Synthesis and Characterization of M-Aminobenzoic Acid Containing Distamycin Analogues Which Have Potential Biological Activity

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Date
2017-08-10
Authors
Abd-Alrazeq, Remah Saeed
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An-Najah National University
Abstract
The intermediates for 3-(methylsulfonamido) -N-(3-((3- ((4-sulfamoylphenethyl)carbamoyl)phenyl)carbamoyl)phenyl)benzamide(R8)were: 3-methanesulfonylamino- benzoic acid(13),3-methanesulfonylamino-benzoyl chloride(14),3-(3-Methanesulfonylamino-benzoylamino)-benzoic acid(15),3-(3-methanesulfonylamino-benzoylamino)-benzoyl chloride(16), 3-[3-(3-methanesulfonylamino-benzoylamino)-benzoylamino]-benzoic acid(19), 3-[3-(3-methanesulfonylamino-benzoylamino)-benzoylamino]-benzoyl chloride(20). The intermediates for 3-(methylsulfonamido)-N-(3-((3-((2-morpholinoethyl)carbamoyl)phenyl)carbamoyl)phenyl)benzamide(R9) were: 3-Methanesulfonylamino-benzoic acid(13),3-methanesulfonylamino-benzoyl chloride(14),3-(3-Methanesulfonylamino-benzoylamino)-benzoic acid(15),3-(3-Methanesulfonylamino-benzoylamino)-benzoyl chloride(16), 3-[3-(3-Methanesulfonylamino-benzoylamino)-benzoy -lamino]-benzoic acid(19), 3-[3-(3-methanesulfonylamino-benzoylamino)-benzoylamino]-benzoyl chloride(20). The structures of all the distamycin analogues above were established by spectral data ( IR, 1HNMR and C13NMR). Each of distamycin analogues wastested against oxidants, reductive potential, bacteria and fungi. R7 and R4 showed strong antioxidant activity. R1, R2, R3 showed strong reductive potential.Non of compounds showed antibacterial activity. Compounds R1, R2 and R3 showed strong antifungal activity, against M. canis activity. Compounds R4 and R8 showed 84% activity against M.canis. R3, R8 revealed 100% activity against T.mentagrophytes. While R1 and R2 revealed more than 95% activity. R1, R2 and R3 showed strong activity against T.rubrum.
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