Journal of Environmental Chemical Engineering
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2022
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IF 7.968
Yitao Lyu,Taobo Huang,Wen Liu,Weiling Sun
The massive use of antibiotics has led to their omnipresence in aquatic environments, and the photodegradation was found to be the dominant transformation process for antibiotics in the natural river system. Herein, we investigated the photodegradation kinetics of 77 antibiotics in 7 classes in water under simulated sunlight. Using the quantum chemical descriptors predicted by the density functional theory calculation, the quantitative structure-activity relationship (QSAR) models were established to explore the main chemical descriptors determining the photodegradation of antibiotics. The results showed that the photodegradation kinetics of antibiotics conformed to the pseudo-first order kinetic model. The photodegradation rate constants of different antibiotics varied 4 orders of magnitude, and the photodegradation rate constants of quinolones were significantly higher than those for other classes of antibiotics due to the F atoms in their molecular structures. The developed QSAR models revealed that the energy gap (E gap ) between E LUMO and E HOMO was the main chemical descriptor determining the photodegradation of antibiotics, and it was negatively correlated with lg k . In addition, the number of F atom was also included in the QSAR models due to the great contribution of F atom to the direct photolysis of quinolones. This study ordered the photodegradation rate constants of 77 antibiotics, and revealed the major chemical descriptors determining the photodegradation of antibiotics. The results provide the basic information for the photolysis of antibiotics, which is significant for predicting the environmental behaviors and evaluating the ecological risks of antibiotics in aquatic environments.
研究领域:
环境科学
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化学
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DOI
高影响因子
Scientific Reports
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2016
·Vol. 6
·期 1
·1-13
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IF 5.228
Fang Yajing,Lu Yulin,Zang Xixi,Wu Ting,Qi XiaoJuan,Pan Siyi,Xu Xiaoyun
Flavonoids are potential antibacterial agents. However, key substituents and mechanism for their antibacterial activity have not been fully investigated. The quantitative structure-activity relationship (QSAR) and molecular docking of flavonoids relating to potent anti- Escherichia coli agents were investigated. Comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) were developed by using the pIC 50 values of flavonoids. The cross-validated coefficient ( q 2 ) values for CoMFA (0.743) and for CoMSIA (0.708) were achieved, illustrating high predictive capabilities. Selected descriptors for the CoMFA model were ClogP (logarithm of the octanol/water partition coefficient), steric and electrostatic fields, while, ClogP, electrostatic and hydrogen bond donor fields were used for the CoMSIA model. Molecular docking results confirmed that half of the tested flavonoids inhibited DNA gyrase B (GyrB) by interacting with adenosine-triphosphate (ATP) pocket in a same orientation. Polymethoxyl flavones, flavonoid glycosides, isoflavonoids changed their orientation, resulting in a decrease of inhibitory activity. Moreover, docking results showed that 3-hydroxyl, 5-hydroxyl, 7-hydroxyl and 4-carbonyl groups were found to be crucial active substituents of flavonoids by interacting with key residues of GyrB, which were in agreement with the QSAR study results. These results provide valuable information for structure requirements of flavonoids as antibacterial agents.
研究领域:
药物化学
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微生物学
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计算化学
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结构生物学
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药学
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DOI
高影响因子
JOURNAL OF HAZARDOUS MATERIALS
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2015
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IF 4.529
Xiangfeng Huang,Yi Feng,Cui Hu,Xiaoyu Xiao,Daliang Yu,Xiaoming Zou
Antibiotics are categorized as pseudopersistent compounds because of their widespread use and continuous emission into the environment. Biological systems such as active sludge and biofilms are still the principal tools used to remove antibiotics in wastewater treatment plants (WWTPs). Consequently, it is important to determine the relationship between toxic effects in biological WWTPs and the structural characteristics of antibiotics. In the present study, toxic effects of 10 sulfonamides (SAs) on nitrification in an active sludge system were studied. The toxicity results (half-effective concentrations, EC 50 ) indicated that the toxicity of sulfadimethoxine (SDM) is approximately 4 times as large as that of sulfadiazine (SD). Based on the toxicity mechanism and the partial least squares regression (PLS) method, an optimum quantitative structure-activity relationship (QSAR) model was developed for the test system. The mechanistic model showed that the p K a , the binding energies between SAs with dihydropteroate synthetase ( E b i n d i n g S A − D H P S ) and the binding energies between SAs with ammonia monooxygenase ( E b i n d i n g S A − A M O ) are the key factors affecting the toxic effects of SAs on nitration process in active sludge system, following an order of importance of E b i n d i n g S A − D H P S > E b i n d i n g S A − A M O > p K a .
