Single-crystal X-ray Research Articles

Straightforward One-Pot Synthesis of New 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one Derivatives: X-ray Single Crystal Structure and Hirshfeld Analyses

A straightforward one-pot route for the synthesis of a new 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one is reported form the direct hydrazinolysis of triketo ester and hydrazine hydrate in ethanol. 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one was subjected to aza-Michael addition and N-alkylation on reaction with a set of alkylating agents in the presence of K2CO3. Hydrazinolysis of 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one ester to hydrazide and conversion of hydrazide to thiosemicarbazide were successful. X-Ray single crystals analysis and 1H, 13C NMR were used for unambiguous structure confirmation. The O…H, N…H, C…N and C…C in 2, and the N…H, C…N, C…C, C…O and H…H interactions in 6 are the most important in the molecular packing based on Hirshfled analysis. Moreover, the presence of short C…C and C…N contacts in both compounds revealed the presence of π–π stacking interactions.

Complex hydrogen bonding and thermal behaviour over a wide temperature range of kainite KMg(SO4)Cl⋅2.75H2O

AbstractKainite, KMg(SO4)Cl⋅2.75H2O, is one of the most common hydrated sulfate minerals, and it plays an important role as a source of potassium. However, its properties and structure have, to date, been insufficiently studied. In our present work, kainite was investigated using multiple techniques, including single-crystal and powder X-ray diffraction, thermogravimetry, differential scanning calorimetry (DSC), and infrared spectroscopy (IR). The mineral is monoclinic, C2/m, a = 19.6742(2), b = 16.18240(10), c = 9.49140(10) Å, β = 94.8840(10)°, V = 3010.86(5) Å3 and Z = 16. The structure was refined to R1 = 0.0230 for 3080 unique observed reflections with |Fo| ≥ 4σF. The complex hydrogen bonding system for kainite is described for the first time. The structure of kainite contains seven symmetrically independent sites occupied by water molecules, six of which are strongly bonded to Mg2+ cations while the seventh resides in the framework cavities. The acceptors of the hydrogen bonds are either chloride anions, neighbouring water molecules or oxygens atoms of sulfate groups. A bifurcated hydrogen bond was described for one of the water molecules. Based on the analysis of the crystal structure, we have confirmed and propose the correct formula for kainite as KMg(SO4)Cl⋅2.75H2O. The thermal studies of kainite in the temperature range of –150°C to +600°C indicate its stability to 190°C. The decomposition products are K2Mg2(SO4)3, KCl and K2SO4. The thermal expansion was calculated, which for kainite has a character typical for monoclinic crystals and similar to the compressibility tensor described earlier.

Steric, Activation Method and Solvent Effects on the Structure of Paddlewheel Diruthenium Complexes

Conventional heating and solvothermal synthetic methods (with or without microwave activation) have been used to study the reaction of o-, m- and p-methoxybenzoic acid with [Ru2Cl(μ-O2CMe)4]. The tetrasubstituted series [Ru2Cl(µ-O2CC6H4-R)4], with R = o-OMe, m-OMe and p-OMe, has been prepared by the three procedures. Depending on the synthetic method and the experimental conditions, three compounds have been isolated (1a, 1b, 1c) with the o-methoxybenzoate ligand. However, with the m- and p-methoxybenzoate ligands, only the complexes 2 and 3 have been obtained, respectively. Compound 1a, with stoichiometry [Ru2Cl(µ-O2CC6H4-o-OMe)4]n, shows a polymeric structure with the chloride ions bridging the diruthenium units to form linear chains. Compounds 2 and 3, with the same stoichiometry, predictably form zig-zag chains in accordance with their insolubility and their magnetic measurements. Compound 1b, [Ru2Cl(µ-O2CC6H4-o-OMe)4(EtOH)], is a discrete molecular species with a chloride ion and one ethanol molecule occupying the axial positions of the dimetallic unit. Compound 1c is a cation-anion complex, [Ru2(µ-O2CC6H4-o-OMe)4(MeOH)2][Ru2Cl2(µ-O2CC6H4-o-OMe)4]. The cationic complex has two solvent molecules at the axial positions whereas the anionic complex has two chloride ligands at these positions. Complexes have been characterized by elemental analyses, mass spectrometry and IR and UV-vis-NIR spectroscopies. A magnetic study of complexes 1a, 1b, 2 and 3 have also been carried out. The crystal structure of compounds 1b and 1c have been solved by single X-ray crystal methods.

