EUROPEAN POLYMER JOURNAL
·
2017
·
IF 3.531
Zixu Zhang,Zikun Wang,Hongliang Mu,Xin Wang,Yunhui Li,Jingling Yan,Zhen Wang
A novel synthetic strategy to afford 1,2,3-triazole grafted chitosans via modified Wolff’s cyclocondensation was established. Subsequently, several multi-substituted 1,2,3-triazole grafted chitosans with a degree of conversion (DC) varying from 42.1% to 53.9% were synthesized and characterized. The chemical structures of the modified chitosans were confirmed by Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance spectroscopy ( 1 H NMR), and the DC of chitosan derivatives were determined by amino titration. Meanwhile, the impact of 1,2,3-triazole moieties in the chitosan on their thermal properties were characterized by thermogravimetic analysis (TGA) and differential calorimetry scanner (DSC) respectively.
研究领域:
化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
SYNTHETIC COMMUNICATIONS
·
2018
·
IF 1.377
Xinyuan Ma,Qiong Mo,Jie Chang,Kai Xie
This paper mainly studied Pd-catalyzed regioselective chlorination of disubstituted 1,2,3-triazoles directed by the 1,2,3-triazole ring. A series of regioselective chlorinated products were synthesized in 47–86% yields using Pd(OAc)2 as a catalyst and CuCl2 as a chlorinated reagent. This method provides a new mean for the synthesis of 1,2,3-triazole halides which combines the formation of C-X bond with C-H activation.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
高影响因子
Arabian Journal of Chemistry
·
2024
·
IF 5.3
Zhiwen Qi,Pujun Xie,Zhihong Wang,Hao Zhou,Ran Tao,Sergey A. Popov,Guliang Yang,Elvira E. Shults,Chengzhang Wang
Excessive oxidation can lead to inflammation and affect health. Studies have shown that ursolic acid (UA) and gallic acid are widely employed in medicine and cosmetics owing to their obvious antioxidant and anti-inflammatory properties. In this study, a series of 16 novel UA hybrids tethered via 1,2,3-triazole to the modified gallate moieties were synthesized via CuAAC 1,3-cycloaddition reactions. In vitro , all derivatives were proved to be effective in antioxidation and anti-inflammation activities. Interestingly, compound 20 significantly inhibited the expression of pro-inflammatory cytokines including mRNA of inducible nitric oxide synthase (iNOS) ( p < 0.05) and cyclooxygenase-2 (COX-2) ( p < 0.01) in lipopolysaccharide (LPS)-induced RAW264.7 cells in a dose-dependent manner. The inhibitory effect of compound 20 on pro-inflammatory cytokines was closely associated with suppression of the LPS-activated PI 3 K/Akt signal pathway. Compound 20 significantly alleviated inflammation in the gastrointestinal tract of zebrafish in vivo . In addition, compound 20 showed good biosafety in cytotoxicity evaluation. This study provides a novel reference for the development of treatments for health problems related to anti-oxidation and anti-inflammation properties.
研究领域:
药理学
·
有机化学
·
炎症研究
✓ 已验证
产品关联
DOI
高影响因子
APPLIED CATALYSIS B-ENVIRONMENTAL
·
2021
·
IF 19.503
Chaoyang Song,Junqi Nie,Chao Ma,Cuifen Lu,Feiyi Wang,Guichun Yang
1,2,3-Triazole contained conjugated porous polymers (CPPs) have recently emerged as a new class of efficient photocatalysts. To gain more insight into the excellent photocatalytic activity of this kind of CPPs, herein, we report the design and preparation of a series of 1,2,3-triazole-based CPPs via oxidative coupling polymerization to study their photocatalytic performance. These CPPs have donor-acceptor properties and 1,2,3-triazole serves as an electron acceptor. The resulting CPPs with thiophene, carbazole and diphenylamine as electron donor units, respectively, have distinct porosities and optoelectronic properties, and showed effective photocatalytic performance towards oxidative hydroxylation of arylboric acids and alkylation of vinylarenes with diethyl bromomalonate or bromoacetonitrile. The thiophene contained CPP was a more efficient photocatalyst for the catalytic reactions, which can be attributed to its smaller optical band gap and greater charge separation efficiency. Furthermore, PTPT has shown reliable recyclability with no significant loss in its catalytic activity.