研究领域:
环境科学
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微生物学
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DOI
PubMed
高影响因子
CHEMOSPHERE
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2015
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IF 3.34
Xiangfeng Huang,Yi Feng,Cui Hu,Xiaoyu Xiao,Daliang Yu,Xiaoming Zou
Photocatalysis is one of the most effective methods for treating antibiotic wastewater. Thus, it is of great significance to determine the relationship between degradation rates and structural characteristics of antibiotics in photocatalysis processes. In the present study, the photocatalytic degradation characteristics of 10 sulfonamides (SAs) were studied using two photocatalytic systems composed of nanophase titanium dioxide ( n TiO 2 ) plus ultraviolet (UV) and n TiO 2 /activated carbon fiber (ACF) plus UV. The results indicated that the largest apparent SA degradation rate constant ( K app ) is approximately 5 times as large as that of the smallest one. Based on the degradation mechanism and the partial least squares regression (PLS) method, optimum Quantitative Structure Activity Relationship (QSAR) models were developed for the two systems. Mechanistic models indicated that the degradation rule of SAs in the TiO 2 systems strongly relates to their highest occupied molecular orbital ( E homo ), the maximum values of nucleophilic attack ( f (+) x ), and the minimum values of the most negative partial charge on a main-chain atom ( q (C) min ), whereas the maximum values of OH radical attack ( f (0) x ) and the apparent adsorption rate constant values ( k ad ) are key factors affecting the degradation rule of SAs in the TiO 2 /ACF system.
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高影响因子
SAR AND QSAR IN ENVIRONMENTAL RESEARCH
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2024
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IF 2.3
J. Wang,X. Feng,W. Yuan,J. Zhang,S. Zhu,L. Xu,H. Li,J. Song,X. Rao,S. Liao,Z. Wang,H. Si
To explore novel terpenoid repellents, 22 candidate terpenoid derivatives were synthesized and tested for their electroantennogram (EAG) responses and repellent activities against Aedes albopictus. The results from the EAG experiments revealed that 5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-yl formate (compound 1) induced distinct EAG responses in female Aedes albopictus. At concentrations of 0.1, 1, 10, 100, and 1000 mg/L, the EAG response values for compound 1 were 179.59, 183.99, 190.38, 193.80, and 196.66 mV, demonstrating comparable or superior effectiveness to DEET. Repellent activity analysis indicated significant repellent activity for compound 1, closest to the positive control DEET. The in silico assessment of the ADMET profile of compound 1 indicates that it successfully passed the ADMET evaluation. Molecular docking studies exhibited favourable binding of compound 1 to the active site of the odorant binding protein (OBP) of Aedes albopictus, involving hydrophobic forces and hydrogen bond interactions with residues in the OBP pocket. The QSAR model highlighted the influential role of hydrogen-bonding receptors, positively charged surface area of weighted atoms, polarity parameters of molecules, and maximum nuclear-nuclear repulsion force of carbon-carbon bonds on the relative EAG response values of the tested compounds. This study holds substantial significance for the advancement of new terpenoid repellents.
研究领域:
昆虫学
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药物化学
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计算生物学
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PubMed
高影响因子
ENVIRONMENTAL RESEARCH
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2024
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IF 7.7
Zhenbin Chen,Haohan Cai,Feng Huang,Zongping Wang,Yiqun Chen,Zizheng Liu,Pengchao Xie
β-lactam antibiotics, extensively used worldwide, pose significant risks to human health and ecological safety due to their accumulation in the environment. Recent studies have demonstrated the efficacy of transition metal-activated sulfite systems, like Fe(Ⅲ)/HSO 3 − , in removing PPCPs from water. However, research on their capability to degrade β-lactam antibiotics remains sparse. This paper evaluates the degradation of 14 types of β-lactam antibiotics in Fe(Ⅲ)/HSO 3 − system and establishes a QSAR model correlating molecular descriptors with degradation rates using the MLR method. Using cefazolin as a case study , this research predicts degradation pathways through NPA charge and Fukui function analysis, corroborated by UPLC-MS product analysis. The investigation further explores the influence of variables such as HSO 3 − dosage, substrate concentration , Fe(Ⅲ) dosage, initial pH and the presence of common seen water matrices including humic acid and bicarbonate on the degradation efficiency. Optimal conditions for cefazolin degradation in Fe(Ⅲ)/HSO 3 − system were determined to be 93.3 μM HSO 3 − , 8.12 μM Fe(Ⅲ) and an initial pH of 3.61, under which the interaction of Fe(Ⅲ) dosage with initial pH was found to significantly affect the degradation efficiency. This study not only provides a novel degradation approach for β-lactam antibiotics but also expands the theoretical application horizon of the Fe(Ⅲ)/HSO 3 − system.
