 (1H,br s,H-2′),5.56 (1H,d,J=5.7 Hz,H-7),4.89 (1H,d,J=8.4 Hz,H-1″),3.86 (3H,s,3-OMe),3.85 (1H,m,H-9a),3.84 (1H,m,H-6″a),3.83 (3H,s,3′-OMe),3.74 (1H,m,H-9b),3.68 (1H,dd,J=2.4,11.4 Hz,H-8),3.56 (2H,t,J=6.4 Hz,H-9′),3.50 (1H,m,H-6″b),3.47 (1H,m,H-5″),3.45 (1H,m,H-3″),3.41 (1H,m,H-4″),3.40 (1H,m,H-2″),2.62 (2H,t,J=7.6 Hz,H-7′),1.81 (2H,m,H-8′)。13C-NMR (CD3OD,150 MHz) δ:150.8 (C-3),147.5 (C-4),147.3 (C-4′),145.1 (C-3′),138.3 (C-1),137.1 (C-1′),129.5 (C-5′),119.4 (C-5),117.9 (C-6),117.8 (C-6′),114.1 (C-2′),111.1 (C-2),102.7 (C-1″),88.4 (C-7),78.0 (C-3″),77.7 (C-5″),74.8 (C-2″),71.2 (C-4″),65.0 (C-9),62.4 (C-6″),62.2 (C-9′),56.8 (3′-OMe),56.7 (3-OMe),55.5 (C-8),35.7 (C-7′),32.8 (C-8′)。以上數據與文獻[16]報道對比,故鑒定化合物為(7R, 8S)-dihydrodehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside。

化合物4 無色粉末;[α]16.7D-9.2° (c 0.11,MeOH);CD nm (Δε,MeOH):234(-4.4),293(-1.6);ESI-MS m/z 545.2 [M+Na]+1H-NMR (DMSO-d6,600 MHz) δ:6.90 (1H,br s,H-2),6.74 (2H,d,J=8.8 Hz,H-5,6),6.71 (2H,s,H-2′,6′),5.40 (1H,d,J=6.7 Hz,H-7),4.11 (1H,d,J=7.7 Hz,H-1″),3.79 (1H,m,H-9′b),3.68 (1H,m,H-9b),3.66 (1H,dd,J=4.5,11.9 Hz,H-6a),3.60 (1H,m,H-9a),3.44 (1H,m,H-6b),3.40 (1H,m,H-8),3.14 (1H,m,H-4″),3.06 (2H,m,H-3″,5″),2.96 (1H,m,H-2″),2.58 (2H,t,J=7.1 Hz,H-7′),1.79 (2H,m,H-8′)。13C-NMR (DMSO-d6,150 MHz) δ:147.5 (C-3),146.3 (C-4),145.5 (C-4′),143.3 (C-3′),134.6 (C-1′),132.5 (C-1),129.0 (C-5′),118.5 (C-6),116.5 (C-6′),115.2 (C-5),112.4 (C-2′),110.2 (C-2),102.9 (C-1″),86.8 (C-7),76.8 (C-3″),76.7 (C-5″),73.4 (C-2″),70.0 (C-4″),67.8 (C-9′),62.9 (C-9),61.0 (C-6″),55.6 (3′-OCH3),55.5 (3-OCH3),53.2 (C-8),31.4 (C-7′),31.3 (C-8′)。以上數據與文獻[17]報道對比,故鑒定化合物為 (7R, 8S)-dihydrodehydrodiconiferyl alcohol-9′-O-β-D-glucopyranoside。

化合物5 無色粉末;[α]16.9D-22.7° (c 0.08,MeOH);CD nm (Δε,MeOH):223(+13.4);243(-6.5),293(-4.7);ESI-MS m/z 575.0 [M+Na]+1H-NMR (CD3OD,600 MHz) δ:6.74 (1H,s,H-6 ′),6.73 (2H,s,H-2,6),6.71 (1H,s,H-2′),5.56 (1H,d,J=5.7 Hz,H-7),4.87 (1H,d,J=7.7 Hz,H-1″),3.88 (3H,s,3′-OMe),3.87 (1H,m,H-9a),3.82 (6H,s,3,5-OMe),3.77 (1H,m,H-6″a),3.75 (1H,m,H-9b),3.64 (1H,dd,J=5.3,11.9 Hz,H-6″b),3.56 (2H,t,J=6.4 Hz,H-9′),3.47 (1H,m,H-2″),3.44 (1H,m,H-8),3.40 (2H,m,H-4″,5″),3.19 (1H,m,H-3″),2.62 (2H,t,J=7.6 Hz,H-7′),1.81 (2H,m,H-8′)。13C-NMR (CD3OD,150MHz) δ:154.4 (C-3,5),147.4 (C-1),145.3 (C-3′),140.3 (C-4′),137.2 (C-1′),135.7 (C-4),129.4 (C-5′),117.9 (C-2′),114.2 (C-6′),105.2 (C-1″),104.4 (C-2,6),88.5 (C-7),78.3 (C-3″),77.8 (C-5″),75.7 (C-2″),71.3 (C-4″),65.1 (C-9),62.5 (C-6″),62.2 (C-9′),57.0 (3,5-OMe),56.8 (3′-OMe),55.8 (C-8),35.8 (C-8′),32.8 (C-7′)。以上數據與文獻[18]報道對比,故鑒定化合物為 (7R, 8S)-5-methoxydihydrodehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside。

