Benzene ring bisphenol A substitutes potently inhibit human, rat, and mouse gonadal 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis

doi:10.1016/j.ecoenv.2023.115461

科研成果详情

题名	Benzene ring bisphenol A substitutes potently inhibit human, rat, and mouse gonadal 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis
作者	Yu, Yang1; Ren, Zheyuan1; Wang, Hong1; Sang, Jianmin1; Chen, Ya 1,2; Zhang, Minjie1; Zhu, Yang 1; Wang, Yiyan1; Ge, Ren-shan1,2,3
发表日期	2023-10-01
发表期刊	Ecotoxicology and environmental safety 影响因子和分区
语种	英语
原始文献类型	Journal Article
关键词	3β-hydroxysteroid dehydrogenase/Δ(5,4)-isomerase In silico docking Model of action Pregnenolone Steroid hormone
其他关键词	ENDOCRINE DISRUPTORS ; DATABASE
摘要	Bisphenol A (BPA) is a chemical used in the production of certain plastics and resins. Recent research has found that BPA can inhibit the activity of 3β-hydroxysteroid dehydrogenase/Δ5,4-isomerases (3β-HSDs). Whether benzene ring BPA substitutes can inhibit human, rat, and mouse gonadal 3β-HSDs, the structure-activity relationship and the underlying mechanism remain unclear. In this study, we compared 6 benzene ring BPA substitutes to BPA in the inhibition of human, rat, and mouse gonadal 3β-HSDs and conducted structure-activity relationship and in silico docking analysis. The inhibitory activity (IC50) of human 3β-HSD2 in KGN cells ranged from about 0.02 μM for bisphenol H to 8.75 μM for BPA, that of rat 3β-HSD1 in testicular microsomes ranged from 0.099 μM for bisphenol H to 31.32 μM for BPA, and that of mouse 3β-HSD6 ranged from 0.021 μM for BPH to ineffectiveness for 100 μM BPA. These compounds acted as mixed inhibitors with LogP inversely correlated with IC50 and ΔG positively correlated with IC50 value. Docking analysis showed that these compounds bind to the steroid active site of the 3β-HSD enzymes. In conclusion, some benzene ring BPA substitutes potently inhibit gonadal 3β-HSD in various species, and lipophilicity and binding affinity determine their inhibitory strength
资助项目	Department of Health of Zhe- jiang Province [11-CX29]
出版者	ACADEMIC PRESS INC ELSEVIER SCIENCE
ISSN	0147-6513
EISSN	1090-2414
卷号	264
DOI	10.1016/j.ecoenv.2023.115461
页数	11
WOS类目	Environmental Sciences ; Toxicology
WOS研究方向	Environmental Sciences & Ecology ; Toxicology
WOS记录号	WOS:001077857500001
收录类别	PUBMED ; SCIE ; SCOPUS
在线发表日期	2023-09
URL	查看原文
PubMed ID	37703809
SCOPUSEID	2-s2.0-85171190972
通讯作者地址	[Ge, Ren-shan]Department of Anaesthesiology of the Second Affiliated Hospital and Yuying Children's Hospital of Wenzhou Medical University,Zhejiang,Wenzhou,325027,China
Scopus学科分类	Pollution;Public Health, Environmental and Occupational Health;Health, Toxicology and Mutagenesis
TOP期刊	TOP期刊
引用统计
文献类型	期刊论文
条目标识符	https://kms.wmu.edu.cn/handle/3ETUA0LF/182881
专题	第二临床医学院、附属第二医院、育英儿童医院附属第二医院附属第一医院附属第一医院_生殖医学中心第一临床医学院（信息与工程学院）、附属第一医院_妇产科学_生殖医学中心
通讯作者	Ge, Ren-shan
作者单位	1.Department of Anaesthesiology of the Second Affiliated Hospital and Yuying Children's Hospital of Wenzhou Medical University,Zhejiang,Wenzhou,325027,China; 2.Reproductive Medicine Center,the First Affiliated Hospital of Wenzhou Medical University,Wenzhou,China; 3.Key Laboratory of Environment and Male Reproductive Medicine of Wenzhou,Key Laboratory of Structural Malformations in Children of Zhejiang Province,Zhejiang Province,Wenzhou,325000,China
第一作者单位	第二临床医学院，附属第二医院、育英儿童医院; 附属第二医院
通讯作者单位	第二临床医学院，附属第二医院、育英儿童医院; 附属第二医院
第一作者的第一单位	第二临床医学院，附属第二医院、育英儿童医院
推荐引用方式 GB/T 7714	Yu, Yang,Ren, Zheyuan,Wang, Hong,et al. Benzene ring bisphenol A substitutes potently inhibit human, rat, and mouse gonadal 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis[J]. Ecotoxicology and environmental safety,2023,264.
APA	Yu, Yang., Ren, Zheyuan., Wang, Hong., Sang, Jianmin., Chen, Ya., ... & Ge, Ren-shan. (2023). Benzene ring bisphenol A substitutes potently inhibit human, rat, and mouse gonadal 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis. Ecotoxicology and environmental safety, 264.
MLA	Yu, Yang,et al."Benzene ring bisphenol A substitutes potently inhibit human, rat, and mouse gonadal 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis".Ecotoxicology and environmental safety 264(2023).