Overcoming the Challenges toward Selective C(6)-H Functionalization of 2-Pyridone with Maleimide through Mn(I)-Catalyst: Easy Access to All-Carbon Quaternary Center.

An earth-abundant and inexpensive Mn(I)-catalyzed alkylation of 2-pyridone with maleimide has been reported for the first time, in contrast to previously reported Diels-Alder products. Notably, an unexpected rearrangement has been discovered in the presence of acetic acid, which also provides a unique class of compounds bearing three different N-heterocycles with an all-carbon quaternary center. Furthermore, single crystal X-ray and HRMS revealed a five-membered manganacycle intermediate. This methodology tolerates a wide variety of functional groups delivering the alkylated products in moderate to excellent yields.

Novel tetracyclic spermine derivatives of cyclotriphosphazene: Design, synthesis and biological activity

Lung cancer is amongst the deadliest form of cancer that categorized in two main groups as small cell lung cancer (SCLC) and non-small cell lung cancer (NSCLC), which arises more often and typically grows at a slower rate than SCLC. Treatment limitations due to the side effects and resistance to the current therapeutics’ mandates development of alternative agents. In this study, novel tetracyclic spermine derivatives of cyclotriphosphazene (6–8) were designed and synthesized and their effects were investigated in NSCLC cell lines and non-tumoral counterparts. First, the reactions of dispiroansa (tetracyclic) spermine substituted cyclotriphosphazene derivative (2) with pyrrolidine (3), piperidine (4) and cyclopropylmethanamine (5) were performed, respectively and synthesised products (6–8) were characterized by FT-IR, MALDI-TOF MS, 1H, 31P NMR spectroscopies and single crystal X-ray (for compound 7) crystallography. Then, the anti-carcinogenic properties of compounds have been determined by viability and cell death assays. Our results indicated that compared to others, compound 8 that is formed by the substitution reaction of compounds 2 and 5 has a potential anti-cancerogenic effect on lung cancer cells.

Physical properties of {Ti,Zr,Hf}2Ni2Sn compounds.

Physical properties, i.e. electrical resistivity (4.2-800 K), Seebeck coefficient (300-800 K), specific heat (2-110 K), Vickers hardness and elastic moduli (RT), have been defined for single-phase compounds with slightly nonstoichiometric compositions: Ti2.13Ni2Sn0.87, Zr2.025Ni2Sn0.975, and Hf2.055Ni2Sn0.945. From X-ray single crystal and TEM analyses, Ti2+xNi2Sn1-x, x ∼ 0.13(1), is isotypic with the U2Pt2Sn-type (space group P42/mnm, ternary ordered version of the Zr3Al2-type), also adopted by the homologous compounds with Zr and Hf. For all three polycrystalline compounds (relative densities >95%) the electrical resistivity of the samples is metallic-like with dominant scattering from static defects mainly conditioned by off-stoichiometry. Analyses of the specific heat curves Cpvs. T and Cp/T vs. T2 reveal Sommerfeld coefficients of γTi2Ni2Sn = 14.3(3) mJ mol-1 K-2, γZr2Ni2Sn = 10(1) mJ mol-1 K-2, γHf2Ni2Sn = 9.1(5) mJ mol-1 K-2 and low-temperature Debye-temperatures: θLTD = 373(7)K, 357(14)K and 318(10)K. Einstein temperatures were in the range of 130-155 K. Rather low Seebeck coefficients (<15 μV K-1), power factors (pf < 0.07 mW mK-2) and an estimated thermal conductivity of λ < 148 mW cm-1 K-1 yield thermoelectric figures of merit ZT < 0.007 at ∼800 K. Whereas for polycrystalline Zr2Ni2Sn elastic properties were determined by resonant ultrasound spectroscopy (RUS): E = 171 GPa, ν = 0.31, G = 65.5 GPa, and B = 147 GPa, the accelerated mechanical property mapping (XPM) mode was used to map the hardness and elastic moduli of T2Ni2Sn. Above 180 K, Zr2Ni2Sn reveals a quasi-linear expansion with CTE = 15.4 × 10-6 K-1. The calculated density of states is similar for all three compounds and confirms a metallic type of conductivity. The isosurface of elf shows a spherical shape for Ti/Zr/Hf atoms and indicates their ionic character, while the [Ni2Sn]n- sublattice reflects localizations around the Ni and Sn atoms with a large somewhat diffuse charge density between the closest Ni atoms.

