Synthesis and agricultural antimicrobial evaluation of new quinazoline derivatives containing both a piperazine linker and the N-acetyl moiety.

BACKGROUND: To discover more efficient agricultural antimicrobial agents, a series of new quinazoline derivatives containing both a piperazine linker and the N-acetyl moiety were prepared and assessed for their antibacterial and antifungal activities. RESULTS: All the target compounds were characterized by 1H and 13C NMR as well as high-resolution mass spectrometry (HRMS), and the chemical structure of the most potent compound E19 incorporating a 4-trifluoromethoxy substituent was clearly confirmed via single crystal X-ray diffraction measurements. The bioassay results indicated that some compounds possessed notable inhibitory effects in vitro against the bacterium Xanthomonas oryzae pv. oryzicola (Xoc). For example, compound E19 had an EC50 (effective concentration for 50% activity) value of 7.1 µg/mL towards this pathogen, approximately 15- and 10-fold more effective than the commercial bactericides thiodiazole copper and bismerthiazol (EC50 = 110.2 and 72.4 µg/mL, respectively). Subsequently, the mechanistic studies showed that compound E19 likely exerted its antibacterial efficacies by altering the cell morphology, increasing the permeability of bacterial cytoplasmic membrane, suppressing the production of bacterial extracellular polysaccharides and the extracellular enzyme activities (amylase and cellulase), and blocking the swimming motility of Xoc. Moreover, the proteomic analysis revealed that compound E19 could reduce the bacterial flagellar biosynthesis and decrease the flagellar motility by down-regulating the expression of the related differential proteins. CONCLUSION: Compound E19 exhibited good potential for further development as a bactericide candidate for control of Xoc. © 2024 Society of Chemical Industry.

Synthesis, X-ray Crystal Structure, and Antimicrobial Studies of New Quinazolin-4(3H)-one Derivatives Containing the 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazole Moiety and 4-Piperidinyl Linker.

A total of 35 new quinazolinone derivatives bearing the 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole scaffold and the 4-piperidinyl linker were designed, prepared, and assessed for their antibacterial and antifungal activities. Among these derivatives, the chemical structure of compound F5 was clearly verified via single-crystal X-ray diffraction analysis. The experimental results revealed that some of the compounds displayed good even excellent inhibitory effects toward the tested phytopathogenic bacteria. For instance, compound F33 was capable of strongly inhibiting Xanthomonas oryzae pv. oryzae (Xoo) in vitro with an EC50 (half-maximal effective concentration) value of 4.1 µg/mL, about 16-fold more effective than the commercialized bactericide bismerthiazol. Significantly, this compound also effectively suppressed the proliferation of Xoo in the potted rice plants, showing a good in vivo protection efficacy of 47.6% at 200 µg/mL. Subsequently, the antibacterial mechanisms of compound F33 were explored by means of different biophysical and biochemical methods. Last, some of the compounds were found to possess relatively good antifungal activities in vitro, like compound F19 against Phytophthora nicotianae (with an inhibition rate of 67.2% at 50 µg/mL). In a word, the current experimental results imply that the 4-piperidinyl-bridged quinazolinone-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives possess potential as lead compounds for developing more efficient anti-Xoo bactericides.

Design, synthesis, and antimicrobial evaluation of 2-aminothiazole derivatives bearing the 4-aminoquinazoline moiety against plant pathogenic bacteria and fungi.

BACKGROUND: To find more effective agricultural antibiotics, a class of new 2-aminothiazole derivatives containing the 4-aminoquinazoline moiety were synthesized and evaluated for their antimicrobial properties against phytopathogenic bacteria and fungi of agricultural importance. RESULTS: All the target compounds were fully characterized by 1 H NMR, 13 C NMR, and high-resolution mass spectrometry. The bioassay results showed that compound F29 with a 2-pyridinyl substituent exhibited an outstanding antibacterial effect against Xanthomonas oryzae pv. oryzicola (Xoc) in vitro, having an half-maximal effective concentration (EC50 ) value as low as 2.0 µg/mL (over 30-fold more effective than the commercialized agrobactericide bismerthiazol, with an EC50 value of 64.3 µg/mL). In addition, compound F8 with a 2-fluorophenyl group demonstrated a good inhibitory activity toward the bacterium Xanthomonas axonopodis pv. citri (Xac), around twofold more active than bismerthiazol in terms of their EC50 values (22.8 versus 71.5 µg/mL). Interestingly, this compound also demonstrated a notable fungicidal effect against Phytophthora parasitica var. nicotianae, with an EC50 value largely comparable with that of the commercialized fungicide carbendazim. Finally, mechanistic studies revealed that compound F29 exerted its antibacterial effects by increasing the permeability of bacterial membranes, reducing the release of extracellular polysaccharides, and triggering morphological changes of bacterial cells. CONCLUSION: Compound F29 has promising potential as a lead compound for developing more efficient bactericides to fight against Xoc. © 2023 Society of Chemical Industry.

Simultaneous atmospheric water production and 24-hour power generation enabled by moisture-induced energy harvesting.

Water and electricity scarcity are two global challenges, especially in arid and remote areas. Harnessing ubiquitous moisture and sunlight for water and power generation is a sustainable route to address these challenges. Herein, we report a moisture-induced energy harvesting strategy to realize efficient sorption-based atmospheric water harvesting (SAWH) and 24-hour thermoelectric power generation (TEPG) by synergistically utilizing moisture-induced sorption/desorption heats of SAWH, solar energy in the daytime and radiative cooling in the nighttime. Notably, the synergistic effects significantly improve all-day thermoelectric power density (~346%) and accelerate atmospheric water harvesting compared with conventional designs. We further demonstrate moisture-induced energy harvesting for a hybrid SAWH-TEPG device, exhibiting high water production of 750 g m-2, together with impressive thermoelectric power density up to 685 mW m-2 in the daytime and 21 mW m-2 in the nighttime. Our work provides a promising approach to realizing sustainable water production and power generation at anytime and anywhere.

