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Food Chemistry-X · 2025 · IF 8.2

Evolution of aroma compounds in round soy sauce aroma type baijiu during aging and the effect of aging markers on the lasting aroma in finished glass

Shi-Yi Wang,Chen Li,Yu-Jie Li,Guang-Qian Liu,Zhen-Ming Lu,Li-Juan Chai,Hong-Yu Xu,Jin-Song Shi,Song-Tao Wang,Cai-Hong Shen,Xiao-Juan Zhang,Zheng-Hong Xu

Soy sauce aroma type Baijiu (SSAB) is a complex blend of seven rounds of raw SSAB, each with distinct aroma profiles that evolve during maturation. Tracking the aging of individual rounds is crucial for understanding flavor development. The round 1–4 SSABs were analyzed by gas chromatography–mass spectrometry and an electronic tongue over one-year aging. Results showed that short/medium-chain esters decrease while long-chain esters, acids, aldehydes, pyrazines, ketones, and furans increase. Kinetic analysis showed that short/medium-chain ethyl esters reach equilibrium in the esterification-hydrolysis reactions, whereas long-chain ethyl esters favor esterification, with their reaction quotient (Qc) diverging from the equilibrium point. Linoleic acid ethyl ester, identified as a key aging marker, was found to reduce the volatilization rate of critical aroma compounds in the finished glass, thereby prolonged the duration of lingering aromas. These findings provide a foundation for improving SSAB blending and storage, highlighting aging's key role in enhancing Baijiu quality.

研究领域: 食品科学 · 发酵工程 · 分析化学
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JOURNAL OF ORGANIC CHEMISTRY · 2024 · IF 3.3

Ligand-Free Iron-Catalyzed Construction of C–P Bonds via Phosphorylation of Alcohols: Synthesis of Phosphine Oxides and Phosphine Compounds

Liguang Gan,Changxu Ye,Tianshu Pi,Lingling Wang,Chunya Li,Long Liu,Tianzeng Huang,Tieqiao Chen,Li-Biao Han

An efficient method for the construction of C–P(V) and C–P(III) bonds via the iron-catalyzed phosphorylation of alcohols under ligand-free conditions is disclosed. This strategy represents a straightforward process to prepare a series of phosphine oxides and phosphine compounds in good to excellent yields from the readily available alcohols and P–H compounds. A plausible mechanism is also proposed. We anticipate that this mode of transforming simple alcohols would apply in chemical synthesis widely.

研究领域: 有机化学 · 合成化学
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JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH · 2022 · IF 1.61

Synthesis and antitumor activity of benzophenone compound

Bei-Dou Zhou,Rong-Rong Wei,Jia-Li Li,Zi-Han Yu,Zhi-Min Weng,Zhi-Peng Ruan,Jian Lin,Yuan-Yuan Fang,Gui-Fen Xu,Dong-Bao Hu

Seven benzophenone compounds were synthesized in one or two steps, then their antitumor activity was evaluated. The total yields ranged from 9% to 44%. Compounds 3c–5c exhibited obvious antitumor activity. Among them, compounds 3c and 4c exhibited excellent and broad-spectrum antitumor activity. Compound 3c exhibited much stronger inhibitory activities against fourteen cancer cells than cisplatin. In particular, compound 3c exhibited stronger cytotoxicity against hepatocarcinoma SMMC-7721 cells than Taxol, with a half maximal inhibitory concentration (IC50) of approximately 0.111 μM. These results demonstrated that compounds 3c, 4c and 5c were very promising antitumor leads for further structural modification.

