Design, synthesis and structure-activity relationships of mangostin analogs as cytotoxic agents

被引:26
作者
Chi, Xiao-Qian [1 ,2 ]
Zi, Cheng-Ting [3 ]
Li, Hong-Mei [1 ]
Yang, Liu [1 ]
Lv, Yong-Feng [1 ,2 ]
Li, Jin-Yu [1 ,2 ]
Hou, Bo [1 ,2 ]
Ren, Fu-Cai [1 ,2 ]
Hu, Jiang-Miao [1 ]
Zhou, Jun [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, Yunnan Key Lab Nat Med Chem, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Yunnan Agr Univ, Coll Sci, Kunming 650201, Yunnan, Peoples R China
关键词
ALPHA-MANGOSTIN; GARCINIA-MANGOSTANA; PRENYLATED XANTHONES; BIOLOGICAL EVALUATION; INHIBITORY-ACTIVITY; CELL-DEATH; DERIVATIVES; CONSTITUENTS; MECHANISM; CARCINOMA;
D O I
10.1039/c8ra08409b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In order to better understand the structure-activity relationship of mangostin, a series of xanthone derivatives based on -mangostin were designed and synthesized. All the compounds were evaluated for their cytotoxicity against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480) using MTT assays. Most of them showed cytotoxicity and most of all, compounds 1a and 2h showed the highest cytotoxic potency by HL-60 cancer cell lines with IC50 values of 5.96 M and 6.90 M respectively; compound 3e showed the highest cytotoxic potency against SMMC-7221 cancer cell line with IC50 values of 3.98 M; compounds 2e and 2m showed lower cytotoxicity but higher selectivity than -mangostin against HL-60 and SMMC-7221 cancer cell lines respectively. Structure-activity relationship analysis indicates that the maintenance of the isopentene group at C-8 is essential for the cytotoxic activity.
引用
收藏
页码:41377 / 41388
页数:12
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