PLoS One
·
2021
·Vol. 16
·期 9
·e0255504
·
IF 3.24
Jing Zhang,Zhou-Tao Pei,Ya-Ni Zhao,Meng Zhang,Li-Ling Zhang,Wen-Qiang Wang,Jing-Ya Wu,Ran Yu,Li-Wei Sun
Benzophenone (BPs) and 4-Methylbenzylidene Camphor are used as ultraviolet (UV) filters to protect the skin and hair in personal care products. The discharging of the three chemicals may endanger the receiving water ecosystem. In the present study, the mutagenicity of BP-6, BP-8, and 4-Methylbenzylidene Camphor was tested using the Salmonella typhimurium reverse mutation test (Ames test) in the system with and without rat liver microsomal preparations (S9). Four S . typhimurium strains, TA97, TA98, TA100, and TA102 were employed in the Ames tests. The mutagenicity was detected from all three chemicals. The addition of S9 increased the mutation ratios of three chemicals to four strains, except BP-6 to TA100 strain and 4-MBC to TA97 and TA98 strain. In the mixed experiment, all positive effects were detected in the absence of S9. However, the results all became negative in the presence of S9. For the mixture of BP-6 and 4-MBC, positive results were detected on four tester strains except for the TA100 strain. For the mixture of BP-6, BP-8, and 4-MBC, positive results were detected on four strains. The mixture test results showed antagonism in mutagenicity for the mixture of BP-6 and 4-MBC to TA98 and TA100 strains and the mixture of BP-6, BP-8, and 4-MBC to TA100 and TA102 strains.
研究领域:
环境科学
·
毒理学
·
生物学
✓ 已验证
DOI
高影响因子
International Journal of Environmental Research and Public Health
·
2017
·Vol. 14
·期 11
·1414
·
IF 2.101
Yang Du,Wen-Qian Wang,Zhou-Tao Pei,Fahmi Ahmad,Rou-Rou Xu,Yi-Min Zhang,Li-Wei Sun
Ultraviolet (UV)-absorbing chemicals (UV filters) are used in personal care products for the protection of human skin and hair from damage by UV radiation. Although these substances are released into the environment in the production and consumption processes, little is known about their ecotoxicology effects. The acute toxicity and potential ecological risk of UV filters benzophenone-3 (BP-3) and benzophenone-4 (BP-4) onChlorella vulgaris,Daphnia magna, andBrachydanio reriowere analyzed in the present study. The EC50values (96 h) of BP-3 and BP-4 onC. vulgariswere 2.98 and 201.00 mg/L, respectively. The 48 h-LC50of BP-3 and BP-4 onD. magnawere 1.09 and 47.47 mg/L, respectively. The 96 h-LC50of BP-3 and BP-4 onB. reriowere 3.89 and 633.00 mg/L, respectively. The toxicity of a mixture of BP-3 and BP-4 onC. vulgaris,D. magna, andB. rerioall showed antagonistic effects. The induced predicted no-effect concentrations of BP-3 and BP-4 by the assessment factor method were 1.80 × 10−3and 0.47 mg/L, respectively, by assessment factor (AF) method, which were both lower than the concentrations detected in the environment at present, verifying that BP-3 and BP-4 remain low-risk chemicals to the aquatic ecosystem.Keywords:benzophenone-3;benzophenone-4;UV filters;acute toxicity;ecological risk assessment
研究领域:
环境科学
·
毒理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Environmental Science-Nano
·
2021
·Vol. 8
·期 12
·3590-3602
·
IF 8.131
Yu Sun,Guanghua Lu,Peng Zhang,Xin Ling,Ranran Zhou,Zhenhua Yan,Jianchao Liu
The environmental behavior of pollutants in water is associated with aquatic colloids, especially organic colloids, which may be swallowed by aquatic organisms. In this study, bovine serum albumin (BSA) and phycocyanin (PCA) as organic protein colloids were used to evaluate their impacts on the accumulation and biotoxicity of benzophenone-3 (BP3). A bioaccumulation kinetic model based on daphnids (Daphnia magna) and zebrafish (Danio rerio) was established to quantify the effects of colloids on the different absorption pathways for BP3. When the freely dissolved concentration of BP3 was fixed at 100 μg L−1, environmentally relevant concentrations of colloids always acted as a carrier in the intestine, transferring BP3 to lipids, and the positive carrier efficiency decreased with the increase of colloid concentration. Protein colloids also enhanced passive absorption, of which the efficiency increased with colloid concentration. However, the contribution of the carrier effect of colloids in the intestine was almost negligible. Two aquatic organisms obtained BP3 mainly from water, and the upper limit of bioaccumulation in the colloid matrix was dependent on the absorption of colloid–BP3 by organisms or the mass transfer on the surface of organisms. Besides, BP3 caused thyroid hormone content and gene expression disorders on the hypothalamus–pituitary–thyroid axis in zebrafish larvae. The opposite colloid concentration dependence of gene expression was observed for BSA and PCA. The colloids may affect the active BP3 concentration in organisms through their adsorption and desorption behaviour outside and inside organisms, thereby affecting the toxicity of pollutants. This study suggests reconsidering the true ecological risks of pollutants bound to organic colloids in natural environments.
