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目的 研究酒多花黄精Polygonatum cyrtonema Hua的化学成分。方法 采用硅胶、凝胶、半制备型HPLC等色谱技术对酒多花黄精50%乙醇提取物进行分离纯化，并利用1H-NMR、13C-NMR、MS等技术结合文献数据对所得化合物的结构进行鉴定。结果 从酒多花黄精50%乙醇提取物中分离得到17个化合物，分别鉴定为4-[formyl-5-(methoxymethyl)-1H-pyrrol-1-yl](1)、5,5'-((((5-(hydroxymethyl)furan-2-yl)methylene)bis(oxy))bis(methylene))bis(furan-2-carbaldehyde)(2)、4-hydroxy-5-methylfuran-3-caboxylic acid(3)、5-羟甲基糠醛(4)、(2S,4S)-4-hydroxytetrahyrofuran-2-carboxylic acid(5)、5-(hydromethyl)-2-carboxylic acid(6)、methyl 5-(hydroxymethyl)furan-2-carboxylate(7)、5-(hydroxymethyl)-1H-pyrrol-2-yl-methanediol(8)、黄精碱A(9)、polygonatine N4(10)、焦谷氨酸甲酯(11)、焦谷氨酸丁酯(12)、N-反式阿魏酰酪胺(13)、对羟基苯乙醇(14)、4',5,7-三羟基-6,8-二甲基高异黄酮(15)、邻苯三酚(16)和对羟基苯甲醛(17)。结论 化合物1 ～ 3、5 ～ 8、12和16 ～ 17为首次从多花黄精的炮制品中分离得到。
Abstract：Objective To study the chemical constituents of wine-processed Polygonatum cyrtonema Hua.Methods A variety of separation and purification methods were selected,such as silica gel,gel and semi-preparative chromatography.The structures of compounds were identified via 1H-NMR,13C-NMR and MS data along with literatures.Results 17 compounds were isolated from 50% ethanol extract of the wine-processed P.cyrtonema,which identified as methyl 4-[formyl-5-(methoxymethyl)-1H-pyrrol-1-yl](1),5,5'-((((5-(hydroxymethyl)furan-2-yl)methylene)bis(oxy))bis(methylene))bis(furan-2-carbaldehyde) (2),4-Hydroxy-5-methylfuran-3-caboxylic acid (3),5-hydroxymethyllfurfural (4),(2S,4S)-4-hydroxytetrahyrofuran-2-carboxylic acid (5),5-(hydromethyl)-2-carboxylic acid (6),methyl 5-(hydroxymethyl)furan-2-carboxylate (7),5-(hydroxymethyl)-1H-pyrrol-2-yl-methanediol (8),polygonatine A (9),polygonatine N4 (10),L-pyroglutamic acid methyl ester (11),L-pyroglutamic acid butyl ester (12),N-trans-feruloyltyramine(13),p-hydroxyphenylethanol (14),4',5,7-trihydroxy-6,8-dimethylhmoisoflavanone (15),1,2,3-trihydroxybenzene (16) and p-hydroxy benzaldehde (17).Conclusion Compounds 1-3,5-8,12 and 16-17 are isolated from processed P.cyrtonema Hua for the first time.
[1]国家药典委员会.中华人民共和国药典：一部[S].北京：中国医药科技出版社，2020:327-328.
[2]任洪明，邓亚羚，张金莲，等.药用黄精炮制的历史沿革、化学成分及药理作用研究进展[J].中国中药杂志，2020,45(17):4163-4182.
[3]姚佳丽，洪震，业康，等.多花黄精组方调节免疫与抗疲劳药效评价研究[J].科技通报，2024,40(11):42-49.
[4]李婷婷，严晓雪，周溯，等.提取物体外干预 3T3-L1 前脂肪细胞并缓解其脂质积累[J].现代食品科技，2023,39(12):95-106.
[5]WANG W X,DABU X,HE J,et al.Polygonatone H,a new homoisoflavanone with cytotoxicity from Polygonatum cyrtonema Hua[J].Nat Prod Res,2019,33(12):1727-1733.
[6]MA K,HUANG X F,KONG L Y.Steroidal saponins from Polygonatum cyrtonema[J].Chem Nat Compd,2013,49(5):888-891.
[7]TENG H H,ZHANG Y,JIN C S,et al.Polysaccharides from steam-processed Polygonatum cyrtonema Hua enhance antioxidant activity through the activation of Nrf2/HO-1 signaling[J].J Sci Food Agr,2023,103:779-791.
[8]金传山，许凤清，吴德玲，等.一种酒制多花黄精多糖的制备方法及用途：ZL202111682161.X[P].2024-05-10.
