Three New Hydroxytetradecenals from Amomum tsao-ko with Protein Tyrosine Phosphatase 1B and Glycogen Phosphorylase Inhibitory Activity  

作　　者：Xiaolu Qin Xinyu Li Yi Yang Mei Huang Shengli Wu Pianchou Gongpan Lianzhang Wu Juncai He Changan Geng 

机构地区：[1]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,650201,China [2]Nujiang Green Spice Industry Research Institute,Lushui,673100,China [3]University of Chinese Academy of Sciences,Beijing,100049,China

出　　处：《Phyton-International Journal of Experimental Botany》2024年第5期875-883,共9页国际实验植物学杂志（英文）

基　　金：the Yunnan Major Scientific and Technological Program(202202AE090035);Xingdian Yingcai Project(YNWR-QNBJ-2018-061);the Yunnan Fundamental Research Projects(202201AV070010,202301AS070069);Yunnan Province Science and Technology Department(202305AH340005);the Fund of State Key Laboratory of Phytochemistry and Plant Resources in West China(P2022-KF12).

摘　　要：The fruits of Amomum tsao-ko(Cao-Guo)were documented in Chinese Pharmacopoeia for the treatment of abdominal pain,vomiting,and plague.In our previous study,a series of diarylheptanes and flavonoids withα-glucosidase and protein tyrosine phosphatase 1B(PTP1B)inhibitory activity have been reported from the middle-polarity part of A.tsao-ko,whereas the antidiabetic potency of the low-polarity constituents is still unclear.In this study,three new hydroxytetradecenals,(2E,4E,8Z,11Z)-6R-hydroxytetradeca-2,4,8,11-tetraenal(1),(2E,4E,8Z)-6R-hydroxytetradeca-2,4,8-trienal(2)and(2E,4E)-6R-hydroxytetradeca-2,4-dienal(3)were obtained from the volatile oils of A.tsao-ko.The structures of compounds 1–3 were determined using spectroscopic data involving 1D and 2D nuclear magnetic resonance(NMR),high-resolution mass spectra(HRMS),and specific rotation([α]D).Their hypoglycemic activity was evaluated against glycogen phosphorylase(GPa)and PTP1B.Compounds 1 and 2 displayed moderate activity against PTP1B with inhibition rates of 33.8%−50.3%at 100 and 200μM.Moreover,compound 1 exhibited an obvious inhibitory effect on GPa(IC50=31.7μM),whereas compound 2 was inactive.This study demonstrates hydroxytetradecenals as the characteristic components of A.tsao-ko with therapeutic potential in diabetes.

关 键 词：Cao-Guo PTP1B and GPa inhibitors diabetes mellitus volatile oils 

分 类 号：Q94[生物学—植物学]