Synthsis,Process And Spectroscopy Of Naphthalimides-polyamine Conjuates

Objective: Optimizing the synthesis process to improve the yield of the target compound;Using this optimized synthesis process,a series of 4-aminonaphthalamine-polyamine conjugates are synthesized and made into salt to improve the use of sexual problems;Exploring the patterns of 4 naphthalimides combined with the DNA to judge the influence of the position,quantity of the amino and side chain of naphthalimides to DNA.Methods: To compare the stannous chloride/hydrochloric acid and palladium carbon/hydrogen reduction influencing on the yield of target compounds,choose the synthesis process of better yield.In order to improve the usability of the drug,the 11 compounds are made in the form of hydrochloride.Using ultraviolet spectrum and fluorescence spectrum to study the action mode of 1~4 and DNA.Results:(1)Using the optimized technique,the yield of target compounds can be increased by70%~80%.(2)Using the optimized process I synthesized 11 4-amino naphthalimide-polyamine conjugated,and produced hydrochloride has good solubility in water.Their structure has not been reported,and was confirmed by 1 H MNR and 13 C MNR.(3)The uv data indicate that the combination mode of compound and DNA is Cutting and grooves.(4)Fluorescence experiments show that DNA is the targets of naphthalimides derivatives,and these small molecules can replace EB from DNA-EB complexes.Way of quenching is static quenching.The DNA binding force is 2 > 4?4 > 3?4 > 1,namely the naphthalimides with two amino substituent is strongest DNA binding force;naphthalimides with three position amino is bigger binding force with DNA than the four position.naphthalimides with long side chain is bigger than that short chain containing two methyl.Compounds with the combination of DNA is not static.Conclusion:(1)Using the optimized technique,the yield of target compounds can be increased by70%~80%.(2)Using the optimized process I synthesized 11 4-amino naphthalimide-polyamine conjugated,and produced hydrochloride has good solubility in water.Their structure has not been reported,and was confirmed by 1H MNR and 13 C MNR.(3)The four naphthalimides were tested by UV spectra and fluorescence spectra.The results show that combination mode of compound and DNA is Cutting and grooves.The naphthalimides with two amino substituent is strongest DNA binding force;naphthalimides with three position amino is bigger binding force with DNA than the four position.naphthalimides with long side chain is bigger than that short chain containing two methyl.