ACS Omega
·
2023
·
IF 4.1
Junyu Liang,Xiaodong Tang,Shanhe Wan,Jiayin Guo,Peng Zhao,Ling Lu
Ginsenoside Rh2 (Rh2) is one of the most effective anticancer components extracted from red ginseng, but the poor solubility limits its clinical application. In this paper, ginsenoside Rh2 was modified with maleimidocaproic acid or maleimidoundecanoic acid with functional groups at both ends. The structures of derivatives were determined by analysis of 1D and 2D nuclear magnetic resonance, Fourier transform infrared, and high-resolution mass spectrometry. Antiproliferative cell experiments showed that Rh2 modified with maleimidocaproic acid (C–Rh2) displayed higher cytostatic activity against different tumor cells compared with Rh2, while Rh2 modified with maleimidoundecanoic acid (U–Rh2) did not exhibit obvious cytotoxicity. The results suggest that the length of the spacer arm may play an important role in the cytostatic activity of the Rh2 derivatives.
研究领域:
药理学
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肿瘤学
·
化学
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产品关联
DOI
PubMed
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2019
·
IF 3.375
Wenxing Jiang,Xianhong Zhang,Dong Chen,Yuhong Ma,Wantai Yang
Herein, we report the synthesis of novel heat-resistant microspheres by self-stabilized precipitation copolymerization of styrene (St) and 2,2′-bis[4-(4-maleimidophenoxy)phenyl]propane (BMIP) in an mN-methyl pyrrolidone (NMP)/isopentyl acetate (IPA) mixed solvent. The effects of the solvent composition, monomer feed ratio, monomer, and initiator concentration on the size and morphology of the resultant poly(BMIP-co-St) microspheres were investigated in detail. Monodisperse, highly cross-linked poly(BMIP-co-St) microspheres with number-average diameters ranging from 2.23 to 1.28 μm were successfully obtained at a 1/2 molar ratio of [BMIP]/[St] in NMP/IPA (2/13, v/v). Due to the presence of a rigid imide ring and a highly cross-linked structure, the poly(BMIP-co-St) microspheres exhibited excellent thermal stability with an initial decomposition temperature up to 440 °C and a 30% char residue rate at 750 °C. Additionally, there were some unreacted maleimide groups on the surface of poly(BMIP-co-St) microspheres for further chemical modification, making the poly(BMIP-co-St) microspheres highly interesting as advanced functional materials.
研究领域:
高分子化学
·
材料科学
·
功能材料
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热稳定性材料
·
聚合物微球
✓ 已验证
DOI
高影响因子
PEST MANAGEMENT SCIENCE
·
2014
·Vol. 71
·期 3
·433-440
·
IF 2.743
Xiao-Long Chen,Li-Jun Zhang,Fu-Ge Li,Yong-Xian Fan,Wei-Ping Wang,Bao-Ju Li,Yin-Chu Shen
BACKGROUND Maleimides, both natural and synthesised, have good biological activities. In a continuous effort to discover new maleimides with good antifungal activities, the authors have synthesised a series of 3,4-dichloro-, 3-methyl and non-substituted maleimides based on previous studies. The compounds were biologically evaluated against the fungal pathogen Sclerotinia sclorotiorum. RESULTS Of the 63 compounds evaluated, 25 compounds had interesting inhibitory potency with EC 50 < 10 µg mL −1 . N -(3,5-Dichlorophenyl)-3,4-dichloromaleimide (EC 50 = 1.11 µg mL −1 ) and N -octyl-3-methylmaleimide (EC 50 = 1.01 µg mL −1 ) were more potent than the commercial fungicide dicloran (EC 50 = 1.72 µg mL −1 ). The results showed that compounds exhibiting log P values within the range 2.4–3.0 displayed the best results in terms of fungicidal activity, and this seemed, therefore, to be the optimum range for this physicochemical parameter. CONCLUSION The present work demonstrates that some maleimides can be used as potential lead compounds for developing novel antifungal agents against S. sclerotiorum . © 2014 Society of Chemical Industry
研究领域:
药物化学
·
植物病理学
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产品关联
DOI
PubMed
高影响因子
Journal of Coatings Technology and Research
·
2022
·Vol. 19
·期 6
·1731-1741
·
IF 2.339
He Jiajian,Cheng Kai,Lin Ruijun,Su Qiuping,Li Yong,Ma Zhiping,Wang Shaoshun,Gu Yuxin,Lin Xiaofeng,Lin Wenjing,Yi Guobin
In this work, a malonate polyester suitable for Michael addition reaction was prepared by melting polycondensation of neopentyl glycol, terephthalic acid, and diethyl malonate, and its structure was characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (NMR). Then, Michael addition reaction between malonate polyester and diphenylmethane bismaleimide (BDM), catalyzed by 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU)/benzoic acid salt, was carried out to prepare the films with different contents of curing agent. The thermal and mechanical properties of the films were characterized by dynamic thermomechanical analysis, thermogravimetric analysis, and differential scanning calorimetry. We found that glass transition temperature ( T g ) of the films increased with the increase in BDM amount. The T g could reach up to 80°C, which indicated that the fabricated films show excellent thermal stability.