研究领域:
材料科学
·
有机化学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES
·
2018
·Vol. 34
·期 2
·197-202
·
IF 1.248
Li Jing,Liu Hongwei,Meng Fanyu,Yan Liuqing,Shi Yanpeng,Zhang Yumin,Gu Qiang
A comparison synthesis of 1,2,3-triazoles bearing isoxazole ether was developed between conventional and microwave-assisted heating. Single/double 1,2,3-triazoles bearing isoxazole ether were synthesized by click reaction starting from substituted isoxazolyl alkyne compounds and substituted benzyl azide compounds or neopen-tylglycol diazide in the presence of copper(I) that in-situ generated. Herein, the effect of different catalysts on the yield was researched by conventional method, and the optimal catalyst was selected. The structures of all the synthe-sized compounds were confirmed by MS, FTIR, 1 H and 13 C NMR spectroscopies. Moreover, the crystal structure of 5-{[(1-benzyl-1 H -1,2,3-triazol-4-yl)methoxy]methyl}-3-(4-fluorophenyl)isoxazole( 2 h) was determined.
研究领域:
有机化学
·
药物化学
✓ 已验证
DOI
高影响因子
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY
·
2024
·Vol. 50
·期 3
·982-990
·
IF 1.1
Wang Yong,Wang Wei,Wang Yu-Fei,Liu Cong-Jun,Su Wen-Hua,Gao Tian-Zeng,Li Jing-Jing,Li Wei-Shi
Abstract Objective: Dehydroepiandrosterone plays an important role in the human beings due to its ability to be converted into androgens and oestrogens. The aim of this paper is to synthesize a series of novel dehydroepiandrosteronyl 1,2,3-triazole derivatives and study the antitumor activity of the synthesized compounds. Methods: Novel dehydroepiandrosteronyl 1,2,3-triazole derivatives were synthesized across the Mitsunobu and click reaction, respectively. The cytotoxicities of the synthesized compounds against HeLa, HGC-27, and HEK-293T cells were determined by MTT assay. Results and Discussion: The results showed that compound ( V ) (3 R ,8 R ,9 S ,10 R ,13 S ,14 S )3-(4-(4-methoxyphenyl)-1 H -1,2,3-triazol-1-yl)-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro17 H -cyclopenta[ a ]phenanthren-17-one had better inhibitory activity against the tumor cell lines tested. The IC 50 value of inhibitory activity on human cervical cancer cell (HeLa) and human gastric cancer cell (HGC-27) was 33.6 and 22.3 μmolL –1 , respectively. Conclusions: This work provides useful strategies for the design and synthesis of new steroidal antitumor drugs. The synthesized compounds have certain inhibitory activity on tumor cell growth and proliferation, but have little damage on normal cells, which deserves further study.
研究领域:
药理学
·
有机化学
·
肿瘤学
✓ 已验证
产品关联
DOI
高影响因子
BIOORGANIC CHEMISTRY
·
2023
·
IF 5.1
Shuyi Zhou,Xixi Hou,Ling Li,LiHao Guo,Huili Wang,Longfei Mao,Leilei Shi,Miaomiao Yuan
Prostate cancer (PCa) is the second most frequently diagnosed cancer among men, causing a huge number of deaths each year. Traditional chemotherapy for PCa mostly focused on targeting androgen receptors. However, some of the patients would develop resistance to hormonal therapy. In these cases, it is suggested for these patients to administer treatments in combination with other chemotherapeutics. Current chemotherapeutics for metastatic castration-resistant PCa could hardly reach satisfying effects, therefore it is crucial to explore novel agents with low cytotoxicity. Herein, a common drug against the human immunodeficiency virus (HIV), the dolutegravir (DTG) was modified to become a series of dolutegravir-1,2,3-triazole derivatives. Among these compounds, the 4d and 4q derivatives were verified with high anti-tumor efficiency, suppressing the proliferation of the prostate cancer cells PC3 and DU145. These compounds function by binding to the poly (adenosine diphosphate-ribose) polymerase (PARP), inactivating the PARP and inducing DNA damage in cancer cells. It is noteworthy that the 4d and 4q derivatives showed almost no impact on normal cells and mice. Thereby, the results reveal that these dolutegravir-1,2,3-triazole compounds are potential chemotherapeutics for PCa treatment.
研究领域:
肿瘤学
·
药理学
·
化学生物学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF CHEMICAL SCIENCES
·
2020
·Vol. 132
·期 1
·1-7
·
IF 1.406
DU ZHONGLIN,LI FENRUI,LI LI,LI RAN
Abstract Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min. This method features high efficient and facile as organic azides, acetylene gas and harsh conditions were avoided. Graphic abstract Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min.