研究领域: 药理学 · 肿瘤学
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JOURNAL OF HETEROCYCLIC CHEMISTRY · 2014 ·Vol. 51 ·期 4 ·1094-1099 · IF 0.873

Synthesis and Characterization of 11-Amino-3-methoxy-8-substituted-12-aryl-8,9-dihydro-7H-chromeno[2,3-b]quinolin-10(12H)-one Derivatives

Guangfan Han,Jiawei Du,Lizhuang Chen,Lijun Zhao

A series of 2-amino-7-methoxy-4-aryl-4 H -chromene-3-carbonitrile compounds 2 were obtained by condensation of 3-methoxyphenol with β-dicyanostyrenes 1 in absolute ethanol containing piperidine. The intermediate enamines 3 were prepared by compounds 2 with 5-substituted-1,3-cyclohexanedione using p -toluenesuflonic acid (TsOH) as catalyst. The title compounds 11-amino-3-methoxy-8-substituted-12-aryl-8,9-dihydro-7 H -chromeno[2,3- b ]quinolin-10(12 H )-one 4 were synthesized by cyclization of the intermediate enamines 3 in THF with K 2 CO 3 /Cu 2 Cl 2 as catalyst. The structures of all compounds were characterized by elemental analysis, IR, MS, and 1 H NMR spectra. The crystal structure of compound 4i was determined by single-crystal X-ray diffraction analysis.

研究领域: 有机化学 · 药物化学 · 材料科学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Bio-based alginate and Si-, P- and N-containing compounds cooperate toward flame-retardant modification of polyester fabrics

Ling Sun,Chenghao Yang,Huixin Wang,Xin Jin,Xu Li,Xiangji Liu,Ping Zhu,Chaohong Dong

Imparting flame retardancy to polyester fabrics is still a pressing issue for the textile industry. To this end, a composite coating was developed by phosphite, pentamethyldisiloxane, urea and sodium alginate , and then applied together with calcium chloride to prepare flame-retardant polyester fabrics. The optimized polyester fabrics named PF-HUSC exhibited a rough surface with P, Si, N and Ca element distributions, as observed by scanning electron microscope (SEM) and energy dispersive X-ray spectrometer (EDX). Flame retardancy evaluations showed that the damaged length of PF-HUSC with a limiting oxygen index (LOI) value of 35.3 ± 0.3 % was reduced from the contrastive 17.6 ± 0.4 cm to 4.6 ± 0.2 cm after vertical burning test. Thermogravimetric (TG) test confirmed that PF-HUSC retained a char residue as high as 35.1 % at 700 °C. Cone calorimetry test displayed that the total heat release (THR) and total smoke production (TSP) values of PF-HUSC were reduced to 3.1 MJ/m 2 and 1.1 m 2 , respectively, as compared to those of pure polyester fabrics. More importantly, PF-HUSC still exhibited higher LOI value than that of pure polyester fabrics after 25 washing cycles. Hence, the coating scheme is considered as a new method to expand the preparation of flame-retardant polyester fabrics.

研究领域: 材料科学 · 纺织工程 · 化学工程
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FUEL · 2025 · IF 7.5

Selective N-methylation of amines, nitro compounds and nitriles with CO2/H2 by Cu-ZnO/TiO2 catalyst

Zhangkai Qian,Jia-qi Bai,Mei Ma,Huangfei Liu,Mengdie Cai,Jingshuai Chen,Song Sun

N -methylation of amines, nitro compounds and nitriles with CO 2 and H 2 offers a promising strategy for CO 2 utilization. However, developing highly efficient and stable Cu-based catalysts for selective mono- N -methylation of aniline remains challenging. Herein, we report the successful synthesis of a Cu-ZnO/TiO 2 catalyst, with the optimized 5 %Cu-7.5 %ZnO/TiO 2 catalyst achieving a 96.7 % yield of N -methylaniline (MA) and an initial turnover frequency (TOF) of 7.4 h −1 after 6 h under 453 K, 2 MPa CO 2 and 4 MPa H 2 . This performance surpasses all reported Cu-based catalysts and rivals noble metal-based systems. The catalyst demonstrated reusability at least four cycles and versatility in the N -methylation of various amines, nitro compounds, and nitriles. Kinetic studies revealed reaction orders of 0 with respect to aniline concentration and CO 2 pressure, and 1 with respect to H 2 pressure. Based on kinetics and extensive characterization, we propose a reaction mechanism over 5 %Cu-7.5 %ZnO/TiO 2 , identifying Cu nanoparticles as the active sites. The process proceeds via N -phenylcarbamic acid and N -phenylformamide intermediates, with the hydrogenation of N -phenylcarbamic acid as the rate-determining step.