[9]CHIN Y W,LIM S W,KIM S H,et al.Hepatoprotective pyrrole derivatives of Lycium chinense Fruits[J].Bioorg Med Chem Lett,2003,13(1):79-81.
[10]WANG C,HOU Y,LIN Y,et al.Rapid determination and conversion study of 5-hydroxymethylfurfural and its derivatives in glucose injection[J].New J Chem,2018,42(21):17725-17731.
[11]JIN T Y,SHEN T,ZHOU M X,et al.Chemical constituents from Portulaca oleracea and their bioactivities[J].J Chin Pharm Sci,2016,25:898-905.
[12]赵宏苏，许凤清，陈箫箫，等.霍山石斛化学成分研究[J].天然产物研究与开发，2021,33(9):1491-1498.
[13]ALLAN R D,TRAN H W.Synthesis of analogues of GABA.XII.cis-and trans-4-Aminotetrahydrofuran-2-carboxylic acid[J].Aust J Chem,1984,37(5):1123-1126.
[14]BAN H,CHENG Y,WANG L,et al.One-pot method for the synthesis of 2,5-furandicarboxylic acid from fructose:in situ oxidation of 5-hydroxymethylfurfural and 5-acetoxymethylfurfural over Co/Mn/Br catalysts inacetic acid[J].Ind Eng Chem Res,2022,62(1):291-301.
[15]SCHMUCK C,MACHON U.2-(Guanidiniocarbonyl) furans as a new class of potential anion hosts:synthesis and first binding studies[J].Eur J Org Chem,2006,19:4385-4392.
[16]ZUBATYUK R I,VOLOVENKOY M,SHISHKIN O V,et al.Aromaticity-controlled tautomerism and resonance-assisted hydrogen bonding in heterocyclic enaminone-iminoenol systems[J].J Org Chem,2007,72(3):725-735.
[17]SUN L R,LI X,WANG S X.Two new alkaloids from the rhizome of Polygonatum sibiricum[J].J Asian Nat Prod Res,2005,7(2):127-130.
[18]WANG W X,ZHANG X,HE J,et al.Analysis of chemical constituents from Polygonatum cyrtonema after “Nine-Steam-Nine-Bask” processing[J].Phytochem Lett,2019,29:35-40.
[19]白志强，林秀萍，杨斌，等.红树林内生真菌Pestalotiopsis versicolor的化学成分研究[J].天然产物研究与开发，2014,26(2):206-208.
[20]HUSSAIN S F,G?ZLER B,SHAMMA M,et al.Feruloyltyramine from hypecoum[J].Phytochemistry,1980,21(12):2979-2980.
[21]况家才，余章昕，岑福凌，等.绣球防风中酚酸类成分及其抗炎活性研究[J].中国中药杂志，2024,49(11):2940-2946.
[22]WANG D,LI D,ZHU W,et al.A new C-methylated homoisoflavanone and triterpenoid from the rhizomes of Polygonatum odoratum[J].Nat Prod Res,2009,23(6):580-589.
[23]CHAN Y T,HUANG J,WONGH C,et al.Metabolic fate of black raspberry polyphenols in association with gut microbiota of different origins in vitro[J].Food Chem,2023,404:134644.
[24]任萃姣，丁杨飞，李靖季，等.多花黄精炮制前后化学成分差异的UPLC-Q-Exactive Orbitrap MS分析[J].中国实验方剂学杂志，2024,30(24):183-189.
[25]HUANG L P,WU Y,YIN H X,et al.Two new compounds from the stewed Polygonatum cyrtonema Hua and their protective effect against Aβ25-35 induced cytotoxicity and oxidative stress damage[J].Nat Prod Res,2021,35(23):4945-4952.
[26]余欢迎，高海燕，金传山，等.基于灰色关联度分析法的多花黄精不同炮制品水煎液滋阴作用与其成分相关性研究[J].世界中医药，2022,17(6):1220-1226.
[27]CHEN H,LI Y G,LI X F,et al.Homoisoflavanones with estrogenic activity from the rhizomes of Polygonatum sibiricum[J].J Asian Nat Prod Res,2018,21(1):92-100.
[28]康显杰，叶佩，李亚飞，等.九蒸九晒多花黄精的多个成分动态研究[J].时珍国医国药，2024,35(14):3193-3198.
基本信息:
DOI：10.13728/j.1673-6427.2025.04.008
中图分类号:R284.1
引用信息:
[1]朱生良,胡华萍,张意等.酒多花黄精化学成分研究[J].现代中药研究与实践,2025,39(04):49-53.DOI:10.13728/j.1673-6427.2025.04.008.
基金信息:
安徽省高校协同创新项目(GXXT-2022-066)