正文 番石榴葉乙醇提取物的化學成分研究(3 / 3)

化合物17 黃色粉末;mp 178~180 ℃,ESI-MS m/z 567 [M+Na]+。1H-NMR(CD3OD,400 MHz)δ:6.16(2H,s,H-3,H-5),7.64(2H,dd,J=8.4,1.3 Hz,H-2′,H-6′),7.38(2H,d,J=8.4 Hz,H-3′,5′),7.49(1H,t,J=8.4 Hz,H-4′),4.99(1H,d,J=7.2 Hz,H-1″),3.50~3.75(4H,m,H-2″~5″),4.46(1H,dd,J=12.0,4.8 Hz,H-6″a),4.56(1H,dd,J=12.0,2.0 Hz,H-6″b),7.10(2H,s,H-2,6);13C-NMR(CD3OD,100 MHz)δ:108.7(C-1),161.8(C-2,6),96.8(C-3,5),163.8(C-4),200.2(C-7),141.6(C-1′),129.7(C-2′,6′),128.9(C-3′,5′),133.0(C-4′),101.4(C-1″),74.6(C-2″),77.7(C-3″),71.2(C-4″),75.6(C-5″),64.4(C-6″),121.3(C-1),110.1(C-2,6),146.4(C-3,5),139.9(C-4),168.3(C-7)。上述數據與文獻[18]報道一致,化合物17鑒定為guavinoside A。

化合物18 黃色粉末;mp 190~192 ℃,ESI-MS m/z 595 [M+Na]+。1H-NMR(CD3OD,400 MHz)δ:7.60(2H,dd,J=9.6,2.0 Hz,H-2′,6′),7.36(2H,dd,J=9.6 Hz,H-3′,5′),7.47(1H,t,J=9.6 Hz,H-4′),2.11(6H,s,8,9-CH3),4.73(1H,d,J=10.0 Hz,H-1″),3.48~3.59(4H,m,H-2″~5″),4.38(1H,dd,J=16.0,6.0 Hz,H-6″a),4.47(1H,dd,J=16.0,3.0 Hz,H-6″b),7.04(2H,s,H-2,6);13C-NMR(CD3OD,100 MHz)δ:112.6(C-1),156.2(C-2,6),111.6(C-3,5),159.6(C-4),201.2(C-7),10.0(C-8,9),141.6(C-1′),129.0(C-2′,6′),130.0(C-3′,5′),133.0(C-4′),105.5(C-1″),75.8(C-2″),77.8(C-3″),71.4(C-4″),75.8(C-5″),64.3(C-6″),121.4(C-1),110.2(C-2,6),146.4(C-3,5),139.8(C-4),168.3(C-7)。上述數據與文獻[18]報道一致,化合物18鑒定為guavinoside B。

4 體外抗腫瘤活性研究

本實驗采用MTT法對化合物12~15,17,18和番石榴葉的95%乙醇提取物(Fr.A)進行了體外抑製人結腸癌細胞SW480,實驗結果表明,除Fr.A表現出較強的抑製細胞增殖活性,各單體化合物僅具有較弱的抑製腫瘤生長活性。

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Chemical constituents of leaves of Psidium guajava

SHAO Meng WANG Ying JIAN Yu-qing SUN Xue-gang HUANG Xiao-jun ZHANG Xiao-qi YE Wen-cai 2*

(1.College of Traditional Medicine, Southern Medical University, Guangzhou 510515, China;

2.Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy,

Ji′nan University, Guangzhou 510632, China)

[Abstract] To study the chemical constituents of the 95% ethanol extract of Psidium guajava.Compounds were separated by using a combination of various chromatographic methods including silica gel, D101 macroporous resin, ODS, Sephadex LH-20 and preparative HPLC.Their structures were elucidated by physicochemical properties and spectral data. Eighteen compoundswere isolated and identified as(+)-globulol(1), clovane-2β,9α-diol(2), 2β-acetoxyclovan-9α-ol(3),(+)-caryolane-1,9β-diol(4), ent-T-muurolol(5), clov-2-ene-9α-ol(6), isophytol(7), tamarixetin(8), gossypetin(9), quercetin(10), kaempferol(11), guajaverin(12), avicularin(13), chrysin 6-C-glucoside(14), 3′-O-methyl-3, 4-methylenedioxyellagic acid 4′-O-β-D-glucopyranoside(15), p-hydroxybenzoic acid(16), guavinoside A(17)and guavinoside B(18). Compounds 2-9 and 14-16 were isolated from this plant for the first time.The ethanol extract showed 61.3% inhibition against the proliferation of colon cancer cell line SW480.

[Key words] Psidium guajava; sesquiterpene; diterpene; flavonoid; phenolic acid; anti-tumor

doi:10.4268/cjcmm20140614