Dual-Functional Aligned and Interconnected Graphite Nanoplatelet Networks for Accelerating Solar Thermal Energy Harvesting and Storage within Phase Change Materials.

Solar thermal energy conversion and storage within phase change materials (PCMs) can overcome solar radiation intermittency to enable continuous operation of many heating-related processes. However, the energy-harvesting performance of current storage systems is always limited by low efficiencies in either solar thermal energy conversion or thermal transport within PCMs. Although PCM-based nanocomposites can address one or both of these issues, achieving high-performance composites with simultaneously enhanced photothermal performance and thermal transport capacity remains challenging. Here, we demonstrate that dual-functional aligned and interconnected graphite nanoplatelet networks (AIGNNs) yield the synergistic enhancement of interfacial photothermal conversion and thermal transport within PCMs to accelerate the solar thermal energy harvesting and storage. The AIGNNs include the naked part as the three-dimensional optical absorber and the incorporated part as thermally conductive pathways within PCMs. First, a phase change composite composed of the AIGNNs and the solid-solid PCM of polyhydric alcohol is synthesized using a facile three-step method, and shows 400% thermal conductivity enhancement for per 1 wt % graphite loading compared to pristine PCMs. After the elaborate surface treatment, a small part of the graphite networks is in situ exposed as the 3D optical absorber to boost the surface full-spectrum sunlight absorptivity up to 95%. This dual function design takes full advantage of the integrated AIGNNs in terms of both photothermal conversion and thermal transport capacities, superior to the traditional coating-enhanced photothermal conversion. This work offers a promising route to accelerating solar thermal energy harvesting and storage within PCMs.

Near-Zero-Energy Smart Battery Thermal Management Enabled by Sorption Energy Harvesting from Air.

Effective battery thermal management (BTM) is critical to ensure fast charging/discharging, safe, and efficient operation of batteries by regulating their working temperatures within an optimal range. However, the existing BTM methods not only are limited by a large space, weight, and energy consumption but also hardly overcome the contradiction of battery cooling at high temperatures and battery heating at low temperatures. Here we propose a near-zero-energy smart battery thermal management (SBTM) strategy for both passive heating and cooling based on sorption energy harvesting from air. The sorption-induced reversible thermal effects due to metal-organic framework water vapor desorption/sorption automatically enable battery cooling and heating depending on the local battery temperature. We demonstrate that a self-adaptive SBTM device with MIL-101(Cr)@carbon foam can control the battery temperature below 45 °C, even at high charge/discharge rates in hot environments, and realize self-preheating to ∼15 °C in cold environments, with an increase in the battery capacity of 9.2%. Our approach offers a promising route to achieving compact, liquid-free, high-energy/power-density, low-energy consumption, and self-adaptive smart thermal management for thermo-related devices.

Efficient Solar-Driven Water Harvesting from Arid Air with Metal-Organic Frameworks Modified by Hygroscopic Salt.

Freshwater scarcity is a global challenge threatening human survival, especially for people living in arid regions. Sorption-based atmospheric water harvesting (AWH) is an appealing way to solve this problem. However, the state-of-the-art AWH technologies have poor water harvesting performance in arid climates owing to the low water sorption capacity of common sorbents under low humidity conditions. We report a high-performance composite sorbent for efficient water harvesting from arid air by confining hygroscopic salt in a metal-organic framework matrix (LiCl@MIL-101(Cr)). The composite sorbent shows 0.77 g g-1 water sorption capacity at 1.2 kPa vapor pressure (30 % relative humidity at 30 °C) by integrating the multi-step sorption processes of salt chemisorption, deliquescence, and solution absorption. A highly efficient AWH prototype is demonstrated with LiCl@MIL-101(Cr) that can enable the harvesting of 0.45-0.7 kg water per kilogram of material under laboratory and outdoor ambient conditions powered by natural sunlight without optical concentration and additional energy input.

High-Performance Thermally Conductive Phase Change Composites by Large-Size Oriented Graphite Sheets for Scalable Thermal Energy Harvesting.

Efficient thermal energy harvesting using phase-change materials (PCMs) has great potential for cost-effective thermal management and energy storage applications. However, the low thermal conductivity of PCMs (KPCM ) is a long-standing bottleneck for high-power-density energy harvesting. Although PCM-based nanocomposites with an enhanced thermal conductivity can address this issue, achieving a higher K (>10 W m-1 K-1 ) at filler loadings below 50 wt% remains challenging. A strategy for synthesizing highly thermally conductive phase-change composites (PCCs) by compression-induced construction of large aligned graphite sheets inside PCCs is demonstrated. The millimeter-sized graphite sheet consists of lateral van-der-Waals-bonded and oriented graphite nanoplatelets at the micro/nanoscale, which together with a thin PCM layer between the sheets synergistically enhance KPCM in the range of 4.4-35.0 W m-1 K-1 at graphite loadings below 40.0 wt%. The resulting PCCs also demonstrate homogeneity, no leakage, and superior phase change behavior, which can be easily engineered into devices for efficient thermal energy harvesting by coordinating the sheet orientation with the thermal transport direction. This method offers a promising route to high-power-density and low-cost applications of PCMs in large-scale thermal energy storage, thermal management of electronics, etc.