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学者姓名：宋立彦
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Abstract ：
Acute lung injury (ALI), occurring with oxidative stress and inflammation, is a life-threatening disease, characterized by significant morbidity and mortality rates. There is a deep need to develop novel drugs. In this work we synthesized 46 novel lansiumamide B analogues with newly developed transition-metal-free strategy. Upon investigation, M11 exhibited highest inhibition rate of inflammatory cytokines and ROS release in LPS-induced Raw264.7 cells with good dose dependent manner and safety. In addition, M11 alleviated ALI induced lung injury and oxidative stress, and inhibited collagen formation and polarization of M1 macrophages. Reverse virtual screening and transcriptomics analysis suggested that M11 might target Keap1/Nrf2 signaling pathway. Further study demonstrated that M11 promoted Nrf2 nuclear translocation and the protein of downstream HO-1. Besides, M11 suppressed phosphorylation NF-kappa B. Overall, M11 could be an effective anti-oxidative stress and inflammation agent for ALI.
Keyword ：
Acute lung injury Acute lung injury Anti-inflammation Anti-inflammation Lansiummaide B analogues Lansiummaide B analogues Oxidative stress Oxidative stress
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| GB/T 7714 | Song, Liyan , Li, Mengjie , Li, Jiayu et al. Synthesis and evaluation of lansiumamide B analogues to ameliorate acute lung injury by reducing oxidative stress and inflammation via Keap1/Nrf2/ NF-κB pathway [J]. | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 299 . |
| MLA | Song, Liyan et al. "Synthesis and evaluation of lansiumamide B analogues to ameliorate acute lung injury by reducing oxidative stress and inflammation via Keap1/Nrf2/ NF-κB pathway" . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 299 (2025) . |
| APA | Song, Liyan , Li, Mengjie , Li, Jiayu , Liu, Lifang , Luo, Xingya , Wang, Jun et al. Synthesis and evaluation of lansiumamide B analogues to ameliorate acute lung injury by reducing oxidative stress and inflammation via Keap1/Nrf2/ NF-κB pathway . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 299 . |
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Allergic rhinitis (AR) is a non-infectious inflammatory disease and affects nearly half of the world's population currently, thus becoming a global health problem. In our study, a series of 1,2,4-triazole enamides were designed and used to evaluate the anti-inflammatory activity of AR. We found that compound 11g could significantly reduce the increased expression of interleukin-6 (IL-6), interleukin-1(3 (IL-1(3) and tumor necrosis factor-alpha (TNF alpha) in Raw264.7 cells induced by lipopolysaccharides (LPS), and inhibit the expression of inflammation through MAPK pathway and NF-kappa B pathway by influencing the expression of cannabinoid-1 receptor (CB1 R). In the AR mice model, 11g can significantly reduce the number of inflammatory cells in Nasal lavage fluids (NLF), showing a good effect on the treatment of AR. This study provides a new and effective candidate for treatment of AR.
Keyword ：
4-Triazole-enamides 4-Triazole-enamides Allergic rhinitis Allergic rhinitis Anti-inflammation Anti-inflammation CB1 receptor CB1 receptor MAPK MAPK NF-kappa B NF-kappa B
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| GB/T 7714 | Wang, Lu , Geng, Yan , Liu, Lifang et al. Synthesis, anti-allergic rhinitis evaluation and mechanism investigation of novel 1,2,4-triazole-enamides as CB1 R antagonist [J]. | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 289 . |
| MLA | Wang, Lu et al. "Synthesis, anti-allergic rhinitis evaluation and mechanism investigation of novel 1,2,4-triazole-enamides as CB1 R antagonist" . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 289 (2025) . |
| APA | Wang, Lu , Geng, Yan , Liu, Lifang , Wang, Jun , Chen, Jiaxin , Li, Yunying et al. Synthesis, anti-allergic rhinitis evaluation and mechanism investigation of novel 1,2,4-triazole-enamides as CB1 R antagonist . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 289 . |
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The infection and resistance of pathogenic fungi pose a significant threat to food crop safety, highlighting the urgent need for new green antifungal agents. Fusarium acid (FA) with its simple and novel structure correlates with the principles of green pesticides and has demonstrated substantial broad-spectrum antifungal activity. In a previous study, several promising lead compounds were identified. This study focused on further optimizing lead compound A1. Its inhibitory effect was evaluated against six different pathogenic fungi and several new promising compounds were identified. Notably, the anti-Magnaporthe oryzae (M. oryzae) activity of compound B4 was significantly enhanced with an EC50 value of 910 ng/mL. Rice safety tests indicated that B4 not only exhibited no adverse effect on rice growth and chlorophyll synthesis but also induced plant immunity by increasing the levels of polyphenol oxidase (PPO), peroxidase (POD), and superoxide dismutase (SOD), and soluble sugars. Further investigations into the antifungal mechanism of B4 indicated that it enhanced the permeability and damage of the mycelial membrane, thereby leading to electrolyte leakage and the loss of essential cellular substances. Subsequently, B4 induced the production of reactive oxygen species (ROS) in M. oryzae cell, including center dot OH, center dot O2 -, and 1O2, while promoting increased levels of malondialdehyde (MDA) and SOD enzyme activity. Rice infection tests indicated that B4 effectively inhibited M. oryzae conidia activity and inhibited melanin production. These findings indicated that FA derivatives hold significant potential as a new strategy for M. oryzae disease management and offer valuable insights for the control of plant fungal diseases.
