CRYSTENGCOMM
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2023
·Vol. 25
·期 8
·1313-1318
·
IF 3.1
Ying Yang,Jianjuan Zhao,Xinyuan Zhang,Zhanggui Hu,Yicheng Wu
A new 3-(4-methoxy)phenyl-5-isoxazolone-based crystal MPMOI (C18H15NO4) was designed and synthesized by the substitution of –OCH3 groups on two sides of the molecular framework. Striped yellow MPMOI crystals were successfully grown by slow evaporation from chloroform solution. Due to the introduction of the –OCH3 group, MPMOI crystallizes in the noncentrosymmetric space group of P212121 and exhibits a second harmonic generation (SHG) response about 3.7 times larger than that of KDP under a 1064 nm fundamental laser. Thermal analysis, UV-visible absorption, infrared spectroscopy, and Raman spectroscopy were also performed to characterize the physical and chemical properties of MPMOI. This work not only presents a new NLO crystal, but also provides a feasible design strategy for group substitution.
研究领域:
材料科学
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晶体学
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光学
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分子设计
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DOI
高影响因子
RESEARCH ON CHEMICAL INTERMEDIATES
·
2013
·Vol. 40
·期 4
·1575-1581
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IF 0.88
Liu Feng,Wang Meiyan,Teng Xinhuan,Zhang Peizhi,Jiang Lin
A series of 2-(5-methyl-3-(4-chloro/trifluoromethylphenyl)isoxazol-4-yl)-5-arylamino-1,3,4-oxadiazoles were synthesized from 4-chloro/trifluoromethyl benzaldehyde, ethyl acetoacetate, hydroxylamine hydrochloride, hydrazine hydrate, and aryl isocyanate by multi-step reactions. The structures of the target compounds were elucidated by IR, 1 H NMR, MS, and elemental analysis. All these compounds were tested for in vitro antifungal activities against Botrytis cinerea and Rhizoctonia cerealis by the mycelium growth rate method, and the results indicated that some compounds displayed high antifungal activity against Botrytis cinerea.
研究领域:
有机化学
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植物病理学
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药物化学
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DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2023
·
IF 6.1
Shuqi Guo,Qiang Zhao,Hongbo Hu,Wei Wang,Muhammad Bilal,Qiang Fei,Xuehong Zhang
Phenazine-1-carboxylic acid (PCA) secreted by Pseudomonas chlororaphis has been commercialized and widely employed as an antifungal pesticide. However, it displays potential hazards to nontarget microorganisms and the environment. Although the PCA degradation characteristics have received extensive attention, the biodegradation efficiency is still insufficient to address the environmental risks. In this study, an engineered Pseudomonas capable of degrading PCA was constructed by introducing heterologous PCA 1,2-dioxygenase (PcaA1A2A3A4). By integrating the PCA degradation module in the chemical mutagenesis mutant P3, 7.94 g/L PCA can be degraded in 60 h, which exhibited the highest PCA degradation efficiency to date and was 35.4-fold higher than that of the PCA natural degraders. Additionally, PCA was converted to 1-methoxyphenazine through structure modification by introducing the functional enzymes PhzSPa and PhzMLa, which has good antifungal activity and environmental compatibility. This work demonstrates new possibilities for developing PCA-derived biopesticides and enables targeted control of the impact of PCA in diverse environments.
