Synthesis, molecular structure, DNA-binding, cytotoxicity, apoptosis and antioxidant activity of compounds containing aryloxazole.
Three novel aryloxazole compounds 1-3 were synthesized and characterized. The crystal structures of compounds 2 and 3 show that N atom locates at β-position and O atom at α-position in naphthalene cycle. The DNA binding constants for compounds 1-3 are 4.44 × 10(3), 5.31 × 10(3) and 2.64 × 10(3) M(-1), respectively. The viscosity measurements indicate that these compounds intercalate between the DNA base pairs. Upon irradiation, compounds 1-3 can effectively cleave pBR322 DNA. The cytotoxicity of the compounds against BEL-7402, A549, MG-63 and SKBR-3 were assayed by MTT method. The apoptosis and cell cycle arrest were investigated towards A549 cells. The antioxidant activities of the compounds against hydroxyl radicals were also explored.
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, PR China.
Xiu-Zhen
XZ
Wang
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, PR China.
Guang-Bin
GB
Jiang
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, PR China.
Gan-Jian
GJ
Lin
School of Life Science and Biopharmaceutical, Guangdong Pharmaceutical University, Guangzhou 510006, PR China. Electronic address: hhongliang@163.com.
Hong-Liang
HL
Huang
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, PR China.
Yang-Yin
YY
Xie
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, PR China. Electronic address: lyjche@163.com.
Yun-Jun
YJ
Liu
D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects*; D059447:Cell Cycle Checkpoints / Q000187:drug effects; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D004247:DNA / Q000378:metabolism*; D006801:Humans; D017665:Hydroxyl Radical / Q000737:chemistry; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*
D000975:Antioxidants; D007364:Intercalating Agents; D010080:Oxazoles; D017665:Hydroxyl Radical; D004247:DNA
Apoptosis; Aryloxazole compounds; Cell cycle arrest; Cytotoxicity; DNA binding