化合物6 黃色粉末;ESI-MS m/z 717.3 [M+Na]+1H-NMR (CD3OD,400 MHz) δ:7.69 (1H,d,J=15.8 Hz,H-7″),7.61 (1H,d,J=15.8 Hz,H-7 ),7.23 (1H,d,J=1.7 Hz,H-2),7.21 (1H,d,J=1.7 Hz,H-2″),7.11 (1H,dd,J=1.8,8.2 Hz,H-6″),7.05 (1H,dd,J=1.8,8.2 Hz,H-6 ),6.80 (1H,d,J=8.1 Hz,H-5 ),6.78 (1H,d,J=8.1 Hz,H-5″),6.44 (1H,d,J=15.9 Hz,H-8),6.43 (1H,d,J=15.9 Hz,H-8″),5.49 (1H,d,J=3.5 Hz,H-1′),5.48 (1H,d,J=8.1 Hz,H-3),4.63 (1H,m,H-6′a),4.47 (1H,t,J=7.3 Hz,H-4),4.24 (1H,m,H-5′),4.24 (1H,m,H -6′b),3.97 (1H,td,J=3.0,7.3 Hz,H-5),3.90 (3H,s,3″-OCH3),3.89(1H,m,H-6a),3.87 (3H,s,3-OCH3),3.82 (1H,dd,J=3.0,11.8 Hz,H-6b),3.67 (1H,t,J=8.0 Hz,H-3′),3.64 (1H,重疊,H-1a),3.61 (1H,重疊,H-1b),3.47 (1H,dd,J=3.8,9.7 Hz,H-2′),3.32 (1H,m,H-4′);13C-NMR (CD3OD,100 MHz) δ:169.2 (C-9),168.3 (C-9″),150.7 (C-3″),150.7 (C-3),149.4 (C-4),149.4 (C-4″),147.7 (C-7″),147.1 (C-7),127.6 (C-1″),127.6 (C-1),124.3 (C-6),124.2 (C-6″),116.4 (C-5),116.3 (C-5″),115.3 (C-8 ),115.0 (C-8″),112.0 (C-2 ),111.5 (C-2″),104.8 (C-2),92.7 (C-1′),84.3 (C-5),79.4 (C-3),75.0 (C-3′),74.1 (C-4),73.1 (C-2′),72.4 (C-5′),71.9 (C-4′),65.6 (C-6′),65.4 (C-1),63.8 (C-6),56.5 (C-10″OCH3),56.4 (C-10OCH3)。以上數據與文獻[19]報道對比,故鑒定化合物為3,6′ -O-diferuloylsucrose。

化合物7 黃色粉末;ESI-MS m/z 725.8 [M+H]+1H-NMR (DMSO-d6,400 MHz) δ:7.60 (1H,d,J=15.8 Hz,H-7″),7.54 (1H,d,J=15.8 Hz,H-7),7.26 (1H,d,J=1.3 Hz,H-2″),7.14 (1H,dd,J=1.4,8.2 Hz,H-6″),7.00 (2H,s,H-2,6),6.79 (1H,d,J=8.1 Hz,H-5″),6.52 (1H,d,J=15.8 Hz,H-8),6.41 (1H,d,J=15.8 Hz,H-8″),5.39(1H,d,J=8.1Hz,H-3),5.28(1H,d,J=3.4 Hz,H-1′),4.87(1 H,t,J=8.0 Hz,H-4),4.65(1 H,m,H-6′b),4.44 (1H,d,J=11.3 Hz,H-5′),4.23 (1H,m,H-6′a),4.15 (1H,m,H-5),4.08 (1H,m,H-6b),3.81 (3H,s,3″-OCH3),3.77 (6H,s,3,6-OCH3),3.68 (1H,m,H-6a),3.63 (1H,m,H-3′),3.49 (1H,m,H-1a),3.40 (1H,m,H-1b),3.31 (1H,m,H-2′),3.16 (1H,m,H-4′);13C-NMR (DMSO-d6,150 MHz) δ:166.7 (C-9),165.7 (C-9″),148.1 (C-4″),148.0 (C-3″),148.0 (C- 5),148.0 (C-3),145.6 (C-7″),145.4 (C-7),125.5 (C-4),124.4 (C-1″),122.9 (C-1),115.6 (C-6″),114.8 (C-5″),114.2 (C-8),111.6 (C-8″),108.0 (C-2″),106.2 (C-2,6),103.1 (C-2),91.0 (C-1′),82.9 (C-5),77.2 (C-3),73.1 (C-3′),72.6 (C-4),71.4 (C-2′),70.6 (C-5′),70.2 (C-4′),64.2 (C-1),63.6 (C-6′),62.3 (C-6),56.1 (3,5-OMe),55.7 (3″-OMe)。以上數據與文獻[20]報道對比,故鑒定化合物為3-O-feruloyl-6′-O-sinapoylsucrose。

