JOURNAL OF ORGANIC CHEMISTRY
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2025
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IF 3.6
Yang Zhu,Guisheng Deng
The I2-catalyzed reaction of 1-(2-hydroxyphenyl)-propargyl alcohols with indoles and subsequent treatment with K2CO3 provided (benzofuran-3-yl)-1H-indoles in good to excellent yields with high regioselectivity. This one-pot and two-step strategy proved to be suitable for a wide range of substrates except for aliphatic alkynyl alcohols as well as the indoles bearing N-protected groups such as the Ts group possessing strong electron-withdrawing feature. The reaction procedure involved a cross-coupling and the construction of a benzofuran framework via 5-exo-dig cyclization.
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JOURNAL OF COLLOID AND INTERFACE SCIENCE
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2012
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IF 3.07
Peng Liao,Songhu Yuan,Wenbiao Zhang,Man Tong,Kun Wang
Adsorption of three nitrogen-heterocyclic compounds (NHCs), pyridine, indole, and quinoline, on a new porous carbonaceous adsorbent, bamboo charcoal (BC), is investigated. Different structures and surface properties of BC are created by HNO 3 and NaOH treatment as well as by microwave (MW) radiation. HNO 3 treatment decreases surface area, micropore volume, and surface hydrophobicity, whereas NaOH treatment increases surface area and micropore volume. MW treatment dramatically increases hydrophobicity and fraction of aromatic structure. Adsorption isotherms of NHCs are nonlinear and better fitted by Freundlich model (FM) compared with Langmuir model (LM) and Polanyi–Manes model (PMM). The maximum adsorption capacities for pyridine, indole, and quinoline reach 42.92, 93.24, and 91.74 mg g −1 , respectively, at an initial concentration of 200 mg L −1 . Surface area, hydrophobicicty, and electrostatic and π – π electron-donor–acceptor (EDA) interactions are accountable for NHC adsorption. A model relating NHC adsorption (log K ) and adsorbent–adsorbate physicochemical properties is developed to measure the relative contribution of these interactions giving the sequence of surface area > hydrophobic interaction > electrostatic interaction > π – π EDA interaction.
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BIOORGANIC CHEMISTRY
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2025
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IF 4.7
Jianianhua Luo,Jiahui Xu,Qi Li,Lulu Wu,Jianjun Pei,Linguo Zhao
Indican, abundant in plant stems and leaves, serves as a precursor for indigo and indirubin, possessing application potential in many industries. In this study, a multi-faceted experimental strategy for producing indican utilizing tryptophan as the starting material in E. coli was established. This system incorporated the synergistic action of TnaA, MeFMO, and PtUGT2 M91A/S145A , a mutant with a 20 % increase in activity of glycosyltransferase PtUGT2, all co-expressed within the bacterial host. Both a UDP-glucose recycling system and an NADPH regeneration system were incorporated for donor regeneration. Finally, a co-culture system aimed at reducing metabolic burdens was designed. After optimization, a maximum yield of 1043 mg/L was achieved, with a molar conversion rate of 48.1 %, representing an almost 14-fold improvement over the performance of a single strain. This study offers a plant-independent synthesis process for indican, paving a new path for year-round indican production.
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CHINESE CHEMICAL LETTERS
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2025
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IF 8.9
Xiaoyong Shu,Shizong Wang,Jianlong Wang,Qi Zhou,Yong Liu,Yongxia Sun
High-salinity wastewater, especially reverse osmosis (RO) concentrate, is difficult to treat due to severe microbial inhibition and the presence of refractory organics. Herein, a salinity-tolerant bacterium ( Chryseobacterium sp.) was isolated and applied in combination with ionizing irradiation to develop an efficient coupled process for RO concentrate treatment. The strain metabolically degraded phenol, p-cresol, indole, and benzoic acid, and transcriptomic analysis revealed that salt tolerance was associated with the synthesis of specific salt-tolerant proteins and enzymes ( i.e. , branched-chain amino acid). Although elevated chloride and sulfate concentrations reduced the phenol removal rate, complete degradation was achieved. The coupled process achieved up to 78.3 % COD removal and completely inactivated Chryseobacterium sp. in the effluent, ensuring biosafety. This study provides a promising strategy integrating halotolerant biodegradation and advanced oxidation for efficient treatment of high-salinity wastewater.