研究领域:
环境科学
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微生物学
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生物技术
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化学工程
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DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2024
·
IF 2.3
Yongchang Bi,Jingjun Wang,Xingyu Bian,Mingyue Chen,Guangyuan Zhu,Yumin Zhang,Qiang Gu
An efficient and green method for synthesizing 3-methyl-4-(hetero) arylmethylene isoxazole-5(4 H )-ones was developed using a recyclable and environmental–friendly catalyst, Na 2 S 2 O 3 , and 16 target compounds were successfully synthesized under the obtained optimal reaction condition. Using rifampicin as a positive control, the antibacterial activity of all synthesized compounds was tested by micro dilution method, among them, 3-methyl-4-[(2,4-dimethoxyphenyl) methylene]-isoxazole-5-one ( 4 m ) presented wonderful antimicrobial activity, which may contribute to the development of anti-tuberculosis drugs. Graphical
研究领域:
有机化学
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药物化学
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微生物学
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DOI
PubMed
高影响因子
Journal of the Iranian Chemical Society
·
2025
·
IF 2.3
Xue Yafei,Bi Yongchang,Wang Jingjun,Zhu Guangyuan,Chen Mingyue,Bian Xingyu,Zhang Yumin,Gu Qiang
Isoxazole-containing compounds showed an array of biological activities relevant to pulmonary tuberculosis. A series of pyrrolopyrimidine and indole derivatives containing isoxazole rings were constructed and synthesized by employing substituted isoxazole, pyrrolopyrimidine and indole derivatives as raw materials under the optimal reaction condition. On the basis of confirming the structure of the synthesized compounds, their antibacterial activity against Mycobacteria smegmatis in vitro was evaluated using rifampin as a positive control. Two compounds showed excellent anti-mycobacterium activity, and their minimum inhibitory concentrations were respectively 10.67 ± 3.77 μg/mL and 8.00 μg/mL, which suggested that they can be regarded as candidates for development of anti-tuberculosis drugs. Graphical abstract
研究领域:
药理学
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有机化学
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传染病学
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产品关联
DOI
高影响因子
TETRAHEDRON
·
2016
·
IF 2.645
Xiong-Wei Liu,Zhen Yao,Jun Yang,Zhi-Yong Chen,Xiong-Li Liu,Zhi Zhao,Yi Lu,Ying Zhou,Yu Cao
A facile and efficient methodology was developed for the synthesis of isoxazole-fused spiropyrrolidine oxindoles 3–5 via a 1,3-dipolar cycloaddition reaction of 3-methyl-4-nitro-5-alkenyl-isoxazoles with azomethine ylides (thermally generated in situ from isatin derivatives and proline or thioproline or sarcosine). Products bearing adjacent quaternary-tertiary centers were smoothly obtained in high yields (up to 90% yield) with good diastereoselectivity (up to 20:1). Furthermore, their biological activity has been preliminarily demonstrated by in vitro evaluation against human prostate cancer cells PC-3, human lung cancer cells A549 and human leukemia cells K562 by the MTT-based assays using the commercially available standard drug Cisplatin as a positive control. These results suggested that most of isoxazole-fused spiropyrrolidine oxindoles 3–5 showed considerable cytotoxicities to these three cell lines K562, A549 and PC-3, and that isoxazole-fused spiropyrrolidine oxindoles may be potential leads for further biological screening.
研究领域:
有机化学
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药物化学
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肿瘤学
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产品关联
DOI
高影响因子
ChemistrySelect
·
2023
·Vol. 8
·期 18
·e202300551
·
IF 2.1
Yongchang Bi,Xiaodong Chen,Yafei Xue,Kejun Liu,Yumin Zhang,Qiang Gu
Graphical 1,4-Bis((3-arylisoxazol-5-yl)methyl)piperazines were synthesized in 64–90 % yield by an environment friendly method using 5-(bromomethyl)-3-arylisoxazoles and piperazine as raw materials. Their antibacterial activities were evaluated. A series of piperazine derivatives containing bis-isoxazole were successfully synthesized by the reaction between piperazine and substituted isoxazole derivatives under the optimal reaction condition. The structures of all products were confirmed by IR, HRMS, 1 H and 13 C NMR. The antibacterial activities of all products against Mycobacteria smegmatis in vitro were tested using rifampin as a positive control. Two compounds presented wonderful anti-mycobacterium activity, and their minimum inhibitory concentrations were respectively 2.60±1.11 μmol/mL and 4.35±0.00 μmol/mL, which indicated that they can be regarded as candidates for development of anti-TB drugs.
研究领域:
有机化学
·
药物化学
·
微生物学
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DOI
高影响因子
CHINESE JOURNAL OF CATALYSIS
·
2014
·
IF 1.552
Zhongkui Zhao,Renzhi Li,Yu Li
A clean and highly efficient synthesis of 1-amino-2-acetylanthraquinone via reductive isoxazole ring cleavage of 3-methylanthra[1,2- c ]isoxazole-6,11-dione catalyzed by trace copper using hydrazine hydrate as a clean reducing agent and water as a green reaction medium under mild reaction conditions was investigated. Various transition-metal catalysts were screened for the reductive ring-opening reaction, and Cu(NO 3 ) 2 was shown to be an excellent catalyst. A conversion of 97.2% and 1-amino-2-acetylanthraquinone selectivity greater than 95% were obtained in the presence of 2.6 mol% Cu(NO 3 ) 2 (turnover number 38) with 1.3 equiv. of hydrazine hydrate for 2 h in water. The structure of the product was confirmed by 1 H nuclear magnetic resonance spectroscopy and mass spectrometry ; the main byproduct was hydroxyl-substituted 1-amino-2-acetylanthraquinone. A possible reaction mechanism for the copper-catalyzed ring cleavage of 3-methylanthra[1,2- c ]isoxazole-6,11-dione with hydrazine hydrate was proposed.