A New Saquinavir Mesylate-Sodium Decyl Sulfate Salt Discovered by Serendipity during an Anomalous Dissolution Test.

To understand the anomalous behavior of Saquinavir Mesylate (SQVM) in sodium decyl sulfate (SDS) medium during a dissolution test through a crystallographic analysis of the crystal obtained. As a result, it will be possible to elucidate its crystal structure and carry out a complete solid-state characterization of the API. The solid form obtained was characterized by a structural analysis through X-ray single crystal and powder diffraction. The crystallographic structures of the new salt and the SQVM were compared. In addition, a complete solid-state characterization of SQVM raw material was carried out by techniques such as diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS), Raman spectroscopy, scanning electron microscopy and a dissolution method. A new salt consisting of SQVM and SDS was crystallized and its crystal structure was elucidated and reported herein for the first time. The anionic part of SDS interacts with the cationic segment of SQVM to obtain a new salt designated as SQV-DS, which precipitates. The main difference between the two structures occurs in the c-axis expansion, which increases from 15.966 (5) to 21.1924 (14), respectively. Some of the strategies to enhance the dissolution rate of poorly aqueous soluble APIs include the use of surfactants such as SDS in the dissolution medium, as well as in the formulated products. However, there have been constant reports of a dissolution rate slowdown by some surfactants. The interaction mechanisms between the APIs and the dissolution medium containing surfactants need to be carefully investigated in current pharmaceutical formulations. Graphical Abstract.

Comparative and Biological Studies of Cu2+ Bicine and Tricine Chelates and Their Structures by Single-Crystal X-Ray, Dft/B3lyp, and Molecular Docking Studies

Comparative and Biological Studies of Cu2+ Bicine and Tricine Chelates and Their Structures by Single-Crystal X-Ray, Dft/B3lyp, and Molecular Docking Studies

A copper(I) coordination compound with red photoluminescence

Peculiar coordination compound Cu(Hbpt)(CH3CN)2PF6 (1) derived from 3,5-bis(4-pyridyl)-1H-1,2,4-triazole (Hbpt) is synthesized by the layer diffusion method and structurally characterized by single crystal and powder X-ray diffraction, elemental analysis, and infrared spectroscopy. Compound 1 exhibits a structure formed by cationic [Cu(Hbpt)(CH3CN2]nn+ chains and PF6– anions with abundant supramolecular interactions. Solid-state photoluminescence experiments show that compound 1 exhibits relatively strong red emission with a peak around 656 nm, and the origin of the emission band may be ascribed to the metal-to-ligand charge transfer according to the calculation of the density of states.

Antiproliferative activity of nickel(II), palladium(II) and zinc(II) thiosemicarbazone complexes

Complexes of nickel(II), palladium(II) and zinc(II) have been synthesized with four ONS thiosemicarbazone tridentate ligands. The ligands were obtained from the synthesis of 2-hydroxy-3-methoxybenzaldehyde or 2,3-dihydroxybenzaldehyde with thiosemicarbazide or 4-ethyl-3-thiosemicarbazide. The palladium and zinc complexes have formula [ML]2 (H2L, ligand), whereas in the case of nickel, two different types of complexes are formed: [NiL]2 or [Ni(HL)2] depending on the starting metal ion:ligand ratio (1:1 or 1:2, respectively). The nickel(II) complex [Ni(H2L)(HL)](CH3COO) was characterized also by single crystal X-ray diffraction.While the ligands did not exhibit antiproliferative activity on human histiocytic lymphoma U937 cells, the metal complexes showed GI50 values ranging from approximately 20 to 39 μM. The most promising metal complexes were also tested through Alkaline Comet Assay: while with the ligand DNA damages were not detected even at the highest ligand concentrations (100 µM), the complexes, and in particular the nickel dimers [NiL]2, exhibit genotoxic activity.

Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches

Novel photochromic spiropyrans (SPPs) of the indoline series with fluorine substituents and cationic fragments or formyl groups at positions 6′ and 8′ of the 2H-chromene moiety were synthesized using a simple one-pot method. Molecular structures of 8′-fluorine-substituted compounds were refined by single-crystal X-ray, which revealed that both SPPs exist in their merocyanine forms in a crystalline state. It was established, that structure-related photochromic transformations of studied SPPs include: positive photochromism for SPPs with a vinyl-3H-indolium fragment or a formyl group at position 8′ of the benzopyran moiety; negative photochromism for SPP with a vinyl-3H-indolium fragment at position 6′ of the molecule; both positive and negative photochromism for SPP with a formyl group in position 6′ of the molecule, demonstrating the properties of photochromic “balance”. The polychromogenicity of the obtained compounds allows them to be considered as fluorescent molecular switches and bipolar absorption switches.

Synthesis of Unexpected Dimethyl 2-(4-Chlorophenyl)-2,3-dihydropyrrolo[2,1-a]isoquinoline-1,3-dicarboxylate via Hydrolysis/Cycloaddition/Elimination Cascades: Single Crystal X-ray and Chemical Structure Insights

Hydrolysis/[3 + 2] cycloaddition/elimination cascades employed for the synthesis of unexpected tricyclic compound derived from isoquinoline. Reaction of ethylene derivative 1 with the isoquinoline ester iminium ion 2 in alkaline medium (MeOH/NEt3) under reflux for 1 h resulted in the formation of the fused pyrrolo[2,1-a]isoquinoline derivative 3. Its structure was elucidated by X-ray single crystal and other spectrophotometric tools. Hirshfeld calculations for 3 and its crystal structure analysis revealed the importance of the short O…H (19.1%) contacts and the relatively long H…C (17.1%), Cl…H (10.6%) and C…C (6.1%) interactions in the molecular packing. DFT calculations were used to compute the electronic and spectroscopic properties of the studied system. The studied compound has polar nature (3.5953 Debye). TD-DFT calculations assigned the shortest wavelength band (220 nm) to the HOMO−1→LUMO+2 (57%), HOMO−1→LUMO+4 (14%) mixed excitations. The calculated NMR chemical shifts correlated very well with the experimental data (R2 = 0.93–0.94).

New rhodamines with changeable π-conjugation for lengthening fluorescence wavelengths and imaging peroxynitrite

<h2>Summary</h2> Rhodamines, a group of excellent fluorophores, have been widely used to design various fluorescent probes; however, their maximum emission wavelengths are relatively short for bioimaging. Herein, we report a new kind of rhodamine derivatives characterized by the dibenzo[1,4]oxazepine core, which can selectively react with peroxynitrite (ONOO⁻), generating oxazines with much longer analytical wavelengths. These derivatives are readily synthesized in one step via a similar Stieglitz rearrangement; the presence of the 1,4-oxazepine ring is confirmed by single-crystal X-ray. Most importantly, the derivative (ON-RB) from rhodamine B, upon reaction with ONOO⁻, releases the oxazine moiety that emits in the near-infrared wavelength region. Using ON-RB, we have monitored the generation of ONOO⁻ in macrophage-derived foam cells, revealing that ONOO⁻ might be formed mainly in lipid droplets. The new chemistry of the dibenzo[1,4]oxazepine ring formation, together with its specific reaction with ONOO⁻, may provide a convenient strategy to develop rhodamine-based probes with longer wavelengths.

Substituted N-heterocyclic carbene PEPPSI-type palladium complexes with different N-coordinated ligands: Involvement in the direct C[sbnd]H bond activation of heteroarenes derivatives with aryl bromide and their antimicrobial, anti-inflammatory and antioxidant activities

