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 

作者机构：State Key Laboratory of Phytochemistry and Plant Resources in West ChinaKunming Institute of BotanyChinese Academy of SciencesKunming650201China Nujiang Green Spice Industry Research InstituteLushui673100China University of Chinese Academy of SciencesBeijing100049China 

出 版 物：《Phyton-International Journal of Experimental Botany》 (国际实验植物学杂志（英文）)

年 卷 期：2024年第93卷第5期

页      面：875-883页

核心收录：

学科分类：0710[理学-生物学] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

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) 

主　　题：Cao-Guo PTP1B and GPa inhibitors diabetes mellitus volatile oils 

摘      要：The fruits of Amomum tsao-ko(Cao-Guo)were documented in Chinese Pharmacopoeia for the treatment of abdominal pain,vomiting,and *** 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 ***-ko,whereas the antidiabetic potency of the low-polarity constituents is still *** 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 *** 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 *** 1 and 2 displayed moderate activity against PTP1B with inhibition rates of 33.8%−50.3%at 100 and 200μ***,compound 1 exhibited an obvious inhibitory effect on GPa(IC50=31.7μM),whereas compound 2 was *** study demonstrates hydroxytetradecenals as the characteristic components of ***-ko with therapeutic potential in diabetes.