研究领域:
材料科学
·
化学工程
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DOI
高影响因子
MOLECULES
·
2018
·Vol. 23
·期 7
·1521
·
IF 3.098
Xiangmin Song,Chunjuan Liu,Peiqi Chen,Hao Zhang,Ranfeng Sun
Natural products are an important source of pesticide discovery. A series ofN-amino-maleimide derivatives containing hydrazone group were designed and synthesized based on the structure of linderone and methyllinderone which were isolated fromLindera erythrocarpaMakino. According to the bioassay results, compounds2and3showed 60% inhibition against mosquito (Culex pipiens pallens) at 0.25 µg·mL−1. Furthermore, the results of antifungal tests indicated that most compounds exhibited much better antifungal activities against fourteen phytopathogenic fungi than linderone and methyllinderone and some compounds exhibited better antifungal activities than commercial fungicides (carbendazim and chlorothalonil) at 50 µg·mL−1. In particular, compound12exhibited broad-spectrum fungicidal activity (>50% inhibitory activities against 11 phytopathogenic fungi) and compounds12and14displayed 60.6% and 47.9% inhibitory activity againstRhizoctonia cerealisat 12.5 µg·mL−1respectively. Furthermore, compound17was synthesized, which lacks N-substituent at maleimide and its poor antifungal activity againstSclerotinia sclerotiorumandRhizoctonia cerealisat 50 µg·mL−1showed that the backbone structure ofN-amino-maleimide derivatives containing hydrazone group was important to the antifungal activity.Keywords:maleimide;linderone;methyllinderone;antifungal activity
研究领域:
农药化学
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植物化学
·
药理学
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产品关联
DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2020
·Vol. 44
·期 11
·4538-4546
·
IF 3.288
Mei Wang,Shouhai Li,Haiyang Ding,Jianling Xia,Mei Li
In the present work, tung-oil-derived imide epoxidized esters (GEABTMI) were prepared and used as poly(vinyl chloride) (PVC) co-stabilizers. Characterization results confirmed the successful preparation of the targeted material. The thermal stabilizing effects of CaSt2/ZnSt2/GEABTMI (St: stearic acid) were compared with those of CaSt2/ZnSt2/ABTMI {ABTMI: N-(3-amino-benzoic acid) tung-maleimides} and CaSt2/ZnSt2. The experimental results showed that of the materials tested, CaSt2/ZnSt2/GEABTMI could provide the best long-term thermal stability for PVC. According to the thermal stability results and characterization, the simultaneous introduction of imide and epoxy groups into the GEABTMI structures was responsible for the excellent performance of the stabilized PVC. Furthermore, a mechanism for the stabilization of the PVC/CaSt2/ZnSt2/GEABTMI system was proposed. According to this proposal, the imide groups trapped the labile chlorine atoms removed from the PVC chain and reacted with the unstable macromolecular radical of PVC, disrupting in this way the radical chain degradation of PVC; and the epoxy group acted as an HCl absorber at the subsequent stages of degradation, avoiding in this way the harmful effects caused by the presence of HCl. Apart from the better stabilization performance, CaSt2/ZnSt2/GEABTMI yielded a PVC plasticization performance similar to those resulting from the use of the other stabilizers.