Keyword ：
3D-QSAR 3D-QSAR fungicidal activity fungicidal activity fusaric acid derivatives fusaric acid derivatives safety index safety index
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| GB/T 7714 | Huang, Bin Bin , Gao, Ming Wei , Wang, Xi Guang et al. From Spear to Shield: A Novel Antifungal Drug that Safely Enhances Rice Immune Defenses [J]. | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY , 2025 , 73 (13) : 7547-7561 . |
| MLA | Huang, Bin Bin et al. "From Spear to Shield: A Novel Antifungal Drug that Safely Enhances Rice Immune Defenses" . | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 73 . 13 (2025) : 7547-7561 . |
| APA | Huang, Bin Bin , Gao, Ming Wei , Wang, Xi Guang , Huang, Xin Yi , Li, Guo , Song, Li Yan et al. From Spear to Shield: A Novel Antifungal Drug that Safely Enhances Rice Immune Defenses . | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY , 2025 , 73 (13) , 7547-7561 . |
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Particulate matter with diameter <= 2.5 mu m particles (PM2.5) can trigger pulmonary inflammation and lung injury. However, there is still no specific and effective treatment. Lansiumamide B (LB) is a natural cis-enamide compound isolated from wampee seeds, and has potential anti-inflammatory effect. Herein, two series of pyrazole enamide analogues were designed and synthesized based on the scaffold hopping strategy. The inhibition rates of inflammatory cytokines on compound 11a were superior to other compounds and exhibited good dosedependent manner and safety. Mechanism studies shown that 11a activated the Keap1/Nrf2/HO-1 signaling pathway and promoted Nrf2 entering into nucleus. Further, 11a alleviated pulmonary inflammation, collagen formation and mucus secretion in PM2.5 induced lung injury mice. Besides, 11a administration inhibited M1 macrophage polarization and neutrophil infiltration. Overall, 11a is an effective anti-inflammatory agent which might be a potent candidate to treat lung injury.
Keyword ：
Anti-Inflammation Anti-Inflammation Lung injury Lung injury Pyrazole enamides Pyrazole enamides
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| GB/T 7714 | Zhang, Guoping , Li, Mengjie , Ou, Yanghui et al. Synthesis, evaluation and mechanism study of novel pyrazole enamides to alleviate lung injury [J]. | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 282 . |
| MLA | Zhang, Guoping et al. "Synthesis, evaluation and mechanism study of novel pyrazole enamides to alleviate lung injury" . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 282 (2025) . |
| APA | Zhang, Guoping , Li, Mengjie , Ou, Yanghui , Ma, Liya , Li, Jiayu , Sun, Kexin et al. Synthesis, evaluation and mechanism study of novel pyrazole enamides to alleviate lung injury . | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY , 2025 , 282 . |
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The Hofmann and Curtius rearrangements have been widely used in organic synthesis and developed for the industrial production (5-100 kg) of pharmaceutically relevant amines/amides. However, the existing use of a stoichiometric organic oxidant [(diacetoxyiodo)benzene or trichloroisocyanuric acid for the Hofmann rearrangement] for amides or an activating reagent (diphenylphosphoryl azide for the Curtius rearrangement) for carboxylic acids is environmentally unfriendly and economically less attractive. Herein, we report the first green oxidation of amides and aldehydes with oxone and halide (and NaN3) to generate N-halo amides and acyl azides, respectively, both of which rearrange into the common isocyanate intermediates and subsequently produce stable carbamates or ureas (the Hofmann and Curtius rearrangements) when trapped with alcohols or amines. This unified green approach is highly efficient as demonstrated by more than 30 examples for each rearrangement. Importantly, this approach generates inorganic nontoxic K2SO4 as the only byproduct, which is advantageous over the existing methods that produced stoichiometric, toxic, and organic iodobenzene, and chloro-isocyanuric acid, or diphenylphosphoric acid. Notably, three urea-based drugs and eight chiral urea catalysts were efficiently synthesized from corresponding aldehydes by this green oxidative Curtius rearrangement. This green oxidative approach for the Hofmann and Curtius rearrangements is expected to find wide applications in organic synthesis and process chemistry. The oxone-halide green oxidation system is extended to the oxidation of primary amides and aromatic aldehydes (with sodium azide) to generate N-haloamide and acyl azides, respectively, for subsequent Hofmann and Curtius rearrangements.
