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Discovery of diverse sesquiterpenoids from Magnolia grandiflora with cytotoxic activities by inducing cell apoptosis
Xu,Shuangyu; Tang,Yunyan; Li,Yanan; Yang,Jue; Gu,Wei; Hao,Xiaojiang; Yuan,Chunmao
2023
发表期刊BIOORGANIC CHEMISTRY
ISSN1090-2120
卷号139页码:106707
摘要Phytochemical study of Magnolia grandiflora led to the isolation of 39 sesquiterpenoids, including 15 new compounds (1-15). Compounds 1 and 2 are discovered to be the first 13-norgermacrane type sesquiterpenoids in natural products. Compound 15 is a rare 5,6-seco-guaiane type sesquiterpene and its possible biogenic precursor is presumed to be compound 20. Subsequent structural modification for compound 28 led to 21 derivatives, among which 15 derivatives were new compounds. All compounds were tested for the inhibitory effects on three tumor cell lines, and 17 compounds were active with the IC50 values ranging from 1.91 & PLUSMN; 0.39 & mu;M to 12.29 & PLUSMN; 1.68 & mu;M. The structure-activity relationships implied that an & alpha;, & beta;-unsaturated lactone group was an important active group for the cytotoxicity. Two most active compounds (19 and 29) with low toxicity on normal human liver cell line were selected for further mechanism study. Compound 29 could induce apoptosis on Colo320DM cells through influencing the key apoptotic related proteins, such as PARP, Cleaved PARP, cleaved Caspase-3, and pro-Caspase 3. In addition, compound 19 with the best cytotoxic activity on HEL cells also could induce the apoptosis in dose- and time-dependent manners. In summary, our investigation implied that compounds 19 and 29 are two new potential anti-cancer candidates for ongoing study in the future.
关键词Magnolia grandiflora Sesquiterpenoids Isolation and structural modification Cytotoxic activity Apoptosis LACTONES DERIVATIVES LEAVES AGENTS
DOI10.1016/j.bioorg.2023.106707
收录类别SCI
WOS记录号WOS:001039167000001
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/75474
专题中国科学院昆明植物研究所
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Xu,Shuangyu,Tang,Yunyan,Li,Yanan,et al. Discovery of diverse sesquiterpenoids from Magnolia grandiflora with cytotoxic activities by inducing cell apoptosis[J]. BIOORGANIC CHEMISTRY,2023,139:106707.
APA Xu,Shuangyu.,Tang,Yunyan.,Li,Yanan.,Yang,Jue.,Gu,Wei.,...&Yuan,Chunmao.(2023).Discovery of diverse sesquiterpenoids from Magnolia grandiflora with cytotoxic activities by inducing cell apoptosis.BIOORGANIC CHEMISTRY,139,106707.
MLA Xu,Shuangyu,et al."Discovery of diverse sesquiterpenoids from Magnolia grandiflora with cytotoxic activities by inducing cell apoptosis".BIOORGANIC CHEMISTRY 139(2023):106707.
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