研究领域:
环境科学
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药学
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DOI
PubMed
高影响因子
PEST MANAGEMENT SCIENCE
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2024
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IF 3.8
Guangyou Chen,Jing Bai,Xinyan Wu,Xinyi Huo,Yongqiang Li,Peng Lei,Zhiqing Ma
BACKGROUND Cationic antimicrobial peptides (AMPs) possess broad-spectrum biological activities with less inclination to inducing antibiotic resistance. Herein a battery of amphiphilic amidines were designed by mimicking the characteristics of AMPs. The antifungal activities and the effects to the hyphal morphology and membrane permeability were investigated. RESULTS The results indicated the inhibitory rates of ten compounds were over 80% to Botrytis cinerea and ten compounds over 90% to Valsa mali Miyabe et Yamada at 50 mg L −1 . The half maximal effective concentration (EC 50 ) values of compound 5g and 6g to V . mali were 1.21 and 1.90 mg L −1 respectively. The protective rate against apple canker of compound 5g reached 93.4% at 100 mg L −1 on twigs, superior to carbendazim (53.3%). When treated with 5g , the cell membrane permeability and leakage of content of V. mali increased, accompanied with the decrease of superoxide dismutase (SOD) and catalase (CAT) level. Concurrently, the mycelial hyphae contracted, wrinkled, and collapsed, providing evidence of membrane perturbation. A three-dimensional quantitative structure–activity relationship (3D-QSAR) between the topic compounds and the EC 50 to V . mali was established showing good predictability ( r 2 = 0.971). CONCLUSION Amphiphilic amidines can acquire antifungal activities by acting on the plasmic membrane. Compound 5g could be a promising lead in discovering novel fungicidal candidates. © 2024 Society of Chemical Industry.
研究领域:
药物化学
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微生物学
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真菌学
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植物病理学
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定量构效关系
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DOI
PubMed
高影响因子
WATER RESEARCH
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2026
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IF 12.4
Mengqiang He,Mingzhu Liu,Xiaolei Teng,Shengnan Zhang,Zunyao Wang,Xiaohong Guan,Ruijuan Qu
Phenolic pollutants, frequently detected in aquatic environments as trace-level mixtures, pose significant challenges for water treatment. In this study, we examined the removal of 35 trace phenol mixtures (0.1 μmol/L each) under Fe(VI) oxidation, revealing kinetic differences between single and mixed systems. Fast-reacting phenols with secondary reaction rate constant ( k app ) > 350 M −1 •s −1 experienced accelerated oxidation upon mixing, whereas slow-reacting ones ( k app ≤ 350 M −1 •s −1 ) exhibited decreased rates. The quantitative structure-activity relationship (QSAR) models were constructed to correlate the k app of these phenols with molecular descriptors, showing that higher E HOMO and lower E gap were conductive to increasing the reaction rate in the mixed system, while E LUMO had a minimal effect on the reaction. Employing molecular networking for non-targeted screening, we identified the prevalence of cross-polymerization within the mixed system, yielding various cross-polymer products. Reaction pathway analysis, TOC and COD measurements, and theoretical calculations collectively demonstrated that electrophilic attacks of Fe(VI) trigger electron loss in phenols, generating phenoxy radicals that drive cross-polymerization and accelerate reaction rates of fast-reacting phenols, aligning with QSAR model predictions. These findings can deepen our understanding of Fe(VI) oxidation mechanism on mixed trace phenols, offering valuable insights for the advancement of wastewater treatment technologies.
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PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2024
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IF 5.3
Guilan Jiang,Silin Li,Jingyi Zhu,Binbin Li,Zhuhong Ding
To investigate the conformational relationship and mechanism of action of β-glucosidase (BGL) activators, a theoretical study of three-dimensional quantitative structure activity relationship, molecular docking, molecular dynamics (MD) simulations, and binding free energy analysis were performed. The results indicate that comparative molecular field analysis (CoMFA) and comparative molecular similarity index analysis (CoMSIA) models had good stability and predictive ability, with r 2 cv / r 2 pred values of 0.540/0.998 and 0.654/0.993, respectively. The derived contour maps of steric, electrostatic, and hydrogen bond donor field further displayed the modified information of these activators. Molecular docking and MD were performed on calcium diascorbate (CaAS) and L-Ascorbyl 2,6-Dipalmitate (L-ADP), which have good activating ability. The study indicates a positive interaction between the activators and the enzyme, and this interaction does not cause irreversible negative effects on the conformation of BGL. The MD results show that the total binding free energies of CaAS and L-ADP with BGL were −19.837 kJ/mol and −37.798 kJ/mol, respectively, and the binding force of the activators with BGL was mainly derived from hydrophobic interaction and hydrogen bonding. This study offers important guidance for the efficient use of BGL and for the research and development of effective activators.