In this study new benzimidazolium salt as N-heterocyclic carbene precursors and their related new PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complexes 3a-e were prepared and caracterized. The structures of all compounds have been characterized by 1H NMR, 13C NMR, and IR spectroscopy, as well as elemental analysis techniques and Direct analysis in real time (DART)–time-of-flight mass spectrometry (TOF-MS), which support the proposed structures. Further confirmations of structural details were provided by a single-crystal X-ray. A single crystal of PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complex 3c shows that the coordination geometry around Pd slightly distorted square-planar geometry. Next, the PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complexes 3a-e were used as catalysts in the direct C5-arylation of 2-acetyl furan and 2-acetylthiophene with various aryl bromides. These complexes exhibited moderate to high catalytic activities and gave CH activation selectively at the C5-position. Further, PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complexes 3a-e have been evaluated for their potential antibacterial properties against a panel of bacterial strains namely, Micrococcus luteus, Listeria monocytogenes, Salmonella Typhimurium, Staphylococcus aureus, candida albican and pseudomonas aeruginosa. In addition; these new PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complexes 3a-e were investigated for anti-oxidant activities by super oxide radical; DPPH (2,2-Diphenyl-1-picrylhydrazyl); and hydroxyl radical scavenging assays; in which most of them displayed significant antioxidant activities. Furthermore; PEPPSI-Pd(II)–N-heterocyclic carbene (NHC) complexes 3a-e were evaluated for anti-inflammatory activity by indirect haemolytic and lipoxygenase inhibition assays and revealed good activity.

NMR investigations on a series of diplatinum(II) complexes possessing phenylpropenoids in CDCl3 and CD3CN: Crystal structure of a mononuclear platinum complex

The NMR spectra of five diplatinum(II) complexes, Pt(μ-Cl)(arylolefin)]2 [arylolefin = Eug (1), iPrEug (2), Meug (3), EtEug (4), Saf (5)], in CDCl3 are studied. All the five complexes are formed by the reaction of K[PtCl3(arylolefinH)] with Ag2O in the mixture of alcohol-water. A mononuclear platinum complex, PtCl(Saf)(CH3CN)], which is formed by the crystallization of a dimeric complex 5 in acetonitrile is also investiated. The mononuclear platinum complex is characterized by elemental analysis, ESI mass spectrometry, infrared and NMR spectroscopic studies and single crystal X-ray crystallography. The single X-ray crystal structure reveals the coordination of Pt(II) ion to Saf via C = Callyl and the carbon of the benzene ring. DFT calculations are also performed to collect information about the structural parameter and stability of mononuclear platinum complexes. The findings reveal that the theoretical data agree with the experimental findings of single crystal X-ray structure. In addition, Hirshfeld surface analysis is also carried out to investigate various intermolecular interactions in the crystal structure of mononuclear platinum complex.

Experimental and Quantum Mechanical Investigation of N-heterocyclic Carbene Palladium Complex: Synthesis and Antibacterial Activity

In this study, we report the synthesis, characterization, and biological activity of Pd-NHC-PEPPSI complex 2a. Further confirmations of structural details were provided by a single-crystal X-ray. A single crystal of 2a shows that the coordination geometry around Pd slightly distorted square-planar geometry. Intermolecular interactions have been studied through the NBO analyses. Structural parameters and spectroscopic properties of the complexes are well interpreted by DFT and TD-DFT calculations. Moreover, the complex 2a showed a remarkable antimicrobial effect against Micrococcus luteus LB 14110mm, Listeria monocytogenes ATCC 19117, Salmonella typhimurium ATCC 14028, Staphylococcus aureus ATCC 6538, Pseudomonas aeruginosa, and Candida albicans.

Study of Integer Spin S = 1 in the Polar Magnet β-Ni(IO3)2.

Polar magnetic materials exhibiting appreciable asymmetric exchange interactions can potentially host new topological states of matter such as vortex-like spin textures; however, realizations have been mostly limited to half-integer spins due to rare numbers of integer spin systems with broken spatial inversion lattice symmetries. Here, we studied the structure and magnetic properties of the S = 1 integer spin polar magnet β-Ni(IO3)2 (Ni2+, d8, 3F). We synthesized single crystals and bulk polycrystalline samples of β-Ni(IO3)2 by combining low-temperature chemistry techniques and thermal analysis and characterized its crystal structure and physical properties. Single crystal X-ray and powder X-ray diffraction measurements demonstrated that β-Ni(IO3)2 crystallizes in the noncentrosymmetric polar monoclinic structure with space group P21. The combination of the macroscopic electric polarization driven by the coalignment of the (IO3)− trigonal pyramids along the b axis and the S = 1 state of the Ni2+ cation was chosen to investigate integer spin and lattice dynamics in magnetism. The effective magnetic moment of Ni2+ was extracted from magnetization measurements to be 3.2(1) µB, confirming the S = 1 integer spin state of Ni2+ with some orbital contribution. β-Ni(IO3)2 undergoes a magnetic ordering at T = 3 K at a low magnetic field, μ0H = 0.1 T; the phase transition, nevertheless, is suppressed at a higher field, μ0H = 3 T. An anomaly resembling a phase transition is observed at T ≈ 2.7 K in the Cp/T vs. T plot, which is the approximate temperature of the magnetic phase transition of the material, indicating that the transition is magnetically driven. This work offers a useful route for exploring integer spin noncentrosymmetric materials, broadening the phase space of polar magnet candidates, which can harbor new topological spin physics.