CAS / MDL: 104-94-9 62-53-3
研究领域: 化学工程 · 催化科学 · 环境科学
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Natural Products and Bioprospecting · 2018 ·Vol. 8 ·期 6 ·413-418 · IF 0

New Dammarane Triterpenoids, Caffruones A–D, from the Cherries of Coffea arabica

Wang Xia,Peng Xing-Rong,Lu Jing,Hu Gui-Lin,Qiu Ming-Hua

Abstract In present study, four new dammarane-type triterpenoids, namely caffruones A–D ( 1 – 4 ), were isolated from the cherries of Coffea arabica . Their structures were elucidated by extensive spectroscopic analysis including 1D, 2D NMR (HSQC, HMBC, 1 H– 1 H COSY, and ROESY), HRMS and IR spectra. This is the first time that tetracyclic triterpenes have been reported in genus Coffea . Graphical Abstract

CAS / MDL: 75-05-8
研究领域: 植物化学 · 天然产物研究
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MOLECULES · 2017 ·Vol. 22 ·期 6 ·888 · IF 2.861

Effect of Selected Mercapto Flavor Compounds on Acrylamide Elimination in a Model System

Zhiyong Xiong,Bing Li,Lin Li,Liting Wan,Xiaolong Peng,Yongpo Yin

The effect of four mercapto flavor compounds (1,2-ethanedithiol, 1-butanethiol, 2-methyl-3-furanthiol, and 2-furanmethanethiol) on acrylamide elimination were investigated in model systems. The obtained results showed that mercaptans assayed were effective in elimination arylamide in a model system. Their reactivities for decreasing acrylamide content depended on mercaptan’s molecular structure and acrylamide disappearance decreased in the following order: 1,2-ethanedithiol > 2-methyl-3-furanthiol > 1-butanethiol > 2-furanmethanethiol. Mercaptans were added to acrylamide to produce the corresponding 3-(alkylthio) propionamides. This reaction was irreversible and only trace amounts of acrylamide were formed by thermal heating of 3-(alkylthio) propanamide. Although a large amount disappeared, only part of the acrylamide conversed into 3-(alkylthio) propionamides. All of these results constitute a fundamental proof of the complexity of the reactions involved in the removal of free acrylamide in foods. This implies mercapto flavor/aroma may directly or indirectly reduce the level of acrylamide in food processing. This study could be regarded as a pioneer contribution on acrylamide elimination in a model system by the addition of mercapto flavor compounds.Keywords:acrylamide;3-(alkylthio) propionamides;mercaptan;mercapto flavors;Michael addition

研究领域: 食品科学 · 化学
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EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY · 2024 · IF 6

Synthesis and anti-liver fibrosis activity of imidazole and thiazole compounds containing amino acids

Yu-Qing Meng,Jie Ren,Jing-Xin Sun,Fang-Yan Guo,Jun-Zhe Min,Ji-Xing Nan,Ji-Shan Quan,Li-Hua Lian,Cheng-Hua Jin

Four series of imidazoles ( 15a – g , 20c , and 20d ) and thiazoles ( 18a – g , 22a , and 22b ) possessing various amino acids were synthesized and evaluated for activin receptor-like kinase 5 (ALK5) inhibitory activities in an enzymatic assay. Among them, compounds 15g and 18c showed the highest inhibitory activity against ALK5, with IC 50 values of 0.017 and 0.025 μM, respectively. Compounds 15g and 18c efficiently inhibited extracellular matrix (ECM) deposition in TGF-β-induced hepatic stellate cells (HSCs), and eventually suppressed HSC activation. Moreover, compound 15g showed a good pharmacokinetic (PK) profile with a favorable half-life (t 1/2  = 9.14 h). The results indicated that these compounds exhibited activity targeting ALK5 and may have potential in the treatment of liver fibrosis; thus they are worthy of further study.