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| GB/T 7714 | Song, Liyan , Meng, Yufei , Zhao, Tongchao et al. Unified and green oxidation of amides and aldehydes for the Hofmann and Curtius rearrangements [J]. | GREEN CHEMISTRY , 2024 , 26 (1) : 428-438 . |
| MLA | Song, Liyan et al. "Unified and green oxidation of amides and aldehydes for the Hofmann and Curtius rearrangements" . | GREEN CHEMISTRY 26 . 1 (2024) : 428-438 . |
| APA | Song, Liyan , Meng, Yufei , Zhao, Tongchao , Liu, Lifang , Pan, Xiaohong , Huang, Binbin et al. Unified and green oxidation of amides and aldehydes for the Hofmann and Curtius rearrangements . | GREEN CHEMISTRY , 2024 , 26 (1) , 428-438 . |
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Carbamate is a key structural motif in the development of fungicidal compounds, which is still promising and robust in the discovery of green pesticides. Herein, we report the synthesis and evaluation of the fungicidal activity of 35 carbamate derivatives, among which 19 compounds were synthesized in our previous report. These derivatives were synthesized from aromatic amides in a single step, which was a green oxidation process for Hofmann rearrangement using oxone, KCl and NaOH. Their chemical structures were characterized by H-1 NMR, C-13 NMR and high-resolution mass spectrometry. Their antifungal activity was tested against seven plant fungal pathogens. Many of the compounds exhibited good antifungal activity in vitro (inhibitory rate > 60% at 50 mu g/mL). Compound 1ag exhibited excellent broad-spectrum antifungal activities with inhibition rates close to or higher than 70% at 50 mu g/mL. Notably, compound 1af demonstrated the most potent inhibition against F. graminearum, with an EC50 value of 12.50 mu g/mL, while compound 1z was the most promising candidate fungicide against F. oxysporum (EC50 = 16.65 mu g/mL). The structure-activity relationships are also discussed in this paper. These results suggest that the N-aryl carbamate derivatives secured by our green protocol warrant further investigation as potential lead compounds for novel antifungal agents.
Keyword ：
antifungal activity antifungal activity carbamate derivatives carbamate derivatives green synthesis green synthesis phytopathogenic fungi phytopathogenic fungi structure-activity relationship structure-activity relationship
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| GB/T 7714 | Liu, Xiyao , Sun, Yuyao , Liu, Lifang et al. Green Synthesis and Antifungal Activities of Novel N-Aryl Carbamate Derivatives [J]. | MOLECULES , 2024 , 29 (15) . |
| MLA | Liu, Xiyao et al. "Green Synthesis and Antifungal Activities of Novel N-Aryl Carbamate Derivatives" . | MOLECULES 29 . 15 (2024) . |
| APA | Liu, Xiyao , Sun, Yuyao , Liu, Lifang , Duan, Xufei , You, Shujun , Yu, Baojia et al. Green Synthesis and Antifungal Activities of Novel N-Aryl Carbamate Derivatives . | MOLECULES , 2024 , 29 (15) . |
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We report a novel and environmentally friendly method for the ipso-bromination of arylboronic acids by exploiting the oxone/KBr system. We discovered that CuBr can catalyze the reaction and increase the yield from 63 to 97%. We believe that CuBr might catalyze the in situ generation of HOBr from oxone/KBr. The mild reaction condition permits tolerance of a diverse array of functional groups with exclusive regio- and chemoselectivity and allows low-cost large-scale reaction without explosion risk.