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Nature Communications
·
2025
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IF 15.7
Na Qi,Zhang Xiaowang,Long Linna,Qi Siyu,Zhang Zhiyu,Zhi Ruoyu,Tan Zhuotao,Ying Hanjie,Zhu Chenjie
The textile dyeing industry has shaped modern aesthetics through vibrant coloration technologies. Indigoid dyes embody this potential but are hindered by the hazardous chemo-synthesis and water-intensive chemo-dyeing processes. While biosynthesis and bio-dyeing efforts offer alternatives, disjointed synthesis-dyeing steps lead to unsustainable water and energy demands, and complex biosynthetic pathways cause low atom economy and inefficiency. Here, we report a one-pot one-step approach that unifies biosynthesis and bio-dyeing of indigoids to drastically reduce water usage in the dyeing process. By combining alcohol dehydrogenase with flavin-containing monooxygenase, we construct an artificial redox-neutral cascade biosynthetic pathway to produce bluish-violet indigoid dyes, which significantly enhances atom economy and achieves high production efficiency. Various natural and synthetic fabrics are dyed in-situ with the biosynthetic indigoids utilizing recombinant E. coli whole cells. Crucially, this system dyes synthetic nylon fibers with the historic purple hue.
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Frontiers in Pharmacology
·
2024
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IF 4.4
Li Lin,Jingchuan Yan,Jin Sun,Jianfeng Zhang,Bo Liao
Objective: The PRAS40 is an essential inhibitory subunit of the mTORC1 complex, which regulates autophagy. It has been suggested that Erxian Decoction (EXD) could treat spinal cord injury (SCI) via the autophagy pathway. However, the mechanism of whether EXD acts through PRAS40 remains unclear. Methods: With the help of immobilized PRAS40, isothermal titration calorimetry (ITC) and molecular docking, the bioactive metabolites in the EXD were screened. To establish in vitro SCI models, PC12 cells were exposed to hydrogen peroxide (H2O2) and then treated with the identified EXD substances. Furthermore, Western blot assay was carried out to identify potential molecular mechanisms involved. For assessing the effect of metabolites in vivo , the SCI model rats were first pretreated with or without the metabolite and then subjected to the immunohistochemistry (IHC) staining, Basso, Beattie & Bresnahan (BBB) locomotor rating scale, and H&E staining. Results: The immobilized PRAS40 isolated indole, 4-nitrophenol, terephthalic acid, palmatine, sinapinaldehyde, and 3-chloroaniline as the potential ligands binding to PRAS40. Furthermore, the association constants of palmatine and indole as 2.84 × 106 M-1 and 3.82 × 105 M-1 were elucidated via ITC due to the drug-like properties of these two metabolites. Molecular docking results also further demonstrated the mechanism of palmatine binding to PRAS40. Western blot analysis of PC12 cells demonstrated that palmatine inhibited the expression of p-mTOR by binding to PRAS40, activating the autophagic flux by markedly increasing LC3. The injection of palmatine (10μM and 20 μM) indicated notably increased BBB scores in the SCI rat model. Additionally, a dose-dependent increase in LC3 was observed by IHC staining. Conclusion: This research proved that EXD comprises PRAS40 antagonists, and the identified metabolite, palmatine, could potentially treat SCI by activating the autophagic flux.
