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Synthesis of new phthalide derivatives

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 علاء جعفر محراث الشياش
01/03/2014 13:41:45
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GENOTOICITY, ANTIFUNGL AND ANTIBACTERIAL
ACTIVITY OF NEWLY SYNTHESIZEDN- (3- PHTHALIDYL) AMINES AND o-BENZOYL BENZAMIDE DERIVATIVES

AHMED O. MASLATa, *, RAAD AL-HAMDANY b ZACHARIA FATAFTAHb , ALAA J. MAHRATHb and MAHMOUD J. ABUSSAUDa

a Department of Biological Sciences, bChemistry Department ,Yarmouk University ,
P.O.Box 4538, Irbid -211-63, Jordan


(Received 26 may 2002: Revised 22 September 2003; in final form 15 October 2003)

Abstruct:


A number of newly synthesized phthalidylamines and o-benzoylbenzammide derivatives were evaluated for some biological activities. synthesis was established by condensation of 3- acetoxyphthalide 1 with morpholine ,piperidine ,N,N-diisobutyl-N,N-dibenzylamines and piperazine , which afforded N-(3-phthalidyl )amines 3a-d and 4 respectively ,while with N,N-diisopropylamine o-formayl N,N-diisopropyl benzamide 5a is formed exclusively .on the other hand the reaction of 3-acetoxy-3-phenylphthalide 2 with secondary amines afforded o-benzoylbenzamide derivatives 5b-c,6 in high yield . The structure of the reaction products was established from their spectral data. These products were screened for antifungal, antibacterial and enotoxic effect. It was found that all tested compounds have antifungal activity. Compound 1,2,3d and 5bwere found to be active against Escherichia coli ,bacillus subtilis and staphylococcus aureus .genotoxic effects using Ames test showed chart compound 1 and 2 have a weak base-pair substitution mutagenicity while a clear base- pair substitution mutagenic activity was shown by 3a using TA100-strain of salmonella typhimurium.compound 4 showed a framshift mutagenicity while a weak oxidative mutagenic action was revealed by 6.no change on the mutagenicty of the tested chemicals was observed after using the S9metabolic action system .

Key words: antibacterial; antifungal; mutagenesis; phthalidylamines; o-benzoylbenzamide.




  • وصف الــ Tags لهذا الموضوع
  • phthalide ,alkoxy phthalide , Antibacterial