杨俊杰, 刘永康, 朱亮, 吴其国, 侴桂新, 许红涛. 铁棍山药皮化学成分研究J. 药学学报, 2025, 60(12): 3749-3757. DOI: 10.16438/j.0513-4870.2025-0981
引用本文: 杨俊杰, 刘永康, 朱亮, 吴其国, 侴桂新, 许红涛. 铁棍山药皮化学成分研究J. 药学学报, 2025, 60(12): 3749-3757. DOI: 10.16438/j.0513-4870.2025-0981
YANG Jun-jie, LIU Yong-kang, ZHU Liang, WU Qi-guo, CHOU Gui-xin, XU Hong-tao. Chemical constituents from Chinese Yam (Dioscorea opposita Thunb.) peelJ. Acta Pharmaceutica Sinica, 2025, 60(12): 3749-3757. DOI: 10.16438/j.0513-4870.2025-0981
Citation: YANG Jun-jie, LIU Yong-kang, ZHU Liang, WU Qi-guo, CHOU Gui-xin, XU Hong-tao. Chemical constituents from Chinese Yam (Dioscorea opposita Thunb.) peelJ. Acta Pharmaceutica Sinica, 2025, 60(12): 3749-3757. DOI: 10.16438/j.0513-4870.2025-0981

铁棍山药皮化学成分研究

Chemical constituents from Chinese Yam (Dioscorea opposita Thunb.) peel

  • 摘要: 采用硅胶柱色谱、中压液相色谱、葡聚糖凝胶Sephadex LH-20柱色谱以及高压制备液相色谱等技术, 从铁棍山药皮醇提取物的二氯甲烷部位分离得到19个化合物。通过理化性质和波谱数据分析, 鉴定出以下结构, 菲类(6个): 7′-hydroxybleformin E (1), 1,7-二羟基-5-甲氧基-9,10-二氢菲(2), 6-methoxycoelonin (3), 6-羟基-2,4,7-三甲氧基菲(4), 2,7-二羟基-4,6-二甲氧基菲(5), 5,7-二甲氧基-2,3-菲二醇(6); 联苄类(3个): 二氢松脂素(7), 2′,3-二羟基-5-甲氧基联苯(8), 去甲基山药素Ⅳ (9); 二苯基庚烷类(8个): 1,7-双(4-羟基苯基)-1,5-环氧-3-羟基庚烷(10), engelheptanoxide C (11), diosniponol A (12), (+)-hannokinol (13), (3S,5S)-3,5-二羟基-1-(4-羟基苯基)-7-(4-羟基-3-甲氧基苯基)庚烷(14), (3S,5S)-3,5-二羟基-1,7-双(4-羟基-3-甲氧基苯基)庚烷(15), 六氢姜黄素(16), (5S)-5-羟基-1-(4-羟基-3-甲氧基苯基)-7-(4-羟基苯基)-3-庚酮(17); 其他类(2个): 1个生物碱类, 阿魏酰酪胺(18)和1个脂肪酸类, 十八碳二烯酸-2,3-二羟丙基酯(19)。化合物1为新化合物; 首次对21H NMR、13C NMR谱信号进行了全归属; 化合物 21116~19为首次从薯蓣科植物中分离得到; 化合物3612为首次从山药中分离得到。α-葡萄糖苷酶抑制活性筛选显示其中13个化合物对α-葡萄糖苷酶具有不同程度的抑制活性。

     

    Abstract: Nineteen compounds were isolated from the dichloromethane portion of the ethanol extract of Chinese Yam (Dioscorea opposita Thunb.) peel, using various chromatographic techniques including: silica gel column chromatography, medium-pressure liquid chromatography, Sephadex LH-20 gel column chromatography, and preparative high-performance liquid chromatography. Based on the physicochemical properties and spectral data, their structures were determined as follows: six phenanthrenes: 7′-hydroxybleformin E (1), 1,7-dihydroxy-5-methoxy-9,10-dihydrophenanthrene (2), 6-methoxycoelonin (3), 6-hydroxy-2,4,7-trimethoxyphenanthrene (4), 2,7-dihydroxy-4,6-dimethoxyphenanthrene (5), 5,7-dimethoxy-2,3-phenanthrenediol (6); three bibenzyls: dihydropinosylvin (7), 2′,3-dihydroxy-5-methoxybibenzyl (8), demethyl batatasin Ⅳ (9); eight diarylheptanoids: 1,7-bis(4-hydroxyphenyl)-1,5-epoxy-3-hydroxyheptane (10), engelheptanoxide C (11), diosniponol A (12), (+)-hannokinol (13), (3S,5S)-3,5-dihydroxy-1-(4-hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)heptane (14), (3S,5S)-3,5-dihydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane (15), hexahydrocurcumin (16), (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-3-heptanone (17); other compounds: one alkaloid, feruloyltyramine (18), and one fatty acid, octadecadienoic acid-2,3-dihydroxypropyl ester (19). Compound 1 is a new compound, whereas the 1H NMR and 13C NMR spectral signals of 2 were fully attributed. compounds 2, 11, 16-19 were isolated from the Dioscoreaceae family for the first time, while compounds 3, 6, and 12 were the first to be reported from D. opposita. Among these, thirteen compounds showed differential inhibitory activities against α-glucosidase.

     

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