研究领域:
环境科学
·
毒理学
✓ 已验证
产品关联
DOI
高影响因子
RSC Advances
·
2017
·Vol. 7
·期 28
·17289-17296
·
IF 3.108
Yu Chen,Fei Gan,Shan Jin,Hui Liu,Shijun Wu,Wenting Yang,Guangzhong Yang
Garcinia xanthochymus is a tropical fruit yielding tree native to South East Asia. Its fruit is used to treat bilious conditions, diarrhea and dysentery. In this study, three new adamantyl derivatives, two new rearranged benzophenones, named as garcixanthochymones A–E (1–5), together with 12 known compounds including 7 xanthones (6–12) and 5 flavonoids (13–17) were isolated from the fruits of G. xanthochymus. Their structures were elucidated by detailed spectroscopic analyses. All isolated compounds were evaluated for their anti-proliferative activities against four human tumor cells (HepG2, A549, SGC7901, MCF-7). Adamantyl derivatives (1–3) and rearranged benzophenones (4–5) displayed potential inhibitory activity against four human cancer cell lines with IC50 values of 5.16–16.45 μM. These data suggested that the extracts of the fruits of G. xanthochymus are potent candidates for cancer prevention.
研究领域:
植物化学
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药理学
·
肿瘤学
✓ 已验证
产品关联
DOI
高影响因子
RSC Advances
·
2024
·Vol. 14
·期 28
·20339-20350
·
IF 3.9
Chun Lei,Wanjing Yang,Ziyu Lin,Yuyan Tao,Renping Ye,Yucai Jiang,Yuli Chen,Beidou Zhou
Four benzophenones, three dihydrocoumarins, and two coumarins were synthesised by a 1–3 step reaction, with yields ranging from 6.2 to 35%. Next, we investigated the in vitro antitumour activity of these compounds. Compounds 1, 8, and 9 exhibited strong antitumour activity and were considered promising candidates in this field. In particular, compound 1 exhibited very strong inhibitory activity against HL-60, A-549, SMMC-7721, and SW480 cells, with IC50 values of 0.48, 0.82, 0.26, and 0.99 μM, respectively. Finally, the antitumour mechanism of compound 1 was investigated through network pharmacology and molecular docking analyses, which identified 22 key genes and 21 tumour pathways. AKT1, ALB, CASP3, ESR1, GAPDH, HSP90AA1, and STAT3 were considered as potential target hub genes for compound 1. These results will enable the future development of benzophenone and its derivatives.
研究领域:
药物化学
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肿瘤学
·
生物信息学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2024
·
IF 4
Beidou Zhou,Xuemei Liao,Shuyi Liu,Guiqing Gao,Yanting Gao,Wanting Gan,Jialing Ke,Yuxin Wu,Feifei Wang,Baocheng Huang,Wanjing Yang,Renping Ye,Yihui Liu,Yicong Lin
Using Eaton's reagent or boron trifluoride ether, 24 compounds were synthesized in a 1- or 2-step reaction, with the conversion of the methoxy group to the hydroxyl group. Next, the in vitro antitumor activity of all compounds and the antioxidant activity of compounds 1 to 3 were investigated. Compounds 7, 13, 15, 17, 18, 20, 22 , and 24 exhibited strong antitumor activity and were considered promising compounds. Among them, compounds 7, 13 , and 18 exhibited very strong inhibitory activity against HL-60 cells with IC 50 values of 0.55, 0.29, and 0.72 μM, respectively. Furthermore, compounds 1 to 3 exhibited moderate antioxidant activity and their mechanism of action was further validated by computational chemistry. Finally, the antitumor mechanism of the above 8 compounds was investigated through network pharmacology and molecular docking, and 19 key genes and 20 pathways were obtained. These results will allow future development of benzophenone and its derivatives.