研究领域:
生物化学
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药物化学
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计算化学
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酶学
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DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2020
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IF 4.192
Shichao Xu,Xiaojing Zeng,Songlin Dai,Jing Wang,Yuxiang Chen,Jie Song,Yunfei Shi,Xian Cheng,Shengliang Liao,Zhendong Zhao
In this study, we will report on the synthesis and application of efficient botanical agrochemicals from turpentine for sustainable crop protection. Two series of turpentine derived secondary amines were synthesized and identified by FT-IR, 1H NMR, 13C NMR, and HRMS. The herbicidal activities against Echinochloa crus-galli were evaluated. The potential toxicity of the synthesized compounds was tested by MTT cytotoxicity analysis. The effect of structure of the synthesized secondary amines and corresponding Schiff base compounds on their activities was investigated by quantitative structure–activity relationship (QSAR) study. All target products were found to be low toxicity, with similar or higher herbicidal activities than commercial herbicides diuron and Glyphosate. Results of QSAR study showed that a best four-descriptor QSAR model with R2 of 0.880 and Rloo2 of 0.818 was obtained. The four descriptors most relevant to the herbicidal activities are the min valency of a N atom, the max total interaction for a C−H bond, the relative number of aromatic bonds, and the min partial charge (Qmin).
研究领域:
农业化学
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植物科学
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药学
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DOI
PubMed
高影响因子
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY
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2023
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IF 6.8
Min Li,Yayao Wang,Jianren Xu,Xiu Zhang,Zhaojun Wei
The hazardous potential of haloquinolines (HQLs) is becoming an issue of great concern due to its wide and long-term usage in many personal care products. We examined the growth inhibition, structure-activity relationship, and toxicity mechanism of 33 HQLs on Chlorella pyrenoidosa using the 72-h algal growth inhibition assay, three-dimensional quantitative structure–activity relationship (3D-QSAR), and metabolomics. We found that the IC 50 (half maximal inhibitory concentration) values for 33 compounds ranged from 4.52 to > 150 mg·L −1 , most tested compounds were toxic (1 mg·L −1 < IC 50 < 10 mg·L −1 ) or harmful (10 mg·L −1 < IC 50 < 100 mg·L −1 ) for the aquatic ecosystem . Hydrophobic properties of HQLs dominate their toxicity. Halogen atoms with large volume appear at the 2, 3, 4, 5, 6, and 7-positions of the quinoline ring to significantly increase the toxicity. In algal cells, HQLs can block diverse carbohydrates, lipids, and amino acid metabolism pathways, thereby resulting in energy usage, osmotic pressure regulation, membrane integrity, oxidative stress disorder, thus fatally damaging algal cells. Therefore, our results provide insight into the toxicity mechanism and ecological risk of HQLs.
研究领域:
环境科学
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毒理学
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水生生态学
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化学信息学
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
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2025
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IF 4.7
Ya-Kun Zhang,Jian-Bo Tong,Hong-Yan Zhang,Mu-Xuan Luo,Zhi-Peng Qing,Cheng-Jian Tan
Topoisomerase I (Top I) plays a pivotal role in resolving DNA supercoiling during replication and transcription, highlighting its significance as a therapeutic target in oncology. Despite the clinical efficacy of inhibitors such as Irinotecan and Topotecan, their clinical utility is hindered by the emergence of resistance mechanisms. Sophoridine, a natural alkaloid, has demonstrated promising Top I inhibitory activity, with its derivatives showing enhanced antitumor effects. In this study, the Topomer CoMFA approach was utilized to construct a validated 3D-QSAR model to explore the structure-activity relationships (SAR) of sophoridine derivatives. Based on the model's guidance, nine derivatives were designed, four of which were synthesized and subjected to biological evaluation. Computational investigations, including molecular docking, molecular dynamics simulations, and ADMET predictions, provided detailed insights into their binding interactions and drug-like properties. These findings establish a robust theoretical framework for the rational design of sophoridine-based Top I inhibitors with potential applications in cancer treatment.
研究领域:
药理学
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计算化学
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肿瘤学
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DOI
高影响因子
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