中成药2024,Vol.46Issue(3) :834-842.DOI:10.3969/j.issn.1001-1528.2024.03.020

青钱柳叶化学成分及其α-葡萄糖苷酶抑制活性研究

Chemical constituents from the leaves of Cyclocarya paliurus and their α-glucosidase inhibitory activities

杨勇 郭婷思 谢敏 谭李宏 李文楚 郑豪 黄费炳 杨玉佩 王炜 翦雨青
中成药2024,Vol.46Issue(3) :834-842.DOI:10.3969/j.issn.1001-1528.2024.03.020

青钱柳叶化学成分及其α-葡萄糖苷酶抑制活性研究

Chemical constituents from the leaves of Cyclocarya paliurus and their α-glucosidase inhibitory activities

杨勇 1郭婷思 1谢敏 1谭李宏 1李文楚 1郑豪 1黄费炳 1杨玉佩 1王炜 1翦雨青1
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作者信息

  • 1. 湖南中医药大学中医药民族医药国际联合实验室,湖南 长沙 410208
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摘要

目的 研究青钱柳Cyclocarya paliurus(Batal.)Iljinskaja叶的化学成分及其α-葡萄糖苷酶抑制活性.方法 青钱柳叶 95%乙醇提取物采用大孔树脂、硅胶、Sephadex LH-20、聚酰胺、C18反相硅胶及半制备HPLC进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构.采用PNPG法评价其α-葡萄糖苷酶抑制活性.结果 从中分离得到15 个化合物,分别鉴定为cyclopaloside C(1)、cyclopaloside A(2)、juglanosides E(3)、vaccinin A(4)、ent-mururin A(5)、山柰酚-3-O-α-L-鼠李糖苷(6)、山柰酚-3-O-β-D-葡萄糖苷(7)、山柰酚-3-O-β-D-葡萄糖醛酸甲酯(8)、山柰酚-3-O-β-D-葡萄糖醛酸乙酯(9)、山柰酚-3-O-β-D-葡萄糖醛酸丁酯(10)、槲皮素-3-O-α-L-鼠李糖苷(11)、槲皮素-3-O-β-D-葡萄糖苷(12)、槲皮素-3-O-β-D-半乳糖苷(13)、槲皮素-3-O-β-D-葡萄糖醛酸丁酯(14)、香橙素(15).总提取物抑制α-葡萄糖苷酶的IC50值为(1.83±0.04)μg/mL,化合物1、4~5 分别为(29.48±1.86)、(0.50±0.07)、(0.71±0.07)μmol/L.结论 化合物 1 为新四氢萘醇苷类,化合物 4~5、8~10、14 为首次从青钱柳叶中分离得到.化合物 4~5 为较少见的黄酮木脂素类化合物,对α-葡萄糖苷酶具有潜在的抑制活性.

Abstract

AIM To study the chemical constituents from the leaves of Cyanocarya paliurus(Batalin)Iljinskaja and their α-glucosidase inhibitory activities.METHODS The 95%ethanol extract from the leaves of C.paliurus was isolated and purified by macroporous resin,silica gel,Sephadex LH-20,polyamide,C18 reversed-phase silica gel and semi-preparative HPLC,then the structures of obtained compounds were identified by physicochemical properties and spectral data.Their α-glucosidase inhibitory activities were evaluated by PNPG.RESULTS Fifteen compounds were isolated and identified as cyclopaloside C(1),cyclopaloside A(2),juglanosides E(3),vaccinin A(4),ent-murin A(5),kaempferol 3-O-α-L-rhamnopyranoside(6),kaempferol-3-O-β-D-glucopyranoside(7),kaempferol-3-O-β-D-glucuronide methyl ester(8),kaempferol-3-O-β-D-glucuronide ethyl ester(9),kaempferol-3-O-β-D-glucuronide butyl ester(10),quercetin-3-O-α-L-rhamnopyranoside(11)quercetin-3-O-β-D-glucopyranoside(12),quercetin-3-O-β-D-galactopyranoside(13),quercetin-3-O-β-D-glucuronide butyl ester(14),dihydrokaempferol(15).The IC50 value of total extracts ihibited α-glucosidase was(1.83±0.04)μg/mL,and the IC50 values of compounds 1,4-5 were(29.48±1.86),(0.50±0.07),(0.71±0.07)μmol/L,respectively.CONCLUSION Compound 1 is a new tetrahydronaphthalene glycoside.Compounds 4-5,8-10 and 14 are isolated from the leaves of C.paliurus for the first time.Compounds 4-5 are relatively rare flavonoid lignans with potential inhibitory activities against α-glucosidase.

关键词

青钱柳//化学成分/分离鉴定/α-葡萄糖苷酶抑制活性

Key words

Cyclocarya paliurus(Batal.)Iljinskaja/leaves/chemical constituents/isolation and identification/α-glucosidase inhibitory activities

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基金项目

湖南省教育厅重点实验室项目(2022ZYYGN01)

湖南省中医药管局一般项目(B2023143)

湖南省天然药物资源与功能重点实验室开放基金(2022ZYYGN03)

湖南省大学生创新训练项目(S202310541080)

湖南中医药大学大学生创新创业训练计划(2022)(213)

出版年

2024
中成药
国家食品药品监督管理局,信息中心中成药信息站,上海中药行业协会

中成药

CSTPCDCSCD北大核心
影响因子:1.217
ISSN:1001-1528
参考文献量28
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