研究领域:
药物化学
·
肿瘤学
·
计算生物学
✓ 已验证
DOI
高影响因子
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
·
2022
·
IF 1.61
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
✓ 已验证
DOI
PubMed
高影响因子
TALANTA
·
2014
·
IF 3.511
Ning Li,Quanfei Zhu,Yang Yang,Jianlin Huang,Xueping Dang,Huaixia Chen
Metal-organic frameworks (MOFs) have been paid widespread attention in the field of adsorption and separation materials due to its porosity, large specific surface area, unsaturated metal-ligand sites and structural diversity. In this study, the green powder MIL-101 was synthesized and used for the extraction of benzophenone , 2,4-dihydroxybenzophenone and 2-hydroxy-4-methoxy-benzophenone from toner samples for the first time. The synthesized MIL-101 was characterized by X-ray diffraction, scanning electron microscopy, thermogravimetry and nitrogen adsorption porosimetry. The MIL-101 was applied as the dispersive solid phase extraction (DSPE) adsorbent for the extraction and preconcentration of benzophenone, 2,4-dihydroxybenzophenone and 2-hydroxy-4-methoxy-benzophenone from toner samples. The extraction conditions were investigated. Under the optimized conditions, a DSPE-HPLC method for the determination of benzophenone, 2,4-dihydroxybenzophenone and 2-hydroxy-4-methoxy-benzophenone was developed. The method yielded a linear calibration curve in the concentration ranges from 4.0 to 3500 μg L −1 for the three analytes in toner samples with regression coefficients ( r 2 ) of 0.9992, 0.9999 and 0.9990, respectively. Limits of detection were 1.2, 1.2 and 0.9 μg L −1 , respectively. Both the intra-day and inter-day precisions (RSDs) were <10%.
研究领域:
分析化学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF SEPARATION SCIENCE
·
2015
·Vol. 38
·期 19
·3412-3420
·
IF 2.737
Hao Sun,Yun Li,Chaonan Huang,Junyu Peng,Jiajia Yang,Xiaoli Sun,Shuliang Zang,Jiping Chen,Xiangdong Zhang
This work reports the preparation of molecularly imprinted polymer particles for the selective extraction and determination of four benzophenones from aqueous media. The polymer was prepared by using 4-vinylpridine as functional monomer, ethylene glycol dimethacrylate as cross-linker, acetonitrile as porogenic solvent and 2,2’,4,4’-tetrehydroxybenzophenone as template. Good specific adsorption capacity ( Q max = 27.90 μmol/g) for 2,2’,4,4’-tetrehydroxybenzophenone was obtained in the sorption experiment and good class selectivity for 2,2’,4,4’-tetrehydroxybenzophenone, 2,4-dihydroxybenzophenone, 2,2’-dihydroxy-4-methoxybenzophenone, 2,2’-dehydroxy-4,4’-dimethoxybenzophenone was demonstrated by the chromatographic evaluation experiment. Factors affecting the extraction efficiency of the molecularly imprinted solid-phase extraction procedure were investigated systematically. An accurate and sensitive analytical method based on the molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography and diode array detection has been successfully developed for the simultaneous determination of four benzophenones from tap water and river water with method detection limits of 0.25–0.72 ng/mL. The recoveries of benzophenones for water samples at two spiking levels (500 and 5000 ng/mL for each benzophenone) were in the range of 86.9–103.3% with relative standard deviations ( n = 3) below 9.2%.