研究领域: 药理学 · 分子生物学
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FOOD CHEMISTRY · 2022 · IF 9.231

Producing beef flavors in hydrolyzed soybean meal-based Maillard reaction products participated with beef tallow hydrolysates

Yongkang Ye,Shuangshuang Ye,Zhangxiang Wanyan,Hao Ping,Zixun Xu,Shudong He,Xiaodong Cao,Xiangyang Chen,Wanwan Hu,Zhaojun Wei

This work investigated the effect of oxidized beef tallow on the volatile compositions and sensory properties of soybean meal-based Maillard reaction products (MRPs). Various tallow oxidation methods included thermal treatment (TT), enzymatic hydrolysis (ET) and enzymatic hydrolysis combined with mild thermal (ETT) treatment. Results showed that all these oxidized tallow contained more types of volatile compounds than those of untreated tallow. Moreover, the composition of almost all types of volatile substances was greatly increased with the addition of the oxidized beef tallow into the hydrolyzed soybean meal-based Maillard reaction system. More importantly, the composition of oxygen-containing heterocycles (63.89 μg/mL), sulfur-containing compounds (76.64 μg/mL), and nitrogen-containing heterocycles (19.81 μg/mL) that contribute positively to sensory properties in ETT-MRPs was found to be the highest among all the MRPs. Correlation assessment revealed that ETT was closely related to the most typical volatile products and sensory attributes, indicating this approach can effectively enhance the sensory and flavor of hydrolyzed soybean meal derived MRPs.

CAS / MDL: 9001-62-1 63-68-3
研究领域: 食品科学 · 化学 · 感官评价
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Nature Communications · 2023 ·Vol. 14 ·期 1 ·1-12 · IF 16.6

Versatile synthesis of metal-compound based mesoporous Janus nanoparticles

Yu Yan,Lin Runfeng,Yu Hongyue,Liu Minchao,Xing Enyun,Wang Wenxing,Zhang Fan,Zhao Dongyuan,Li Xiaomin

The construction of mesoporous Janus nanoparticles (mJNPs) with controllable components is of great significance for the development of sophisticated nanomaterials with synergistically enhanced functionalities and applications. However, the compositions of reported mJNPs are mainly the functionally inert SiO 2 and polymers. The universal synthesis of metal-compound based mJNPs with abundant functionalities is urgently desired, but remains a substantial challenge. Herein, we present a hydrophilicity mediated interfacial selective assembly strategy for the versatile synthesis of metal-compound based mJNPs. Starting from the developed silica-based mJNPs with anisotropic dual-surface of hydrophilic SiO 2 and hydrophobic organosilica, metal precursor can selectively deposit onto the hydrophilic SiO 2 subunit to form the metal-compound based mJNPs. This method shows good universality and can be used for the synthesis of more than 20 kinds of metal-compound based mJNPs, including alkali-earth metal compounds, transition metal compounds, rare-earth metal compounds etc. Besides, the composition of the metal-compound subunit can be well tuned from single to multiple metal elements, even high-entropy complexes. We believe that the synthesis method and obtained new members of mJNPs provide a very broad platform for the construction and application of mJNPs with rational designed functions and structures.

研究领域: 材料科学 · 纳米技术 · 化学
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FOOD CHEMISTRY · 2013 · IF 3.334

Phytochemical contents and antioxidant capacities of different parts of two sugarcane (Saccharum officinarum L.) cultivars

Simin Feng,Zisheng Luo,Yanbing Zhang,Zhou Zhong,Baiyi Lu

Antioxidant capacities and phytochemicals such as phenolics, flavonoids, triterpenoids, phytosterols of four parts of two sugarcane cultivars have been characterised. The total triterpenoid content (TTC), total phenolic content (TPC), total flavonoid content (TFC) and total sterol content (TSC) were different among parts and cultivars of sugarcane. The node of both cultivars contained the highest TTC (2096.02 and 1779.66   mg ursolic acid/100   g DW for green-rind and red-rind sugarcane, respectively). However, the highest TPC, TFC and TSC were found in the rind. Green-rind sugarcane cultivars contained higher TSC than the red-rind sugarcane cultivars in most parts, while opposite trend were found in TPC and TFC. Stigmasterol and β-sitosterol were found as two main phytosterols. Furthermore, TPC and TFC revealed good correlations with DPPH and FRAP. As cultivars and parts could affect phytochemical content, present result may provide a theoretical basis for further exploitation of the health beneficial resources of sugarcane.

研究领域: 农业 · 食品科学 · 营养学 · 植物化学
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