研究领域:
有机化学
·
药物化学
·
合成方法学
·
绿色化学
·
杂环化学
✓ 已验证
DOI
高影响因子
Frontiers in Pharmacology
·
2022
·
IF 5.988
Hou Xi-xi,Gong Xiao-qing,Mao Long-fei,Sun Ge,Yang Jian-xue
Erlotinib is a highly specific and reversible epidermal growth factor receptor tyrosine kinase inhibitor for the targeted therapy of non-small-cell lung cancer (NSCLC) However, the efficacy of erlotinib is limited because the development of drug resistance during chemotherapy. Indoleamine 2,3-dioxygenase-1 (IDO1) is a rate-limiting tryptophan catabolic enzyme that is activated in many human cancers. In this study, we designed a series of erlotinib-based 1,2,3-triazole compounds by combining erlotinib with phenyl or benzyl azide. Attentive FP prediction model was used to predict the bioactivity of those compounds. We discovered that most of the erlotinib-based 1,2,3-triazole compounds are capable of suppressing IDO1 activities in vitro experiments. Among them, compound 14b (IC50 = 0.59 ± 0.05 μM) had the strongest inhibitory effect on IDO1. In addition, compound 14b significantly inhibited tumor growth comparable to the antitumor activity of erlotinib and the IDO1 inhibitor epacadostat in murine tumor models.
研究领域:
药理学
·
肿瘤学
·
生物化学
✓ 已验证
DOI
PubMed
高影响因子
Polymer Chemistry
·
2016
·Vol. 7
·期 18
·3172-3178
·
IF 5.687
Zikun Wang,Youhua Tao,Zhen Wang,Jingling Yan
Four N-vinyl-1,2,3-triazole monomers were prepared in high yields from 2-aminoethanol and α-diazo-β-oxoamides via modified Wolff's cyclocondensation reactions. Then a series of poly(N-vinyl-1,2,3-triazole)s were synthesized through conventional free radical polymerization of these monomers. The chemical structures of these monomers and polymers were confirmed by proton and carbon nuclear magnetic resonance (1H and 13C NMR). The properties of poly(N-vinyl-1,2,3-triazole)s were systematically characterized by a variety of analytical techniques including thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), gel permeation chromatography (GPC), and solubility testing. The results indicated that these polymers exhibited higher glass transition temperatures (196–212 °C) than most of the commodity vinyl polymers such as polystyrene (100 °C) and poly(methyl methacrylate) (110 °C). Moreover, these polymers can be further functionalized through hydrolysis of amide groups. These results revealed that this methodology has great potential for constructing 1,2,3-triazole-containing monomers and polymers.
研究领域:
有机化学
·
高分子科学
✓ 已验证
DOI
高影响因子
CATALYSIS COMMUNICATIONS
·
2016
·
IF 3.389
Wenbo Yu,Luxia Jiang,Chao Shen,Weiming Xu,Pengfei Zhang
Cellulose supported copper(0) was used as a highly active heterogeneous catalyst to synthesize N -glycosyl-1,2,3-triazoles from glycosyl azides and alkynes. Cellulose-Cu(0) catalysed the cycloaddition reaction to produce the corresponding products in good to excellent yields in water. This heterogeneous catalyst has the advantages of high catalytic reactivity and low copper leaching. The separation and reuse of the catalyst are easy and efficient.
研究领域:
有机化学
·
催化化学
✓ 已验证
产品关联
DOI
高影响因子
POLYMER
·
2023
·
IF 4.6
Jun Zhang,Rongye Guo,Yubing Li,Hanyu Ma,Junkun Tang,Zuozhen Liu,Farong Huang
Poly(1,2,3-triazolium) (PTAM) is a kind of self-healing adhesive based on dynamic reversible covalent 1,2,3-triazolium, which is formed through the reaction of halogenated hydrocarbon and 1,2,3-triazole and plays an important role in the properties of PTAM. Therefore, it is valuable to understand the effect of halogenated hydrocarbon crosslinkers on the properties of PTAM. A series of PTAM adhesive with different crosslinkers have been prepared. The reactivity between halogenated hydrocarbon and 1,2,3-triazole was different. Crosslinkers with longer chain, iodine substituted and aromatic structure improved the adhesive property of PTAM adhesive joints, which was up to 17 MPa. The first self-healing efficiency of PTAM adhesive joints with aliphatic bromine crosslinkers reached more than 100% and the maximum cycle times of them was more than 9 before failure. The self-healing properties of PTAMs depend on the segment motion and anti-thermal oxygen aging of PTAMs. These results provide some insights for the structural design of self-healing adhesive and dynamic covalent materials.
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）