研究领域:
环境科学
·
分析化学
✓ 已验证
DOI
高影响因子
ENVIRONMENTAL TECHNOLOGY
·
2023
·
IF 2.8
Chen-Yan Hu,Cun Xiong,Yi-Li Lin,Tian-Yang Zhang
The degradation kinetics, reaction pathways, and disinfection by-products formation of an organic UV filter, benzophenone-4 (BP4) during UV/persulfate oxidation were investigated. BP4 can hardly be degraded by UV alone, but can be effectively decomposed by UV/persulfate following pseudo-first order kinetics. BP4 degradation rate was enhanced with increasing persulfate dosage and decreasing pH from 8 to 5. However, the degradation rate of BP4 at pH 9 was higher than that at pH 8 because of the presence of phenolic group in BP4 structure. and SO4−⋅ were confirmed as the major contributors to BP4 decomposition in radical scavenging experiments, and the second-order rate constants between HO⋅ and BP4 as well as those between SO4−⋅ and BP4 were estimated by establishing and solving a kinetic model. The presence of Br− and humic acid inhibited the decomposition of BP4, while NO3− promoted it. The mineralisation of BP4 was only 9.1% at the persulfate concentration of 50 μM. Six degradation intermediates were identified for the promulgation of the reaction pathways of BP4 during UV/persulfate oxidation were proposed as a result. In addition, the formation of DBP in the sequential chlorination was evaluated at different persulfate dosages, pH values, and water matrix. The results of this study can provide essential knowledge for the effective control of DBP formation with reducing potential hazard to provide safe drinking water to the public.
研究领域:
环境科学
·
水处理工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
International Journal of Environmental Research and Public Health
·
2016
·Vol. 13
·期 9
·925
·
IF 2.035
Hong-Qin Sun,Yang Du,Zi-Yang Zhang,Wen-Jing Jiang,Yan-Min Guo,Xi-Wu Lu,Yi-Min Zhang,Li-Wei Sun
Benzophenone (BP) andN,N-diethyl-3-methylbenzamide (DEET) are two chemicals often used in personal care products (PCPs). There is a lack of systematic ecotoxicological evaluations about the two chemicals to aquatic organisms. In the present study, the acute toxic effects onChlorella vulgaris,Daphnia Magana, andBrachydanio reriowere tested and the ecotoxicological risks were evaluated. For BP, the 96-h half-maximal effective concentration (EC50) onC. vulgariswas 6.86 mg/L; the 24-h median lethal concentration (LC50) onD. maganawas 7.63 mg/L; the 96-h LC50onB. reriowas 14.73 mg/L. For DEET, those were 270.72 mg/L, 40.74 mg/L, and 109.67 mg/L, respectively. The mixture toxicity of BP and DEET, onC. vulgaris,D. magana, andB. rerioall showed an additive effect. The induced predicted no-effect concentrations (PNECs) for BP and DEET by assessment factor (AF) method are 0.003 mg/L and 0.407 mg/L, respectively. Both are lower than the concentrations detected from environment at present, verifying that BP and DEET are low-risk chemicals to the environment.
研究领域:
环境科学
·
毒理学
✓ 已验证
DOI
高影响因子
Journal of the American Chemical Society
·
2020
·
IF 14.612
Hai-Fang Li,Wenbo Cao,Xiaoxiao Ma,Xiaobo Xie,Yu Xia,Zheng Ouyang
The [2 + 2] photocycloaddition of alkenes and carbonyls is of fundamental interest and practical importance, as this process is extensively involved in oxetane-ring constructions. Although individual carbonyl group or alkene moiety has been utilized as photoactive species for oxetane formations upon ultraviolet photoexcitation, direct excitation of the entire noncovalent complex involving alkene and carbonyl substrates to achieve [2 + 2] photocycloadditions is rarely addressed. Herein, complexes with noncovalent interactions between benzophenone and C═C bonds in unsaturated lipids have been successfully characterized, and for the first time a [2 + 2] cycloaddition leading to the formation of oxetanes has been identified under visible-light irradiation. The mechanism of this reaction is distinctly different from the well-studied Paternò–Büchi reaction. The entire complexes characterized as dimeric proton-bonded alkene and carbonyl substrates can be excited under visible light, leading to electron transfer from the alkene moiety in fatty acyls to the carbonyl group within the complex. These results provide new insight into utilizing noncovalent complexes for the synthesis of oxetanes in which the excitation wavelength becomes independent of each individual substrate.
研究领域:
有机化学
·
光化学
·
材料科学
✓ 已验证
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）