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EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
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2024
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IF 6
Xufeng Qin,Weifeng Xu,Jiangnan Hu,Yong Dong,Renbo Ding,Shuheng Huang,Zhendong Zhao,Hong Chang,Xiaokun Wang,Shuai Dong
Glioma, a common primary brain tumor, is highly infiltrative and invasive, often leading to drug resistance and recurrence. Therefore, the development of novel therapeutic agents is urgently needed. Pseudellone C is a novel marine triindole alkaloid. Screening of its antiproliferative activity against 55 cell lines revealed its anti-CNS cancer potential. A total of 42 derivatives of Pseudellone C were designed and synthesized, and their inhibitory activities against two human glioma cell lines (U-87MG and LN-229) were evaluated using the CCK-8 assay. Ten derivatives exhibited potent antiproliferative activity with IC 50 values below 10 μmol, which are 18- to 39- fold more potent than Pseudellone C. Among these, derivative 4o demonstrated favorable blood-brain barrier permeability. Mechanistic studies revealed that 4o induces apoptosis primarily by activating the downstream caspase 3 cascade via the TNF/TNFR pathway. Structure-activity relationship correlations were systematically analyzed, and a pharmacophore model for further rational design was constructed.
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CHEMICAL ENGINEERING JOURNAL
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2025
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IF 13.2
Xingyue Yang,Lei Wang,Shijie Zhou,Shilong Zhang,Yongfang Xu,Yujie Bian,Zhaowei Tian,Yusen Yang,Min Wei
Liquid organic hydrogen carriers (LOHC), which involve reversible catalytic hydrogenation/dehydrogenation cycles, have attracted considerable attention. This study investigates Cu/CuAlO x catalysts with unique Cu 0 –Cu + interfacial sites, which are prepared via structural topological transformation of layered double hydroxide (LDH) precursors. The optimized Cu/CuAlO x catalysts exhibit exceptional catalytic activity in 1,2,3,4-tetrahydroquinoline (THQ) dehydrogenation, achieving a complete conversion of THQ within 1.5 h and a turnover frequency (TOF) value amounts to 19.94 h −1 at 150 °C, which stands at the highest echelon compared with previously reported heterogeneous catalysts. Furthermore, the catalyst also exhibits excellent performance in quinoline hydrogenation (yield >99 %) after 6 h at 60 °C, and the TOF value reaches up to 7.01 h −1 . A comprehensive investigation based on XPS, TEM and XAFS verifies the dual active states Cu 0 and Cu + sites coexisting on nanoparticle surfaces. Both experimental studies ( in situ DRIFTS and XPS) and DFT calculations reveal the pivotal role of the Cu 0 − Cu + synergistic effect in dictating catalytic behavior: the Cu + species preferentially adsorb and activate the N − H bonds and C − H bonds in N-heterocycles; Whereas the Cu 0 site facilitates efficient reassociation of surface adsorbed H atoms and product desorption (H 2 ). This work exhibits substantial potential for implementation in hydrogen storage technologies, offering a viable pathway towards efficient LOHC utilization in clean energy systems.
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Catalysts
·
2025
·Vol. 15
·期 9
·888
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IF 4
Qiongqiong He,Zhaoyang Song,Shaomeng Huang,Ruize Gao,Chao Han,Zhenyong Miao
Heterocyclic compounds in high-salinity wastewater are highly resistant to degradation, posing significant treatment challenges. A hybrid micro-nano bubble Fenton system (FT-MNBs) was developed to enhance Fe2+activation via interfacial effects. The FT-MNBs achieved a significantly higher indole degradation rate (0.0380 min−1) compared with micro and nano bubbles (MNBs) alone (0.0046 min−1) and conventional Fenton (0.01008 min−1). In real coking wastewater with a total dissolved solid (TDS) content of 3.266 g/L, FT-MNBs achieved COD removal efficiencies of 93.42% (initial COD 200 mg/L) and 72.54% (initial COD 10,000 mg/L), demonstrating excellent adaptability and efficiency in treating refractory high-salt organic wastewater. Electron spin resonance confirmed •OH as the main reactive species. Molecular simulations revealed that the MNB interface enhances the adsorption energy of Fe and H2O2, alters the Fe 3d orbital to better overlap with the O–O 2p orbital, and increases electron density—thus promoting O–O bond cleavage and free radical generation. The FT-MNBs not only enhances reaction kinetics but also offer scalability and energy efficiency, showing great potential for advanced industrial wastewater treatment.
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