目的 研究石岩枫Mallotus repandus的化学成分。方法 采用硅胶、ODS、凝胶及半制备高效液相等色谱技术进行分离纯化，通过质谱和核磁共振波谱等方法对化合物进行结构鉴定，采用肉汤微量稀释法评价化合物的抗菌活性。结果 从石岩枫提取物的二氯甲烷部位共分离得到29个化合物，分别鉴定为3-O-cis-caffeoyl betulinic acid（1）、麦角甾-4,6,8(14),22-四烯-3-酮（2）、豆甾-4-烯-3-酮（3）、5,8-表二氧麦角甾-6,9(11),22-三烯-3-醇（4）、N(N'-benzoyl-S^*-phenylalaninyl)-S^*-phenylalaninolbenzoate（5）、金色酰胺醇酯（6）、isoechinulin A（7）、6-香叶草基柚皮素（8）、大黄素-8-甲醚（9）、大黄素（10）、灰绿曲霉黄色素（11）、异二氢金色灰绿曲霉素（12）、异曲霉素（13）、5'-顺式-四氢金色灰绿曲霉素（14）、(E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl) chroman-5-carbaldehyde（15）、camellia chlorophyllide Ⅱ（16）、13²(R)-hydroxypheophorbide-a ethyl ester（17）、ethyl pheophorbide a（18）、ligulariaphytin A（19）、(–)-α-tocospirone（20）、α-tocospiro B（21）、δ-生育酚（22）、α-托可醌（23）、5-methoxypinosylvin（24）、脱氢枞酸（25）、(5E,7E)-9-oxooctadeca-5,7-dienoicacid（26）、(10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate（27）、(10E,12Z)-9-hydroxy-10,12-octadecadienoic acid（28）和棕榈酸（29）。化合物13对粪肠球菌Enterococcus faecalis的最低抑菌浓度（minimum inhibitory concentration，MIC）值为128 μg/mL，对耐甲氧西林金黄色葡萄球菌（methicillin-resistant Staphylococcus aureus，MRSA）的MIC值为16 μg/mL，对新型隐球菌Cryptococcus neoformans的MIC值为4 μg/mL；化合物15对粪肠球菌的MIC值为128 μg/mL，对MRSA的MIC值为64 μg/mL，对新型隐球菌的MIC值为8 μg/mL。结论 化合物2、4、8、9、11～19和24～28为首次从大戟科植物中分离得到，化合物1、3、5、7、20、21和23为首次从野桐属植物中分离得到，化合物6、10和22为首次从石岩枫中分离得到。化合物13和15对粪肠球菌、MRSA及新型隐球菌有一定的抑制作用。

Objective To investigate the chemical constituents of Mallotus repandus. Methods The compounds were separated and purified using a variety of chromatographic techniques, including silica gel and ODS column chromatography, as well as semi-preparative HPLC. Their structures were established by NMR and mass spectroscopy analysis. The antimicrobial activities of these isolates were evaluated by the broth microdilution method. Results Twenty-nine compounds were obtained from the dichloromethane extract of the twigs and leaves of M. repandus and identified as 3-O-cis-caffeoyl betulinic acid (1) , ergosta-4,6,8(14),22-tetraen-3-one (2), β-sitostenone (3), 5,8-epidioxyergosta-6,9(11),22-trien-3-ol (4), N(N'-benzoyl-S^*-phenylalaninyl)-S^*-phenylalaninolbenzoate (5), aurantiamide acetate (6), isoechinulin A (7), 6-geranylnaringenin (8), questin (9), 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione (10), flavoglaucin (11), isodihydroauroglaucin (12), isoaspergin (13), 5'-cis-isotetrahydroauroglaucin (14), (E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl)chroman-5-carbaldehyde (15), camellia chlorophyllide Ⅱ (16), 13²(R)-hydroxypheophorbide-a ethyl ester (17), ethyl pheophorbide a (18), ligulariaphytin A (19), (−)-α-tocospirone (20), α-tocospiro B (21), δ-tocopherol (22), α-tocopherolquinone (23), 5-methoxypinosylvin (24), dehydroabietic acid (25), (5E,7E)-9-oxooctadeca-5,7-dienoicacid (26), (10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate (27), (10E,12Z)-9-hydroxy-10,12-octadecadienoic acid (28) and palmitic acid (29), respectively. Compound 13 has a minimum inhibitory concentration (MIC) of 128 μg/mL against Enterococcus faecalis, 16 μg/mL against methicillin-resistant Staphylococcus aureus (MRSA), and 4 μg/mL against Cryptococcus neoformans. Compound 15 has an MIC of 128 μg/mL against E. faecalis, 64 μg/mL against MRSA, and 8 μg/mL against C. neoformans.Conclusion Compounds 2, 4, 8, 9, 11—19, and 24—28 were reported from Euphorbiaceae plants for the first time, compounds 1, 3, 5, 7, 20, 21, and 23 were reported from the genus Mallotus for the first time, and compounds 6, 10, and 22 were reported from M. repandus for the first time. Compounds 13 and 15 have notable inhibitory effects on E. faecalis, MRSA, and C. neoformans.

R284.1

国家自然科学基金资助项目（82373751）;教育部中药现代化与创新药物研究国际合作联合实验室开放合作课题基金