砂仁中的萜类成分及其降血糖活性  

Terpenoids from fruits of Amomum villosum and their hypoglycemic activity

作　　者：丁敏 吴圣丽 何小凤 张雪梅[1] 耿长安[1] DING Min;WU Sheng-li;HE Xiao-feng;ZHANG Xue-mei;GENC Chang-an(State Key Laboratory of Phytochemistry and Plant Resources in West China,Kiunming Institue of Botany,Chinese Academy of Sciences,Kurnming 650201,China;University of Chinese Academy of Sciences,Bejing 100049,China;School of Life Sciences,Yunnan University,Kunming 650500,China)

机构地区：[1]中国科学院昆明植物研究所植物化学与西部植物资源持续利用国家重点实验室,云南昆明650201 [2]中国科学院大学,北京100049 [3]云南大学生命科学学院,云南昆明650500

出　　处：《中国中药杂志》2022年第21期5849-5854,共6页China Journal of Chinese Materia Medica

基　　金：国家自然科学基金面上项目(82173718);云南省杰出青年科学基金项目(202201AV070010)。

摘　　要：对砂仁的化学成分进行研究,采用硅胶、葡聚糖凝胶LH-20、Rp-C18和MCI GEL CHP20P柱色谱,以及制备薄层色谱、HPLC等分离手段,从中分离得到8个萜类化合物,利用HR-ESI-MS、1D和2D NMR、IR、UV、[α]D和ECD等波谱技术鉴定为kravanhin A 3-O-β-D-glucopyranoside (1)、kravanhin B (2)、6-eudesmene-1β,4β-diol (3)、oplodiol (4)、vicodiol (5)、(1R,2S,4R,7S)-vicodiol 9-O-β-D-glucopyranoside (6)、(1R,2S,4S,5R)-angelicoidenol 2-O-β-D-glucopyranoside (7)和(1S,2S,4R,6S)-bornane-2,6-diol 2-O-β-D-glucopyranoside (8)。其中化合物1为新化合物,化合物2~5为首次从砂仁中分离得到。采用STC-1细胞模型和2种酶学(GPa和PTP1B)模型对上述8个化合物进行降血糖活性测试,发现化合物1、7、8在浓度为25.0μmol·L-1时,对GLP-1的促泌率分别为692.8%、398.6%、483.3%;化合物6对GPa具有显著抑制活性,IC50为78.6μmol·L-1。Eight terpenoids were isolated from the fruits of Amomum villosum by silica gel, Sephadex LH-20, Rp-C18, MCI GEL CHP20 P column chromatography, preparative TLC, and HPLC. Their structures were identified by HR-ESI-MS, ~1H and13C-NMR, IR, UV, [α]D, and ECD spectroscopic data as kravanhin A 3-O-β-D-glucopyranoside(1), kravanhin B(2), 6-eudesmene-1β,4β-diol(3), oplodiol(4), vicodiol(5),(1R,2S,4R,7S)-vicodiol 9-O-β-D-glucopyranoside(6),(1R,2S,4S,5R)-angelicoidenol 2-O-β-D-glucopyranoside(7), and(1S,2S,4R,6S)-bornane-2,6-diol 2-O-β-D-glucopyranoside(8). Compound 1 was a new compound, and compounds 2-5 were isolated from A. villosum for the first time. Their hypoglycemic activity was tested based on STC-1 cell model and two enzymatic models(GPa and PTP1 B). The results showed that compounds 1, 7, and 8 could stimulate GLP-1 with the secretion rates of 692.8%, 398.6%, and 483.3% at 25.0 μmol·L-1, and compound 6 showed inhibitory activity against GPa with an IC50value of 78.6 μmol·L-1.

关 键 词：kravanhin A 3-O-β-D-glucopyranoside 砂仁 降血糖活性 促GLP-1分泌 GPa抑制活性 

分 类 号：R284.1[医药卫生—中药学] R285[医药卫生—中医学]