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Psiguamers A-C, three cytotoxic meroterpenoids bearing a methylated benzoylphloroglucinol framework from Psidium guajava and total synthesis of 1 and 2

查看全文 作　　者：Jiwu [1]Huang;Chuangjun [1]Li;Jie [1]Ma;Yingda [1]Zang;Xingyan [1]Sun;Xiaoguang [1]Chen;Dongming [1]Zhang 高影响力作者 机构地区：[1]State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medico,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China高影响力机构 出　　处：《Chinese Chemical Letters》索引2021年第32卷第5期,共5页高影响力期刊 基　　金：This work was supported by the National Natural Science Foundation of China(No.21772234);the National New Drug Innovation Major Project of China(Nos.2018ZX09735006 and 2018ZX09711001-002-010);CAMS Innovation Fund for Medical Sciences(Nos.2016-I2M-2-003 and 2017-I2M-3-010);the independent project of State Key Laboratory of Bioactive Substance and Function of Natural Medicines(No.GTZA201803). 摘　　要：Three sesquiterpene-based meroterpenoids psiguamers A-C(1-3)with new skeletons were isolated from Psidium guajava leaves.Compounds(±)-1 and(±)-2 were two pairs of humulene-de「ived meroterpenoids bearing a rare methylated benzoylphloroglucinol unit,while 3 was an unprecedented adduct of bicyclogermacrene and methylated benzoylphloroglucinol.Their structures were determined based on comprehensive analyses of spectroscopic data,calculated electronic circular dichroism(ECD)spectra,total synthesis,and X-ray crystallographic data.The biomimetic synthesis of(±)-1 and(±)-2 was achieved.Compound(+)-1 exhibited cytotoxic activities against five human tumor cell lines(HCT-116,HepG2,BGC-823,A549,and U251),with IC_(50) values of 2.94,9.01,6.45,5.42,and 5.33 μmol/L,respectively. 关 键 词：Psidium guajava Methylated benzoylphlorogiucinol MEROTERPENOIDS Biomimetic synthesis Cytotoxic activities
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