研究领域:
材料科学
·
高分子化学
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产品关联
DOI
高影响因子
Pharmaceuticals
·
2022
·Vol. 15
·期 5
·513
·
IF 5.215
Ya’nan Ren,Teli Liu,Chen Liu,Xiaoyi Guo,Feng Wang,Hua Zhu,Zhi Yang
Prostate-specific membrane antigen (PSMA) is an ideal target for the diagnosis and treatment of prostate cancer. Due to the short half-life in blood, small molecules/peptides are rapidly cleared by the circulatory system. Prolonging the half-life of PSMA probes has been considered as an effective strategy to improve the tumor detection. Herein, we reported a64Cu-labeled PSMA tracer conjugating with maleimidopropionic acid (MPA),64Cu-PSMA-CM, which showed an excellent ability to detect PSMA-overexpressing tumors in delayed time. Cell experiments in PSMA-positive 22Rv1 cells, human serum albumin binding affinity, and micro-PET imaging studies in 22Rv1 model were performed to investigate the albumin binding capacity and PSMA specificity. Comparisons with64Cu-PSMA-BCH were performed to explore the influence of MPA on the biological properties.64Cu-PSMA-CM could be quickly prepared within 30 min. The uptake of64Cu-PSMA-CM in 22Rv1 cells increased over time and it could bind to HSA with a high protein binding ratio (67.8 ± 1.5%). When compared to64Cu-PSMA-BCH,64Cu-PSMA-CM demonstrated higher and prolonged accumulation in 22Rv1 tumors, contributing to high tumor-to-organ ratios. These results showed that64Cu-PSMA-CM was PSMA specific with a higher tumor uptake, which demonstrated that MPA is an optional strategy for improving the radioactivity concentration in PSMA-expressing tumors and for developing the ligands for PSMA radioligand therapy.Keywords:PSMA;prostate cancer;copper radioisotopes;maleimidopropionic acid;PET imaging
研究领域:
医学影像学
·
肿瘤学
·
放射化学
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产品关联
DOI
PubMed
高影响因子
POLYMER BULLETIN
·
2018
·Vol. 76
·期 6
·3093-3112
·
IF 1.589
Zhang Xiaoyong,Liu Huihui,Yue Lipei,Bai Yongping,He Jinmei
In the area of pressure-sensitive adhesives (PSAs), acrylic PSAs have been successfully applied in many fields, including self-adhesive tapes, sign labels, carrier-free tapes, double-sided tapes and protective films, but applications of heat-resistant acrylic PSAs are relatively rare. In this study, the thermal stability of acrylic polymer containing maleimide (Mal) functional groups has been investigated. The PSAs were synthesized by acrylic monomers and Mal through copolymerization. The influence of Mal on the viscosity, molecular weight ( M w , M n ), glass transition temperature, thermogravimetric analysis and contact angle of acrylic PSAs was also studied. The adhesion performance and thermal stability of acrylic PSAs could be significantly enhanced by increase in Mal content of the synthesized resin. After 3 h of treatment in drying oven at 170 °C, the modified PSAs can be peeled (180°) off from the substrate without residues on substrate surface at room temperature, while the non-modified acrylic PSAs possessed residues after treatment from 110 °C. The maximum 180° peel strength of modified PSA films was 12.7 N/25 mm when the content of Mal was 7.5 wt%.
研究领域:
材料科学
·
化学工程
✓ 已验证
DOI
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2019
·Vol. 136
·期 18
·47352
·
IF 2.188
Jianan Xu,Zhiying Li,Bao Wang,Fengya Liu,Yudong Liu,Fengqi Liu
Poly(ethylene glycol) diglycidyl ether-furfurylamine (PGFA) containing pendant furan was synthesized, and a series of crosslinked materials with thermally reversible capacity were synthesized through a furan/maleimide Diels–Alder (DA) reaction between PGFA and bismaleimide (BMI). The kinetics of the PGFA/BMI DA reaction were studied by Fourier transform infrared spectroscopy (FTIR). The reaction conversion rate, the reaction rate constant, and the energy of the DA reaction at different temperatures were calculated. In addition, the retro Diels–Alder (rDA) reaction was studied via 1 H-NMR, differential scanning calorimetry, and in situ FTIR. The occurrence of the retro DA reaction has been characterized clearly. Finally, the mechanical properties of the materials were obtained by dynamic mechanical and tensile tests. The storage modulus decreased obviously when the temperature reached over 90 °C, which proved that the materials were thermally reversible at high temperature. By changing the proportion of the crosslinking agent BMI, the best-performing materials were obtained, and the properties of the materials were basically unchanged after recycling. Thus we have obtained an excellent reusable material. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136 , 47352.
