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A series of 4-amino-5-substituted-thiophene derivatives  3 ,  5  and  7 , along with their corresponding thieno[3,2- d ]pyrimidine compounds  4 ,  6  and  8 , were synthesized and characterized. DFT calculations were utilized to determine frontier orbitals energies. The data showed that the compounds have low HOMO and LUMO energies, where 4-methyl thienopyrimidine  4  and  5  have the lowest values. According to results of antibacterial activity against two distinct strains of Gram positive and negative bacteria through two different concentrations (0.5 and 1.0 mg/mL). Compounds  6  and  8  show (IC 50  = 43.53±3.26, 45.64±3.42 and 39.72±2.98, 42.57±3.19 mg/mL) good action toward  S. aureus  compared to chloramphenicol. Meanwhile, cytotoxic activity for inspected derivatives was evaluated toward three cancer cell lines. The investigated thiophene derivatives  4 ,  6  and  7  were displayed potent cytotoxic effectiveness (14.53±0.54, 11.17±0.42, 16.76±0.63  μ M) against MCF-7 versus 5-fluorouracil as standard drug. In addition, the theoretical study such as molecular docking was stimulated.

Synthesis, molecular modelling and biological evaluation of new 4-aminothiophene and thienopyrimidine compounds