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A New Synthesis of Oxadiazole, Thiazolidinone, N ‐Phthalimidoamino Carbonyl and Arylidene Derivatives with Potential Antimicrobial Activity
Author(s) -
Hassaneen H.M.,
Atta S.M.S.,
Fawzy N.M.,
Ahmed F.A.,
Hegazi A.G.,
Abdalla F.A.,
Abd El Rahman A.H.
Publication year - 2002
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/1521-4184(200208)335:6<251::aid-ardp251>3.0.co;2-5
Subject(s) - chemistry , benzofuran , phthalic anhydride , dimethyl acetylenedicarboxylate , acrolein , antimicrobial , organic chemistry , medicinal chemistry , cycloaddition , catalysis
Condensation of carbohydrazide derivatives Ia, b with dimethyl acetylenedicarboxylate and acetylenedicarboxylic acid yielded benzofuran derivatives II a‐d . Reaction of Ib with aromatic aldehydes formed products III a‐d . Treatment of compounds III a‐d with mercaptoacetic acid yielded the cyclocondensation products ( IVa‐d ). Phthalic anhydride reacted with compounds ( Ia, b )to form products ( Va, b ). It has been found that both khellin and visnagin ( VIa, b )react with aromatic aldehydes to give arylidene derivatives ( VIIa‐e ). Condensation of diphenyl nitrilamine with 2‐arylidene furochromones VII derivatives afforded cyclo‐adducts ( VIII a‐i ). The antibacterial activities of the selected compounds were tested against Staphylococcus aureus, B. subtilis, E. coli, Pseudomonas, Salmonella and Erwinia with good results.