Five-member thio-heterocyclic fused naphthalimides with aminoalkyl side chains: intercalation and photocleavage to DNA.
Novel five-member thio-heterocyclic fused naphthalimides with aminoalkyl side chains were designed, synthesized and evaluated. These compounds have high Scatchard binding constants. They could damage DNA (supercoiled pBR322) from form I (closed) to II (nicked) at a concentration as low as 10 microM and from form I to form III at a concentration of 50 microM. The results implied that the influence of intercalating ability of chromophores on photocleaving ability of photocleavers depended on the mechanism of photocleavage.
Xu
Yufang
Y
Shanghai Key Lab. Chem. Biology, East China University of Science and Technology, Shanghai 200237, China.
Qu
Baoyuan
B
Qian
Xuhong
X
Li
Yonggang
Y
D004249:DNA Damage / Q000187:drug effects* / Q000528:radiation effects; D004278:DNA, Superhelical / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000494:pharmacology; D007094:Imides / Q000138:chemical synthesis* / Q000494:pharmacology; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D009281:Naphthalenes / Q000138:chemical synthesis / Q000494:pharmacology; D010782:Photolysis; D013329:Structure-Activity Relationship; D013440:Sulfides / Q000138:chemical synthesis / Q000494:pharmacology
D004278:DNA, Superhelical; D006576:Heterocyclic Compounds, 4 or More Rings; D007094:Imides; D007364:Intercalating Agents; D009281:Naphthalenes; D013440:Sulfides