具有生物活性的N-(1-二茂铁亚乙基氨基)-N''-β-D-吡喃糖基硫脲的合成与表征

Several novel N′-[（1-ferrocenylethylidene）amino]-N′-β-D-glycopyranosylthioureas have been efficiently synthesized via a six-step procedure, utilizing three monosaccharides （D-glucose, D-galactose and D-xylose） as starting materials, respectively. They have been preliminarily determined to display biological activity against certain fungi. The target compounds have been unambiguously characterized by spectroscopic method and elemental analysis. An initially alternative synthetic route, which was seemingly reasonable, has been excluded due to its inefficiency.     

Synthesis,characterization, speciation and biological studies on metal chelates of 1-benzoyl(1,2,4-triazol-3-yl)thiourea

Proton-ligand association constants of 1-benzoyl(1,2,4-triazol-3-yl)thiourea (BTTU) and its complex formation constants with some bivalent metal ions Ni(II), Co(II), Mn(II), Zn(II), and Cu(II), have been determined potentiometrically in 50% EtOH–H₂O and 0.1 M NaNO₃. The complexes formed in solution have a stoichiometry of 1:1 and 1:2 [M:L], where M represents the metal ion and L the BTTU ligand. The corresponding thermodynamic parameters are derived and discussed. The complexes are stabilized by enthalpy changes and the results suggest that complexation is an enthalpy-driven process. The effects of metal ion, ionic radius, electronegativity, and nature of ligand on the formation constants are discussed. The formation constants of the complexes with 3d transition metals follow the order Mn²⁺ < Co²⁺ < Ni²⁺ < Cu²⁺ > Zn²⁺. The metal complexes were synthesized and characterized by elemental analyses, conductance, IR, ¹H NMR, and magnetic measurements. The low magnetic moment of 0.11 BM for the Cu(II) complex is suggestive of dimerization through Cu–Cu interaction. The concentration distribution diagrams of the complexes were evaluated. The ligands and their metal complexes have been screened in vitro against some bacteria and fungi.     

新型间苯二酚杯芳烃硫脲衍生物对阴离子的识别

通过间苯二酚杯芳烃连续三步反应, 以较高产率合成了分子中连有8个和12个硫脲端基的间苯二酚杯芳烃的酰胺衍生物. 用紫外可见光谱法研究了两个代表性化合物4,6,10,12,16,18,22,24-八[6-(苯基硫脲基)-己氨甲酰基甲氧基]-2,8,14,20-四苯基杯[4]间苯二酚芳烃(THBC)和4,6,10,12,16,18,22,24-八[2-(苯基硫脲基)-1-甲基乙基-1-氨甲酰基甲氧基]-2,8,14,20-四苯基杯[4]间苯二酚芳烃(TPBC), 对各种阴离子(AcO^－, H₂PO₄^－, HSO₄^－, H₂PO₄^2－, C₁₂H₂₅-C₆H₄-SO₃^－, Cr₂O₇^2－, B₄O₇^2－, Cl^－, Br^－)的识别性能, 结果表明它们对AcO^－, H₂PO₄^－, HSO₄^－等阴离子有较好的配位作用, 能形成1∶3的配合物.     

N-(2-羧基-1,3,4-噻二唑-5-基)-N''-芳酰基硫脲与芳氧乙酰基硫脲的合成与生物活性

为了寻找高活性的杂环农药,用5-氨基-1,3,4-噻二唑-2-羧酸与芳酰基异硫氰酸酯及芳氧乙酰基异硫氰酸酯反应,合成出18种新的芳酰基硫脲与芳氧乙酰基硫脲,采用红外光谱、核磁共振氢谱和元素分析证明了其结构,初步的生物活性测定试验表明,部分目标化合物具有良好的植物生长调节活性,其中2c,2d,3b和3g具有良好的生长素活性.     

The electrochemical behavior of N-n-undecyl-N''-(sodium-p-amino-benzenesulfonate)thiourea and its interaction with bovine serum albumin

In pH 5.5 phosphate buffer solution,N-n-undecyl-N'-(sodium-p-amino-benzenesulfonate)thiourea(UPT)produced a pair of redox peaks on the bare glassy carbon electrode.At the multi-walled carbon nanotube(MWNT)modified electrode,the electrochemical behavior of UPT enhanced greatly.In the presence of bovine serum albumin (BSA),the peak currents of UPT decreased linearly due to the formation of a super-molecular complex.This method was successfully applied to the determination of BSA in a bovine serum sample.     

Enhanced Anion Binding from Unusual Coordination Modes of Bis(thiourea) Ligands in Platinum Group Metal Complexes

Treatment of a range of bis(thiourea) ligands with inert organometallic transition‐metal ions gives a number of novel complexes that exhibit unusual ligand binding modes and significantly enhanced anion binding ability. The ruthenium(II) complex [Ru(η⁶‐p‐cymene)(κS,S′,N‐ L³ ?H)]⁺ ( 2 b ) possesses juxtaposed four‐ and seven‐membered chelate rings and binds anions as both 1:1 and 2:1 host guest complexes. The pyridyl bis(thiourea) complex [Ru(η⁶‐p‐cymeme)(κS,S′,N_py‐ L⁴ )]²⁺ ( 4 ) binds anions in both 1:1 and 1:2 species, whereas the free ligand is ineffective because of intramolecular NH???N hydrogen bonding. Novel palladium(II) complexes with nine‐ and ten‐membered chelate rings are also reported.     

Urea and thiourea derivatives of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1, 2, 4]triazolo[4,3-a]pyrazine: Synthesis,characterization, antimicrobial activity and docking studies

Abstract

An efficient and robust synthetic procedure was developed primarily for the synthesis of a precursor compound; 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1, 2, 4]triazolo[4,3-a]pyrazine (11), from 2-chloropyrazine (7) through the chemical transformations such as hydrazine substitution, trifluoroacetyl group induction, cyclization and pyrazine ring reduction. A new series of urea derivatives 13a-e and thiourea derivatives 13f-j of compound 11 have been synthesized and the structures of all the compounds were confirmed using spectroscopic analyses such as IR, ¹H NMR, ¹³C NMR, LC-MS and HRMS. The newly synthesized compounds were screened for their in vitro antimicrobial activity against five bacteria and two fungi, in which compounds 13d, 13i and 13j displayed potential activity against bacterial strains and 13a, 13d, 13g and 13j against fungal strains with the MIC values in the range of 6.25–25.0 µg/mL. An overall comparison of the activity results revealed that thiourea derivatives contain better activity than that of urea compounds. Molecular docking studies on poly (ADP-ribose) polymerase 15 (ARTD7, BAL3) demonstrated that all the synthesized compounds possess significant binding energies (-8.1 to -9.8?kcal/mol) with no adverse effect in the active site of protein.     

N-[5-(1-邻(对)氯苯氧乙基)-1,3,4-噻二唑-2-基]-N'-芳酰基硫脲的合成与生物活性

为了寻找高活性的杂环农药,通过2-氨基-5-(1-邻氯苯氧乙基)-1,3,4-噻二唑和2-氨基-5-(1-对氯苯氧乙基)-1,3,4-噻二唑与芳酰基异硫氰酸酯反应,合成了26种新的芳酰基硫脲.采用核磁共振氢谱、红外光谱及元素分析确证了它们的结构.初步的生物活性测定试验表明,部分目标化合物表现出良好的植物生长调节活性,其中3c,3d,3e,4b和4c具有优良的生长素活性.