化合物8 黃色粉末;ESI-MS m/z 541.1 [M+Na]+1H-NMR (CD3OD,400 MHz) δ:7.71 (1H,d,J=15.9 Hz,H-7″),7.23 (1H,d,J=1.7 Hz,H-2″),7.13 (1H,dd,J=1.8,8.2 Hz,H-6″),6.80 (1H,d,J=8.1 Hz,H-5″),6.43 (1H,d,J=15.9 Hz,H-8″),5.46 (1H,d,J=7.8 Hz,H-3),5.43 (1H,d,J=3.6 Hz,H-1′),4.37 (1H,t,J=7.9 Hz,H-4),3.93 (1H,m,H-5),3.92 (1H,m,H-5′),3.90 (3H,s,3″-OCH3),3.83 (1H,m,H-6a),3.83 (1H,m,H-6b),3.79 (1H,m,H-6′a),3.75 (1H,m,H-6′b),3.66 (1H,t,J=9.2 Hz,H-3′),3.65 (1H,d,J=12.2 Hz,H-1b),3.59 (1H,d,J=12.2 Hz,H-1a),3.43 (1H,dd,J=3.5,6.2 Hz,H-2′),3.40 (1H,m,H-4′);13C-NMR (CD3OD,100 MHz) δ:168.3 (C-9″),150.9 (C-4″),149.4 (C-3″),147.7 (C-7″),127.5 (C-1″),124.2 (C-6″),116.5 (C-5″),114.9 (C-8″),112.1 (C-2″),104.8 (C-2),93.3 (C-1′),84.1 (C-5),79.6 (C-3),74.9 (C-3′),74.5 (C-4),73.8 (C-5′),73.1 (C-2′),71.2 (C-4′),65.3 (C-1),62.9 (C-6),62.3 (C-6′),56.5 (3″-OCH3)。以上數據與文獻[21]報道對比,故鑒定化合物為sibiricose A5。

化合物9 白色粉末;ESI-MS m/z 231.2 [M+Na]+1H-NMR (CDCl3,400 MHz) δ:7.62 (1H,d,J=15.9 Hz,H-7),7.07 (1H,dd,J=1.7,8.1 Hz,H-6),7.02 (1H,d,J=1.7 Hz,H-2),6.92 (1H,d,J=8.1 Hz,H-5),6.29 (1H,d,J=15.9 Hz,H-8),3.92 (3H,s,3-OCH3),3.79 (3H,s,9-OCH3);13C-NMR (CDCl3,100MHz) δ:167.9 (C-9),148.1 (C-4),146.8 (C-3),145.1 (C-7),127.0 (C-1),123.1 (C-6),115.2 (C-5),114.8 (C-8),109.4 (C-2),56.0 (3-OCH3),51.7 (9-OCH3)。以上數據與文獻[22]報道對比,故鑒定化合物為mehyl ferulate。

4 細胞毒活性

采用MTT [23] 法測定化合物1~3,6,7對人源腫瘤細胞A549,Hela及MCF7的細胞毒活性,以順鉑為陽性對照,其IC50分別為16.74,16.74,19.83 μmol·L-1。化合物2對Hela和MCF7的IC50分別為87.21,89.75 μmol·L-1;化合物3對Hela和MCF7的IC50分別為79.95,59.98 μmol·L-1;化合物7對MCF7的IC50為88.41 μmol·L-1。結果表明,化合物2,3,7對所測試的人源腫瘤細胞具有較弱的抑制活性。

[參考文獻]

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[9] 張麗杰, 張琳, 徐麗珍,等. 蟬翼藤根中的一個新二苯酮[J]. 藥學學報, 2005, 40 (6):536.

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[責任編輯 丁廣治]

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