工业大麻地上部分化学成分研究((Ⅱ))

Chemical constituents from acrial part of Cannabis sativa(Ⅱ)

目的研究工业大麻Cannabis sativa地上部分的化学成分。方法采用硅胶柱色谱及HPLC等色谱技术进行分离纯化,通过理化性质与波谱数据分析鉴定结构。结果从工业大麻地上部分的醋酸乙酯萃取物中分离得到20个单体化合物,分别鉴定为大麻色原烯(1)、次大麻色原烯(2)、次大麻酚(3)、(2E,6Z)-2,6-壬二烯酸(4)、大麻艾尔松酚(5)、acetyl cannabispirol(6)、对羟基苯甲醛(7)、8-羟基乙酸芳樟酯(8)、羟基二氢博伏内酯(9)、次大麻艾尔松酚(10)、6-hydroxy-∆^((7,8))-cannabichromene(11)、cannabispiran(12)、cannabispiradienone(13)、13-羟基-9Z,11E,15E-十八碳三烯酸(14)、(±)-2,3,3a,5-tetrahydro-1H-benzo[d]pyrrolo[2,1-b][1,3]oxazin-1-one(15)、次大麻艾尔松酸B(16)、亚麻酸甲酯(17)、棕榈酸甲酯(18)、2,5-二叔丁基苯(19)、N-[2-(S)-hydroxy-2-(4-hydroxy-phenyl)-ethyl]-3-(4-hydroxy-3-methoxy-phenyl)-acrylamide(20)。结论化合物15为新天然产物,命名为大麻内酰胺A;化合物4、8、9、14、19、20为首次从该属植物中分离得到,且补充了化合物10、16的核磁共振碳谱数据。

Objective To study the chemical constituents from aerial part of Cannabis sativa.Methods The chemical constituents were isolated by silica gel column chromatography and HPLC,and the structures were identified by their spectral data and physicochemical properties analysis.Results Twenty compounds were isolated from C.sativa,and identified as cannabichromene(1),cannabivarichromene(2),cannabivarin(3),(2E,6Z)-2,6-nonadienoic acid(4),cannabielsoin(5),acetyl cannabispirol(6),p-hydroxybenzaldehyde(7),8-hydroxylinalyl acetate(8),hydroxydihydrobovolide(9),cannabielsoin-C_(3)(10),6-hydroxy-∆^((7,8))-cannabichromene(11),cannabispiran(12),cannabispiradienone(13),13-hydroxy-9Z,11E,15E-octadecatrienoic acid(14),2,3,3a,5-tetrahydro-1H-benzo[d]pyrrolo[2,1-b][1,3]oxazin-1-one(15),cannabielsoic acid B-C_(3)(16),methyl linolenate(17),methyl hexadecanoate(18),2,5-di-tert-butylphenol(19),N-[2-(S)-hydroxy-2-(4-hydroxy-phenyl)-ethyl]-3-(4-hydroxy-3-methoxy-phenyl)-acrylamide(20).Conclusion Compound 15 is new natural product,named cannabinolactam A.Compounds 4,8,9,14,19,20 are isolated from Cannabis genus for the first time.Furthermore,the assignments of ^(13)C-NMR data of compounds 10 and 16 are reported for the first time.