研究领域:
材料科学
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化学工程
✓ 已验证
产品关联
DOI
高影响因子
RSC Advances
·
2021
·Vol. 11
·期 52
·32565-32572
·
IF 3.361
Wang Xiangjun,Xinzhong Li,Qi Lin,Jianrong Xia,Hanyu Xue
The need to improve the environmental friendliness and achieve the recycling of resins is an ongoing process for hot-melt adhesive technology. In this work, a new type of thermoreversible crosslinking hot-melt adhesive-based Diels Alder (DA) reaction was prepared. The critical idea was to efficiently initiate the esterification to yield furoic acid (FA)-grafted poly(vinyl alcohol) (PVA-g-FA), and then PVA-g-FA was mixed with N,N′-(4,4′-methylenediphenyl)dimaleimide (MDI) to finally obtain the thermoreversible crosslinking adhesive (PVA-g-FA/MDI). The experimental results indicated that the reversibility of the DA reaction between the furan rings and the maleimide groups allowed PVA-g-FA/MDI to be dynamically crosslinked. It was able to crosslink at a temperature of 80 °C and decrosslink at 120 °C. Moreover, the performances of hot-melt adhesive were investigated. The PVA-g-FA/MDI had a better peeling strength (43.33 N mm−1), bond strength (11.84 MPa), and thermal conductivity (0.263 W m−1 K−1) than PVA resins. The light-transmittance and haze value were 52.8% and 12.24‰, respectively. The PVA-g-FA/MDI resin could be reused more than two times.
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2023
·Vol. 140
·期 42
·e54547
·
IF 3
Jilei Xu,Ping Chen,Shuaijiang Ma,Guohao Zhu
In this study, two types of ortho -oxazine functionalized bismaleimides with exceptional thermal properties and solubility were synthesized. The excellent solubility in many solvents is attributed to the stable twisted structure of the monomer. The monomer containing the cyano group showed enhanced solubility. It was found that the curing mode of ortho -oxazine functionalized bismaleimide was autocatalytically cured. In situ FT-IR spectroscopic studies indicated that the structure of bismaleimide resin undergoes a structural transformation at higher temperatures to form benzoxazole resin with enhanced thermal stability. The carbon residue rates of bismaleimide and benzoxazole resins at 800°C were 69% and 77%, respectively. The new bismaleimide and benzoxazole resins were analyzed using Microscale Combustion Calorimeter (MCC), and it was found that they also possess excellent flame-retardant properties, specifically benzoxazole resin.
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
POLYMER ENGINEERING AND SCIENCE
·
2024
·
IF 3.2
Bo Liu,Zhigang Yuan,Mehdi Derradji,Caizhao Liu,Mingming Sun,Xugang Zhang,Gang Xue,Caiyu Song,Bin Zhang
Bismaleimide (BMI) resins is widely used in the aerospace field because of its excellent properties, but its poor toughness limits the possibility of its application in a wider range of fields. Therefore, a novel bio-compound, 4-(allyloxy)-3-methoxy-N-(3-(triethoxysilyl)propyl)benzamide (AMTPM), was designed and synthesized from renewable vanillin, which has Schiff-base structure, silico-oxygen bond structure, and allyl structure. The chemical structure of AMTPM has been characterized and validated by Fourier transform infrared (FTIR) and hydrogen nuclear magnetic resonance ( 1 H NMR). It was found that the addition of AMTPM can effectively promote the curing behavior of BD resins (BMI and diallyl bisphenol A (DBA) was mixed and cured at the ratio of 1:0.87, named BD resins). AMTPM can affect the thermal stability and improve the mechanical properties of BD-AMTPM resins (BD resins modified by AMTPM in different addition), and the detailed discussion was conducted. With the increase of AMTPM content, the thermal stability of BD-AMTPM resins was deteriorated while the residual weight percentage at 800°C ( Y c ) was increased. When the content of AMTPM reached 12 wt%, the results showed that Y c achieved the values at a magnitude of 37.57%. Meanwhile, the glass transition temperature ( T g ) achieved 320°C. Among the BD-AMTPM resins system, the BD-6 wt% AMTPM has the best toughness and mechanical properties. The impact strength was increased by 29.2%, the tensile strength was increased by 22.1% and the elongation at break was increased by 44%. The fracture morphology of BD-AMTPM resins was also studied by scanning electron microscopy (SEM) to support the mechanical experimental conclusions. This study provides a more environmentally friendly and convenient modifier, which is of great significance for expanding the application of bismaleimide resin. Highlights A bio-based modifying agent (AMTPM) was designed and successfully synthesized. AMTPM has both Si-O and Schiff-base structures. AMTPM can effectively improve the toughness of BD-AMTPM resins through impact and tensile tests.
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）