研究领域:
有机化学
·
环境化学
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DOI
高影响因子
CHINESE JOURNAL OF CATALYSIS
·
2015
·Vol. 36
·期 2
·204-208
·
IF 1.964
Zhongkui Zhao,Renzhi Li,Yu Li,Guiru Wang
A clean and highly efficient catalytic aerobic reductive ring-cleavage of 3–methylanthra[1,2- c ]isoxazole-6,11-dione to 1-amino-2-acetylanthraquinone was performed using simple organic amines as organocatalysts and water as a green reaction medium. This method provides a new clean transformation of isoxazole-containing compounds to the corresponding ortho -amino ketones . The catalytic performance of various organic amines was carefully screened, and simple organic primary amines were found to be promising practical catalysts with outstanding catalytic performance. Isopropylamine as the organocatalyst gave 97.2% conversion of 3–methylanthra[1,2- c ]isoxazole-6,11-dione, with 97.2% selectivity to 1-amino-2–acetylanthraquinone, in the presence of oxygen only, using 1 equiv. of hydrazine hydrate at room temperature for 3 h. A possible mechanism is also proposed.
研究领域:
有机化学
·
催化化学
·
绿色化学
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药物化学
·
合成方法学
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DOI
高影响因子
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES
·
2021
·Vol. 37
·期 3
·668-673
·
IF 1.307
Feng Fan,Li Jing,Zhang Zhihui,Fu Jiaxu,Zhang Yumin,Gu Qiang
A n ultrasonic-assisted synthesis of bis-isoxazole derivatives was developed. Eight 3-(6-chloropyridin-3-yl)-5-{[(3-arylisoxazol-5-yl)methoxy]methyl}isoxazoles were synthesized by 1,3-dipolar cycloaddition reaction between substituted isoxazolyl alkyne compounds and 6-chloro- N -hydroxynicotinimidoyl chloride. The structures of the synthesized compounds were confirmed by HRMS, FTIR, 1 H and 13 C NMR spectroscopy. Wherein, the antifungal and antibacterial activities of target compounds were tested. The synthesized compounds 6 a and 6 h exhibited better antifungal activity in comparison with the standard drug itraconazole. The minimum inhibitory concentrations(MICs) of both compound 6 a and compound 6 h were both 4 µg/mL against Candida albicans ATCC 10231.
研究领域:
有机化学
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药物化学
·
微生物学
✓ 已验证
DOI
高影响因子
ChemistrySelect
·
2023
·Vol. 8
·期 12
·e202204658
·
IF 2.1
Dawei Zhang,Chang Liu,Lu Ren,Wenyu Li,Boyi Luan,Yumin Zhang
Graphical An efficient synthesis of 3-methyl-4-(arylmethylene)isoxazol-5(4 H )-ones are developed via cyclocondensation in 84–94 % yields starting from aromatic aldehydes, hydroxylamine with ethyl acetoacetate vitamin B 1 is catalyzed under ultrasound-assisted. The reaction has simple operation, metal-free catalysis, acid or base free catalysis. As a green catalyst, vitamin B 1 is found to possess favorable catalytic activity and reusability for the condensation reaction. An efficient synthesis of 3-methyl-4-(arylmethylene)isoxazol-5(4 H )-ones are developed via cyclocondensation in 84–94 % yields starting from aromatic aldehydes, hydroxylamine with ethyl acetoacetate vitamin B 1 is catalyzed under ultrasound radiation, and are characterized by HR-MS, FT-IR and 1 H and 13 C NMR spectroscopy. The reaction has simple operation, metal-free catalysis, acid or base free catalysis. As a green catalyst, vitamin B 1 is found to possess favorable catalytic activity and reusability for the condensation reaction. 5-(2-Hydroxy-3-methoxybenzylidene)-3-methylisoxazol-5(4 H )-one as a metal ion fluorescent probe, has excellent selectivity to Sr 2+ and exhibits obvious discoloration. Fe 2+ quenches the fluorescence of the ligand 3-methyl-4-(2,3,4-trihydroxybenzylidene)isoxazol-5(4 H )-one, and exhibits an obvious color change.
研究领域:
有机化学
·
分析化学
·
药物化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2019
·
IF 4.745
Erbao Zhao,Feilong Zhou,Yujun Zhao
Syntheses of isoxazolidines through the carbonyl imine intermediates are currently limited to monosubstituted olefin substrates. Herein, we reported syntheses of novel bicyclic isoxazolidine-containing compounds through 1,3-dipolar cycloaddition reactions using cyclic allylic alcohols as substrates, which proved challenging in previous reports. Generally, the reaction yields range from good to high, and the reaction substrates tolerate various functional groups, including the cyclopropyl and amine groups. Mechanistic studies suggest that an allylic cation and a carbonyl imine intermediate are involved and responsible for the observed stereochemistry and diastereoselectivity.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
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