Hyperatins A - D, highly oxidized polycyclic polyprenylated acylphloroglucinols from Hypericum perforatum L. with hypoglycemic potential in liver cells

被引:3
作者
Guo, Yi [1 ]
Xu, Qianqian [2 ]
Tao, Bo [1 ]
Huang, Xinye [1 ]
Cao, Yunfang [1 ]
Sun, Weiguang [1 ]
Qi, Changxing [1 ]
Zhu, Hucheng [1 ]
Zhang, Yonghui [1 ]
机构
[1] Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
[2] Huazhong Univ Sci & Technol, Maternal & Child Hlth Hosp Hubei Prov, Tongji Med Coll, Wuhan 430030, Peoples R China
基金
中国国家自然科学基金;
关键词
Hypericum perforatum L; Hypericaceae; Polycyclic polyprenylated acylphloroglucinols; Hypoglycemic activity; Glycogen synthase kinase 3; ST-JOHNS-WORT; HYPERFORIN; CONSTITUENTS; INHIBITION; DEPRESSION; METABOLISM; EXTRACTS;
D O I
10.1016/j.phytochem.2024.114047
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Hyperatins A -D ( 1 - 4 ), four previously undescribed polycyclic polyprenylated acylphloroglucinols, were isolated from Hypericum perforatum L. (St. John 's wort). Compound 1 possessed a unique octahydroindeno[1,7a- b ]oxirene ring system with a rare 2,7-dioxabicyclo[2.2.1]heptane fragment. Compounds 2 - 4 had an uncommon decahydrospiro[furan-3,7 ' -indeno[7,1- bc ]furan] ring system. Their structures were established by spectroscopic analyses and X-ray crystallography. Plausible biosynthetic pathways of 1 - 4 were also proposed. Compounds 1 and 2 exerted promising hypoglycemic activity by inhibiting glycogen synthase kinase 3 expression in liver cells.
引用
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页数:8
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