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以小远志干燥根茎为原料,采用乙醇提取、硅胶柱层析、Sephadex LH-20、MCI-gel和半制备型HPLC分离等方法对小远志中酮类化学成分进行研究。从中分离得到18个酮类化合物,根据理化性质及ESI-MS、~1H NMR、~(13)C NMR等波谱数据,分别鉴定为:1,7-二羟基酮(1),3,6-二羟基-1,2,7,8-四甲氧基酮(2),1,7-二羟基-5,6-二甲氧基酮(3),1,5-二羟基-6,7-二甲氧基酮(4),6-羟基-1,7-二甲氧基酮(5),7-羟基-1-甲氧基酮(6),3,8-二羟基-1,2,4-三甲氧基酮(7),6,8-二羟基-1,2,3-三甲氧基酮(8),1,3,6-三羟基-2,7,8-三甲氧基酮(9),3-羟基-1,2,8-三甲氧基酮(10),1,3,7-三羟基酮(11),1,6-二羟基-2,3-二氧亚甲基-7,8-二甲氧基酮(12),1,7-二羟基-2,3-二甲氧基酮(13),1,6-二羟基-5,7-二甲氧基酮(14),3,7-二羟基-1,2-二甲氧基酮(15),3,7-二羟基-1,2,8-三甲氧基酮(16),1,2,3,7-四甲氧基酮(17),1,6-二羟基-3,5,7,8-四甲氧基酮(18),除化合物13外,其它化合物均为首次从该植物中分离得到。对其中分离所得量较多的化合物1~7进行了抗氧化及抗菌实验,发现化合物4和1有较好的抗氧化活性,对ABTS·的IC50值分别为12和13 mg/L;化合物3对金黄色葡萄球菌有一定的抑制作用,MIC值为217μmol/L。
Using the dried rhizomes of Pinus radiatus as raw material, the chemical constituents of chromanones from Pinus javanica were studied by ethanol extraction, silica gel column chromatography, Sephadex LH-20, MCI-gel and semi-preparative HPLC. According to the physicochemical properties and ESI-MS, ~ 1H NMR, ~ (13) C NMR and other spectroscopic data, 18 ketones were identified as 1,7-dihydroxychromanone (1), 3, Dihydroxy-1,2,7,8-tetramethoxycholorone (2), 1,7-dihydroxy-5,6-dimethoxycholorone (3), 1,5-dihydroxy (4), 6-hydroxy-1,7-dimethoxycoumarone (5), 7-hydroxy-1 -methoxychlorethylene (6), 3,7- Dihydroxy-1,2,4-trimethoxycholorone (7), 6,8-dihydroxy-1,2,3-trimethoxycholorone (8), 1,3,6-trihydroxy (9), 3-hydroxy-1,2,8-trimethoxycholorone (10), 1,3,7-trihydroxycholorone (11), 1 , 6-dihydroxy-2,3-dioxomethylene-7,8-dimethoxycholorone (12), 1,7- dihydroxy-2,3-dimethoxycholorone (13) , 1,6-dihydroxy-5,7-dimethoxycholorone (14), 3,7-dihydroxy-1,2-dimethoxycholorone (15), 3,7-dihydroxy- 1,2,8-trimethoxycholorone (16), 1,2,3,7-tetramethoxycholorone (17), 1,6-dihydroxy-3,5,7,8-tetramethyl Oxynthanone (18), with the exception of compound 13, was the first compound isolated from this plant. Antioxidant and antimicrobial experiments were carried out on the compounds 1 ~ 7 with high yield. Compounds 4 and 1 showed good antioxidant activity with IC50 values of 12 and 13 mg / L for ABTS ·, respectively. Compound 3 Staphylococcus aureus have a certain inhibitory effect, MIC value 217μmol / L.