Structures of isothiocyanates attributed to reactive oxygen species generation and microtubule depolymerization in HepG2 cells

被引：25
作者：
Pocasap, Piman [1 ]
Weerapreeyakul, Natthida [2 ]
Thumanu, Kanjana [3 ]
机构：
[1] Khon Kaen Univ, Fac Pharmaceut Sci, Grad Sch, Res & Dev Pharmaceut Program, Khon Kaen 40002, Thailand
[2] Khon Kaen Univ, Fac Pharmaceut Sci, Div Pharmaceut Chem, 123 Mittrapap Rd, Khon Kaen 40002, Thailand
[3] Publ Org, Synchrotron Light Res Inst, Nakhon Ratchasima 30000, Thailand
来源：
BIOMEDICINE & PHARMACOTHERAPY | 2018年 / 101卷
关键词：
Isothiocyanates; Structural variation; Anticancer; Microtubule depolymerization; Reactive oxygen species; HepG2; Apoptosis; MULTIDRUG-RESISTANCE PROTEIN-2; PHASE-II ENZYMES; CANCER CELLS; PHENETHYL ISOTHIOCYANATE; HEPATOCELLULAR-CARCINOMA; GENE-EXPRESSION; SULFORAPHANE; APOPTOSIS; GLUTATHIONE; ARREST;
D O I：
10.1016/j.biopha.2018.02.132
中图分类号：
R-3 [医学研究方法]; R3 [基础医学];
学科分类号：
1001 ;
摘要：
The structure of the isothiocyanates (ITCs)-erucin, sulforaphane, erysolin, sulforaphene, and phenethyl isothiocyanate-were assessed as well as their respective in vitro anticancer activity on the hepatocellular carcinoma cell line HepG2. All of these ITCs induced both apoptotic and necrotic cell death. FTIR analysis indicated that the ITCs caused changes in cellular components comparable to vinblastine. Despite no observable effect on DNA, the ITCs all induced generation of intracellular reactive oxygen species (ROS) and suppressed microtubule polymerization. The variation in sulfur oxidation states and the presence of an aromatic ring on the ITC side chain affected microtubule depolymerization and intracellular ROS generation, leading to apoptotic and necrotic cancer cell death. Knowing the influences of structural variations of the ITC side chain would be useful for selecting the more potent ITCs (i.e., erysolin) for the design and development of effective chemopreventive agents.
引用
收藏
页码：698 / 709
页数：12
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