[關(guān)鍵詞]
[摘要]
目的 對檀香科槲寄生屬植物槲寄生Viscum coloratum干燥地上部分的化學成分進行系統(tǒng)研究。方法 采用連續(xù)加熱回流提取法以及大孔樹脂柱吸附法進行有效組分富集;綜合運用硅膠、ODS、Sephadex LH-20及HPLC等色譜方法,對其化學成分進行分離純化;通過UV、IR、1D-NMR、2D-NMR、MS等波譜學手段,對所分得的單體化合物進行結(jié)構(gòu)鑒定。利用脂多糖誘導小鼠巨噬細胞(RAW264.7)建立的炎癥模型,測定分離得到的單體化合物的抗炎作用。結(jié)果 從槲寄生95%乙醇提取物中分離并鑒定了37個化合物,分別鑒定為10-(7-((1R)-1,3-dimethylbicyclo[3.1.1]hept-3-en-1-yl) propylidene)propane-11,15-diol(1)、大瑤靈芝內(nèi)酯A(2)、脫落酸(3)、樺木酸甲酯(4)、齊墩果酸(5)、白樺脂酸(6)、3,28-二羥基羽扇豆醇(7)、(−)-黑麥草內(nèi)酯(8)、betulinic 3β-hydroxy-11α,12α- epoxyoleanan-28,13β-olide(9)、松柏苷(10)、松脂酚(11)、濱蒿內(nèi)酯(12)、紫丁香苷(13)、threo-syringylglycerol-8-O-4'-(sinapyl alcohol) ether(14)、香茶菜苷II(15)、阿魏酸(16)、落葉松脂醇-4'-O-β-D-葡萄糖苷(17)、(−)-里奧樹脂醇-3α-O-β-D-吡喃葡萄糖苷(18)、(+)-南燭木樹脂酚(19)、咖啡酸(20)、(−)-5'-甲氧基松脂素(21)、(−)-松脂素-4,4'-二-O-β-D-吡喃葡萄糖苷(22)、苦玄參苷C(23)、(−)-丁香樹脂酚(24)、柚皮素(25)、槲皮素(26)、7,3',4'-三甲基槲皮素(27)、高圣草素(28)、2-hydroxy-4-O-α-L-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenylarabinofuranoside(29)、香草酸(30)、羥基酪醇(31)、鄰苯二甲酸二丁酯(32)、salicyl alcohol-1-O-β-D (3'-benozyl) glucopyranoside(33)、methyl 2-O-β-D-glucopyranosylbenzoate(34)、succinic acid monobutyl ester(35)、1-ethyl nonanedioate(36)、1-azeloyl-rac-glycer(37)。結(jié)論 化合物1為新化合物,命名為α-反式檸檬烯二醇;化合物4、9、10、14、15、17、22、23、31、32、34~37為首次從檀香科中分離得到,化合物12、33為首次從槲寄生屬植物中分離得到,化合物11、21、24為首次從槲寄生中分離得到。體外活性研究結(jié)果表明,化合物1、26、27、30抗炎活性最為顯著。
[Key word]
[Abstract]
Objective To systematically study the chemical constituents of the dry aboveground parts of Viscum coloratum of the Santalaceae. Methods The effective components were enriched by continuous heating reflux extraction and macroporous resin column adsorption. The chemical components were separated and purified by silica gel, ODS, Sephadex LH-20 and HPLC. The structure of the isolated monomer compounds was identified by UV, IR, 1D-NMR, 2D-NMR, MS and other spectroscopic methods. The anti-inflammatory effects of the isolated monomeric compounds were determined using an inflammatory model established by LPS-induced mouse macrophages (RAW264.7). Results A total of 37 compounds were isolated and identified from 95% ethanol extract of V. coloratum. They were identified as 10-(7-((1R)-1,3-dimethylbicyclo[3.1.1]hept-3-en-1-yl)propylidene)propane-11,15-diol (1), dayaolingzhilactone A (2), abscisic acid (3), betulinic acid methyl ester (4), oleanolic acid (5), betulinic acid (6), 3,28-dihydroxyllupeol (7), (−)-loliolide (8), 3β-hydroxy-11α,12α-epoxyoleanan-28,13β-olide (9), coniferin (10), pinoresinol (11), scoparone (12), syringin (13), threo-syringylglycerol-8-O-4'-(sinapyl alcohol) ether (14), isodonosides Ⅱ (15), ferulic acid (16), lariciresinol-4'-O-β-D-glucoside (17), (−)-lyoniresinol-3α-O-β-D-glucopyranoside (18), (+)-lyoniresino (19), caffeic acid (20), (−)-medioresinol (21), (−)-pinoresinol-4,4'-di-O-β-D-glucopyranoside (22), picraquassioside C (23), (−)-syringaresinol (24), naringenin (25), quercetin (26), 7,3',4'-trimethylquercetin (27), homoeriodictyol (28), 2-hydroxy-4-O-α-L-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenylarabino- furanoside (29), vanillic acid (30), hydroxytyrosol (31), dibutyl phthalate (32), salicyl alcohol-1-O-β-D (3'-benozyl) glucopyranoside (33), methyl 2-O-β-D-glucopyranosylbenzoate (34), succinic acid monobutyl ester (35), 1-ethyl nonanedioate (36), 1-azeloyl-rac-glycer (37). Conclusion Compound 1 is a new compound, named α-trans limonenediol. Compounds 4, 9, 10, 14, 15, 17, 22, 23, 31, 32, and 34—37 are isolated from Santalaceae family for the first time, compounds 12 and 33 were isolated from Viscum genus for the first time and compounds 11, 21 and 24 are isolated from this plant for the first time. The results of in vitro activity studies indicate that compounds 1, 26, 27 and 30 exhibit the most significant anti-inflammatory activity.
[中圖分類號]
R284.1
[基金項目]
國家自然科學基金項目(U22A20370);黑龍江省自然科學基金基金項目(PL2024H232);黑龍江省“雙一流”學科協(xié)同創(chuàng)新成果建設(shè)項目(LJGXCG2022-096)