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具有心脏保护活性的黄杨属植物中结构多样的生物碱。

Structurally diverse alkaloids from Buxus sempervirens with cardioprotective activity.

机构信息

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.

State Key Laboratory of Oncogenes and Related Genes, Renji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, People's Republic of China.

出版信息

Bioorg Chem. 2021 Apr;109:104753. doi: 10.1016/j.bioorg.2021.104753. Epub 2021 Feb 20.

DOI:10.1016/j.bioorg.2021.104753
PMID:33652163
Abstract

Extensive phytochemical study of the methanol extract of twigs and leaves of Buxus sempervirens resulted in the identification of 17 Buxus alkaloids, including 12 new ones, namely buxusemines A-L (1-12). Their structures were delineated by detailed analysis of the HRESIMS and NMR data, as well as quantum chemical NMR calculations. Buxusemine A (1) represents the second Buxus alkaloid with a unique spiro[4.6]undecatriene moiety, buxusemines B-C (2-3) are a rarely occurring class of Buxus alkaloids featured with an additional five-membered ring through the ether or lactone linkage between C-10 and C-23, and buxusemines D-F (4-6) are another rare type of Buxus alkaloids with an epoxy motif. In the assessment of their bioactivities, buxusemine F (6) and buxanoldine (17) displayed more potent protective effects than the positive control cyclovirobuxinum D in the doxorubicin-induced cardiac injury model.

摘要

对黄杨科黄杨属小枝和叶甲醇提取物进行了广泛的植物化学研究,从中鉴定出了 17 种黄杨生物碱,包括 12 种新化合物,分别命名为黄杨碱 A-L(1-12)。通过对 HRESIMS 和 NMR 数据的详细分析以及量子化学 NMR 计算,确定了它们的结构。黄杨碱 A(1)是第二个具有独特螺[4.6]十一碳三烯部分的黄杨生物碱,黄杨碱 B-C(2-3)是一类罕见的黄杨生物碱,通过 C-10 和 C-23 之间的醚或内酯键连接额外的五元环,而黄杨碱 D-F(4-6)是另一类具有环氧基序的罕见黄杨生物碱。在评估它们的生物活性时,黄杨碱 F(6)和黄杨宁(17)在阿霉素诱导的心脏损伤模型中显示出比阳性对照环维黄杨星 D 更强的保护作用。

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