Use of a miniature diamond-anvil cell in a joint X-ray and neutron high-pressure study on copper sulfate pentahydrate.

Single-crystal X-ray and neutron diffraction data are usually collected using separate samples. This is a disadvantage when the sample is studied at high pressure because it is very difficult to achieve exactly the same pressure in two separate experiments, especially if the neutron data are collected using Laue methods where precise absolute values of the unit-cell dimensions cannot be measured to check how close the pressures are. In this study, diffraction data have been collected under the same conditions on the same sample of copper(II) sulfate pentahydrate, using a conventional laboratory diffractometer and source for the X-ray measurements and the Koala single-crystal Laue diffractometer at the ANSTO facility for the neutron measurements. The sample, of dimensions 0.40 × 0.22 × 0.20 mm3 and held at a pressure of 0.71 GPa, was contained in a miniature Merrill-Bassett diamond-anvil cell. The highly penetrating diffracted neutron beams passing through the metal body of the miniature cell as well as through the diamonds yielded data suitable for structure refinement, and compensated for the low completeness of the X-ray measurements, which was only 24% on account of the triclinic symmetry of the sample and the shading of reciprocal space by the cell. The two data-sets were combined in a single 'XN' structure refinement in which all atoms, including H atoms, were refined with anisotropic displacement parameters. The precision of the structural parameters was improved by a factor of up to 50% in the XN refinement compared with refinements using the X-ray or neutron data separately.

Investigation of Structural Transformation of a Chain-like Silver(I) Pyrazolate into a Triangular Isomer

Four silver(I) pyrazolato complexes, namely, [Ag(mdnpz)]n, [(Ag(mdnpz)(NCCH3)]n, [Ag(mdnpz)]3·2.5H2O, and [Ag(mdnpz)]3·C7H8, were synthesized and structurally characterized by single-crystal X-ray ...

Design, synthesis and biological evaluation of novel 3-phenylpropanamide derivatives with acyl hydrazone units

In this study, a series of 3-phenylpropanamide derivatives with acyl hydrazone units were synthesized and characterized by 1H NMR, 13C NMR and HR MS. And the structure of compound III33 was confirmed by X-ray single crystal. The bioassay results showed that, compounds III8, III17, III22, and III34 showed excellent inhibition on Xanthomonas oryzae pv. pryzae (Xoo) with EC50 values of 7.1, 8.8, 9.5, and 4.7 μg/mL in vitro. The EC50 values of compounds III12, III14 and III33 against Ralstonia solanacearum (Rs) were 7.6, 7.6 and 7.9 μg/mL, respectively, all lower than the values of thiadiazol copper (TC) was 66.8 μg/mL and bismerthiazol (BT) was 72.4 μg/mL. Compounds III12, III14, III33, and III34 exhibited excellent antibacterial activity of more than 80% against Xanthomonas axonopodis pv. citri (Xac) in vitro. Besides, compounds III8 (51.4%) and III34 (52.1%) were highly effective against Xoo in vivo, outperforming TC (49.5%) and BT (47.8%). Compounds III8 (29.8%) and III34 (24.6%) were close to TC (41.7%) and BT (47.8%) in terms of protective efficacy against Xoo in vivo. Meanwhile, some of title compounds also displayed inhibitory effects against phytopathogenic fungi. In a word, this study illustrated that the structures combined with phenylpropane amide derivatives of the acyl hydrazone units could be used as potential antibacterial reagents in the future.