| In this Master dissertation,4-salicyloyl thiosemicarbazide derivatives and its metallacrowns were chosen as the object of investigation. The main focus of this work was the synthesis, characterization, crystal structure analysis, and the biological activities of4-salicyloyl thiosemicarbazide derivative and its rmetallacrowns. The main results are the following:1.4-salicyloyl thiosemicarbazide(H3st) has been synthesized and characterized. The iron(Ⅲ) metallacrown,[Fe6(st)6(DMF)4(MeOH)2]-2DMF-4MeOH, was synthesized with deprotonated H3st. Their structures were characterized. And the iron(Ⅲ) metallacrown has been obtained as crystals, which exact structure of [Fe6(st)6(DMF)4(MeOH)2]-2DMF-4MeOH has been determined by X-ray single crystal diffraction.The crystal structure of [Fe6(st)6(DMF)4(MeOH)2]-2DMF-4MeOH has been determined in the crystal system triclinic, space group P-1, with a=18.8277(13)A, b=18.8277(13)A, c=31.774(5)A, a=13.1518(11) A, b=13.5489(11) A, c=14.6584(12) A, a=81.7210(10)°, p=74.3120(10)°,7=85.2420(10)°, V=2485.9(4)A3, Z=1, Dcalc=1.480g/cm3, R1=0.0878, wR2=0.2676(for the7969reflections with I>2σ(I)) GOF=1.028.2.4-(4-methyl salicyloyl) thiosemicarbazide(H3mst) has been synthesized and characterized. The iron(Ⅲ) metallacrown,[Fe6(mst)6(DMF)6(MeOH)4]·2DMF·2MeOH, was synthesized with deprotonated H3mst. Their structures were characterized. And the iron(Ⅲ) metallacrown has been obtained as crystals, which exact structure of [Fe6(mst)6(DMF)6(MeOH)4]-2DMF-2MeOH has been determined by X-ray single crystal diffraction.The crystal structure of [Fe6(mst)6(DMF)6(MeOH)4]·2DMF·2MeOH has been determined in the crystal system triclinic, space group P-1, with a=13.4581(12) A, b=13.5595(12) A, c=15.9795(15) A, a=78.5150(10)°, p=75.2610(10)°, γ=82.562(2)0, V=2754.0(4) A3, Z=1, Dcalc=1.348g/cm3, R1=0.0503, wR2=0.2273(for the7345reflections with I>2a(I))GOF=1.547.3.4-(5-chloro salicyloyl) thiosemicarbazide(H3Cst) has been synthesized and characterized. The iron(Ⅲ) metallacrown,[Fe6(cst)6(DMF)4(MeOH)2]·2DMF·2MeOH·4H2O, was synthesized with deprotonated H3cst. Their structures were characterized. And the iron(Ⅲ) metallacrown has been obtained as crystals, which exact structure of [Fe6(cst)6(DMF)4(MeOH)2]-2DMF-2MeOH-4H2O has been determined by X-ray single crystal diffraction.The crystal structure of [Fe6(cst)6(DMF)4(MeOH)2]·2DMF·2MeOH·4H2O has been determined in the crystal system monoclinic, space group P2(1)/c, with a=14.3299(14) A, b=15.8649(15) A, c=24.529(2) A, a=90°,0=90.816(2)°, y=90°, V=5576.0(9) A3, Z=2, Dcalc=1.426g/cm3, R1=0.0651, wR2=0.1756(for the6448reflections with I>2a(I)) GOF=1.971.4.4-(5-bromo salicyloyl) thiosemicabazide (Habst) has been synthesized and characterized. The iron(Ⅲ) metallacrown,[Fe6(bst)6(DMF)4(MeOH)2]-2DMF-4MeOH, was synthesized with deprotonated H3bst. Their structures were characterized. And the iron(Ⅲ) metallacrown has been obtained as crystals, which exact structure of [Fe6(bst)6(DMF)4(MeOH)2]·2DMF-4MeOH has been determined by X-ray single crystal diffraction.The crystal structure of [Fe6(bst)6(DMF)4(MeOH)2]·2DMF-4MeOH has been determined in the crystal system monoclinic, space group P2(1)/c, with a=14.228(2) A, b=15.695(2) A, c=24.384(4) A, a=90°,0=92.647(3)°, γ=90°, V=5439.1(14) A3, Z=2, Dcalc=1.642g/cm3, Ri=0.0708, wR2=0.2487(for the5704reflections with I>2σ(I)) GOF=1.031.5. The minimum inhibitory concentrations of the4-salicyloyl thiosemicarbazide derivative and its iron(Ⅲ) metallacrowns synthesized against Rhizoctonia solani Kuhn, Gloeosporium musarum Cooke et Mass, Fusarium oxysporum f. sp. Cubense, Fusarium oxysporum f.sp.niveum, Colletotrichum gloeosporioides Penz., Bot-ryodiplodia theobromae, Pestalotia palmarum Cooke., Corynespora cassiicola (BerkCurt.) Wei, Staphylococcus aureus Rosenbach, Escherichia coli (Migula) Castellani and Chalmers, Bacillus subtilis (Ehrenberg) Cohn and Proteus vulgaris Hauser are determined. And the biological activities of the4-salicyloyl thiosemicarbazide derivative and its iron(Ⅲ) metallacrowns have been studied.The results have shown that [Fe6(mst)6(DMF)6(MeOH)4]-2DMF-2MeOH,[Fe6(cst)6(DMF)4(MeOH)2]·2DMF·2MeOH-4H2O and [Fe6(bst)6(DMF)4(MeOH)2]·2DMF-4MeOH have good behavior in anti-microbial activity. Among them, the best inhibitions tested are given by [Fe6(cst)6(DMF)4(MeOH)2]·2DMF·2MeOH-4H2O and [Fe6(bst)6(DMF)4(MeOH)2]·2DMF-4MeOH against Colletotrichum gloeosporioides Penz.,[Fe6(mst)6(DMF)6(MeOH)4]-2DMF·2MeOH against Gloeosporium musarum Cooke et Mass,[Fe6(bst)6(DMF)4(MeOH)2]·2DMF-4MeOH against Escherichia coli (Migula) Castellani and Chalmers, all of them have MIC25μg/mL. |
PDF Full Text Request