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| GB/T 7714 | Zhou, Yiqin , Akkarasereenon, Kornkamon , Liu, Lifang et al. Ecofriendly Protocol for ipso-Bromination of Arylboronic Acids [J]. | ORGANIC LETTERS , 2024 . |
| MLA | Zhou, Yiqin et al. "Ecofriendly Protocol for ipso-Bromination of Arylboronic Acids" . | ORGANIC LETTERS (2024) . |
| APA | Zhou, Yiqin , Akkarasereenon, Kornkamon , Liu, Lifang , Lin, Ran , Song, Liyan , Tong, Rongbiao . Ecofriendly Protocol for ipso-Bromination of Arylboronic Acids . | ORGANIC LETTERS , 2024 . |
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本发明公开了一种制备吡唑类衍生物的绿色三组分氧化环合方法。该吡唑类衍生物结构式如式(I)或式(Ⅱ)所示，其中，R1为取代的芳香基或烷基；R2为氢、烷基、酯基、酮羰基、氰基、芳香基、芳香杂环基或三氟甲基；R3为氢、烷基、酯基、酮羰基、氰基、芳香基、芳香杂环基或三氟甲基；R4为氢、烷基、酯基、酮羰基、氰基、芳香基、芳香杂环基或三氟甲基；R5为氢、烷基、酯基、酮羰基、氰基、芳香基、芳香杂环基或三氟甲基，R6为烷基、脂环烃基、芳香基、酯基、吡啶基或含氮杂环基。本发明提出的绿色三组分氧化环合方法简单、经济、绿色环保、适用性广泛，有极大的灵活性易于改变结构，具有规模化生产的良好前景。
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| GB/T 7714 | 宋立彦 , 林然 , 童荣标 . 一种制备吡唑类衍生物的绿色三组分氧化环合方法 : CN202310004757.7[P]. | 2023-01-03 . |
| MLA | 宋立彦 et al. "一种制备吡唑类衍生物的绿色三组分氧化环合方法" : CN202310004757.7. | 2023-01-03 . |
| APA | 宋立彦 , 林然 , 童荣标 . 一种制备吡唑类衍生物的绿色三组分氧化环合方法 : CN202310004757.7. | 2023-01-03 . |
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On the basis of the three-component synthetic methodology developed by us, a total of twenty-six pyrazole compounds bearing aryl OCF3 were designed and synthesized. Their chemical structures were characterized by 1H and 13C nuclear magnetic resonance and high-resolution mass spectrometry. These compounds were evaluated systematically for antifungal activities in vitro against six plant pathogenic fungi by the mycelium growth rate method. Most of the compounds showed some activity against each of the fungi at 100 & mu;g/mL. Compounds 1t and 1v exhibited higher activity against all the tested fungi, and 1v displayed the highest activity against F. graminearum with an EC50 value of 0.0530 & mu;M, which was comparable with commercial pyraclostrobin. Structure-activity relationship analysis showed that, with respect to the R1 substituent, the straight chain or cycloalkyl ring moiety was a key structural moiety for the activity, and the R2 substituent on the pyrazole ring could have significant effects on the activity. Simple and readily available pyrazoles with potent antifungal activity were obtained, which are ready for further elaboration to serve as a pharmacophore in new potential antifungal agents.
Keyword ：
antifungal activity antifungal activity pathogenic fungi pathogenic fungi pyrazole analogues pyrazole analogues structure-activity relationship structure-activity relationship
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| GB/T 7714 | Zhao, Tongchao , Sun, Yuyao , Meng, Yufei et al. Design, Synthesis and Antifungal Activities of Novel Pyrazole Analogues Containing the Aryl Trifluoromethoxy Group [J]. | MOLECULES , 2023 , 28 (17) . |
| MLA | Zhao, Tongchao et al. "Design, Synthesis and Antifungal Activities of Novel Pyrazole Analogues Containing the Aryl Trifluoromethoxy Group" . | MOLECULES 28 . 17 (2023) . |
| APA | Zhao, Tongchao , Sun, Yuyao , Meng, Yufei , Liu, Lifang , Dai, Jingwen , Yan, Guoan et al. Design, Synthesis and Antifungal Activities of Novel Pyrazole Analogues Containing the Aryl Trifluoromethoxy Group . | MOLECULES , 2023 , 28 (17) . |
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Semipinacol rearrangement is a special type of Wagner- Meerwein rearrangement that involves carbocation 1,2-rearrangement to provide carbonyl compounds with an alpha-quaternary carbon center. It has been strategically used for natural product synthesis and construction of highly congested quaternary carbons. Herein, we report a safe and green protocol that uses oxone/halide and Fenton bromide to achieve halogenative semipinacol rearrangement. The key feature of this method is the green in situ generation of reactive halogenating species from oxidation of halide with oxone or H2O2, which produces a nontoxic byproduct (potassium sulfate or water). Easy operation (insensitive to air and moisture) at room temperature without using special equipment adds additional advantage over previous methods.
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| GB/T 7714 | Song, Liyan , Zhou, Yiqin , Liang, Hanbin et al. Two Green Protocols for Halogenative Semipinacol Rearrangement [J]. | JOURNAL OF ORGANIC CHEMISTRY , 2023 , 88 (1) : 504-512 . |
| MLA | Song, Liyan et al. "Two Green Protocols for Halogenative Semipinacol Rearrangement" . | JOURNAL OF ORGANIC CHEMISTRY 88 . 1 (2023) : 504-512 . |
| APA | Song, Liyan , Zhou, Yiqin , Liang, Hanbin , Li, Hongzuo , Lai, Yunrong , Yao, Hongliang et al. Two Green Protocols for Halogenative Semipinacol Rearrangement . | JOURNAL OF ORGANIC CHEMISTRY , 2023 , 88 (1) , 504-512 . |
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