Octa-substituted anionic porphyrins: topoisomerase I inhibition and tumor cell apoptosis induction.
Beta-octabromo- meso-tetra(4-carboxyl)phenyl porphyrin 6 and beta-octaphenyl- meso-tetra(4-carboxyl)phenyl porphyrin 8 were synthesized and fully characterized by (1)H NMR, UV, and HRMS. Their cytotoxicities to tumor cells were tested using MTT assays. One kind of tumor cell apoptosis induced by these anionic porphyrins under irradiation was examined by flow cytometric analysis. The inhibition of Topo I (Topoisomerase I) indicates that Topo I preferentially binds to the synthesized compounds, thus blocking the interaction between Topo I and DNA. The results implied that compounds 4, 6, and 8 are potential inhibitors to Topo I, which might be one of the important factors inducing apoptosis of tumor cells.
Zhai
Baoping
B
College of Chemistry and Molecular Sciences, State Key Laboratory of Virology, and School of Life Science, Wuhan University, Hubei, Wuhan 430072, PR China.
Shuai
Li
L
Yang
Li
L
Weng
Xiaocheng
X
Wu
Lin
L
Wang
Shaoru
S
Tian
Tian
T
Wu
Xiaojun
X
Zhou
Xiang
X
Zheng
Congyi
C
D000818:Animals; D017209:Apoptosis / Q000187:drug effects*; D053148:Caspase 3 / Q000378:metabolism; D002417:Cattle; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004264:DNA Topoisomerases, Type I / Q000378:metabolism; D042541:Intracellular Space / Q000201:enzymology; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D059004:Topoisomerase I Inhibitors
D011166:Porphyrins; D059004:Topoisomerase I Inhibitors; D053148:Caspase 3; D004264:DNA Topoisomerases, Type I