Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.
Phytochemistry. 2022 Jul;199:113166. doi: 10.1016/j.phytochem.2022.113166. Epub 2022 Apr 1.
Kiiacylphnols A-H, eight previously undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs), along with two known congeners (hyperforcinol F and oxepahyperforin), were obtained from Hypericum przewalskii Maxim. The structures of these metabolites were confirmed by spectroscopic analyses, quantum-chemical H and C NMR calculations with DP4+ analyses, electronic circular dichroism (ECD) comparisons and calculations. Kiiacylphnols A and B were the first [3.3.1]-type PPAPs with an unusual octahydrooxireno[2,3-i]chromene scaffold bearing a rare 6/6/6/3 ring system. More significantly, kiiacylphnol A and oxepahyperforin displayed cytotoxicity against acute myeloid leukemia and diffuse large B-cell lymphoma cell lines by inducing cell apoptosis.
基酰基苯并呋喃醇 A-H,八种以前未被描述的多环聚异戊烯基酰基苯并呋喃醇(PPAPs),以及两种已知的同系物(贯叶金丝桃醇 F 和氧代贯叶金丝桃素),从贯叶金丝桃(Hypericum przewalskii Maxim)中分离得到。这些代谢产物的结构通过光谱分析、带有 DP4+ 分析的量子化学 H 和 C NMR 计算、电子圆二色性(ECD)比较和计算得到确认。基酰基苯并呋喃醇 A 和 B 是具有不寻常的八氢环氧[2,3-i]色烯骨架的第一个 [3.3.1] 型 PPAPs,其具有罕见的 6/6/6/3 环系统。更重要的是,基酰基苯并呋喃醇 A 和氧代贯叶金丝桃素通过诱导细胞凋亡对急性髓系白血病和弥漫性大 B 细胞淋巴瘤细胞系表现出细胞毒性。