Steroids最新文献

筛选
英文 中文
Exploring the impact of estrogen-related receptor gamma on metabolism and disease 探索雌激素相关受体γ对新陈代谢和疾病的影响。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-17 DOI: 10.1016/j.steroids.2024.109500
Nanthini Sadasivam , Woo-Ram Park , Byungyoon Choi , Yoon Seok Jung , Hueng-Sik Choi , Don-Kyu Kim
{"title":"Exploring the impact of estrogen-related receptor gamma on metabolism and disease","authors":"Nanthini Sadasivam ,&nbsp;Woo-Ram Park ,&nbsp;Byungyoon Choi ,&nbsp;Yoon Seok Jung ,&nbsp;Hueng-Sik Choi ,&nbsp;Don-Kyu Kim","doi":"10.1016/j.steroids.2024.109500","DOIUrl":"10.1016/j.steroids.2024.109500","url":null,"abstract":"<div><p>Estrogen-related receptor gamma (ERRγ) is a member of the ERR orphan nuclear receptor family which possesses three subtypes, α, β, and γ. ERRγ is reportedly predominantly expressed in metabolically active tissues and cells, which promotes positive and negative effects in different tissues. ERRγ overexpression in the liver, pancreas, and thyroid cells is related to liver cancer, oxidative stress, reactive oxygen species (ROS) regulation, and carcinoma. Reduced ERRγ expression in the brain, immune cells, tumor cells, and energy metabolism causes neurological dysfunction, gastric cancer, and obesity. ERRγ is a constitutive receptor; however, its transcriptional activity also depends on co-regulators, agonists, and antagonists, which, when after forming a complex, can play a role in targeting and treating diseases. Moreover, ERRγ has proven crucial in regulating cellular and metabolic activity. However, many functions mediated via ERRγ remain unknown and require further exploration. Hence, considering the importance of ERRγ, this review focuses on the critical findings and interactions between ERRγ and co-regulators, agonists, and antagonists alongside its relationship with downstream and upstream signaling pathways and diseases. This review highlights new findings and provides a path to understanding the current ideas and future studies on ERRγ-mediated cellular activity.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109500"},"PeriodicalIF":2.1,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142005269","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent advances in the synthesis of cholesterol-based triazoles and their biological applications 胆固醇基三唑合成及其生物应用的最新进展。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-16 DOI: 10.1016/j.steroids.2024.109499
Anjaneyulu Bendi , Chanchal Vashisth , Sidhant Yadav , Rashmi Pundeer , Neera Raghav
{"title":"Recent advances in the synthesis of cholesterol-based triazoles and their biological applications","authors":"Anjaneyulu Bendi ,&nbsp;Chanchal Vashisth ,&nbsp;Sidhant Yadav ,&nbsp;Rashmi Pundeer ,&nbsp;Neera Raghav","doi":"10.1016/j.steroids.2024.109499","DOIUrl":"10.1016/j.steroids.2024.109499","url":null,"abstract":"<div><p>Double-headed warheads focusing on the pharmacological aspects as well as membrane permeability can contribute a lot to medicinal chemistry. Over the past few decades, a lot of research has been conducted on steroid-heterocycle conjugates as possible therapeutic agents against a variety of disorders. In the second half of the 20th century, successful research was conducted on cholesterol-based heterocyclic moieties. Keeping in view the biological significance of various triazoles, research on fusion with cholesterol has emerged. This review has been designed to explore the chemistry of cholesterol-based triazoles for the duration from 2010 to 2023 and their significance in medicinal chemistry.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109499"},"PeriodicalIF":2.1,"publicationDate":"2024-08-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142000649","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
1α,25-hydroxyvitamin D/VDR suppresses stem-like properties of ovarian cancer cells by restraining nuclear translocation of β-catenin 1α,25-羟基维生素D/VDR通过抑制β-catenin的核转位抑制卵巢癌细胞的干样特性。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-14 DOI: 10.1016/j.steroids.2024.109488
Jie Li , Yongfeng Hou , Hongmei Ding , Ping Wang , Bingyan Li
{"title":"1α,25-hydroxyvitamin D/VDR suppresses stem-like properties of ovarian cancer cells by restraining nuclear translocation of β-catenin","authors":"Jie Li ,&nbsp;Yongfeng Hou ,&nbsp;Hongmei Ding ,&nbsp;Ping Wang ,&nbsp;Bingyan Li","doi":"10.1016/j.steroids.2024.109488","DOIUrl":"10.1016/j.steroids.2024.109488","url":null,"abstract":"<div><p>Several studies have indicated that 1α,25-hydroxyvitamin D [1α,25(OH)<sub>2</sub>D<sub>3</sub>] inhibits the proliferation and metastasis of cancer cells through suppressing epithelial-mesenchymal transition. However, its influence on the translocation of β-catenin remains unclear. In the present study, ovarian cancer stem-like cells (CSCs), including side population (SP) and CD44<sup>+</sup>/CD117<sup>+</sup>, were isolated from mouse ovarian surface epithelial (MOSE) cells with malignant transformation. The findings revealed that 1α,25(OH)<sub>2</sub>D<sub>3</sub> obviously reduced the sphere-forming ability, as well as <em>Notch1</em> and <em>Klf</em> levels. Moreover, the limiting dilution assay demonstrated that 1α,25(OH)<sub>2</sub>D<sub>3</sub> effectively hindered the tumorigenesis of ovarian CSCs <em>in vitro</em>. Notably, treatment with 1α,25(OH)<sub>2</sub>D<sub>3</sub> led to a substantial increase in the cell population of CD44<sup>+</sup>/CD117<sup>+</sup> forming one tumor from ≤ 100 to 445 in orthotopic transplanted model, indicating a pronounced suppression of stemness of ovarian CSCs. Additionally, 1α,25(OH)<sub>2</sub>D<sub>3</sub> robustly promoted the translocation of β-catenin from the nuclear to the cytoplasm through directly binding to VDR, which resulted in decreased levels of <em>c-Myc</em> and <em>CyclinD1</em> within late MOSE cells. Taken together, these results strongly supported the role of 1α,25(OH)<sub>2</sub>D<sub>3</sub> in inhibiting stem-like properties in ovarian cancer cells by restraining nuclear translocation of β-catenin, thereby offering a promising target for cancer therapeutics.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109488"},"PeriodicalIF":2.1,"publicationDate":"2024-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141996534","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Dehydroepiandrosterone supplementation improves diminished ovarian reserve clinical and in silico studies 补充脱氢表雄酮可改善卵巢储备功能减退的临床和模拟研究。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-13 DOI: 10.1016/j.steroids.2024.109490
Hani Moslem Ahmad , Bilal J.M. Aldahham , Mohanad Yakdhan Saleh
{"title":"Dehydroepiandrosterone supplementation improves diminished ovarian reserve clinical and in silico studies","authors":"Hani Moslem Ahmad ,&nbsp;Bilal J.M. Aldahham ,&nbsp;Mohanad Yakdhan Saleh","doi":"10.1016/j.steroids.2024.109490","DOIUrl":"10.1016/j.steroids.2024.109490","url":null,"abstract":"<div><p>The therapeutic role of dehydroepiandrosterone (DHEA) supplementation among infertile women with diminished ovarian reserve (DOR) is still unclear. Objective evaluation of different ovarian reserve tests (ORTs) such as serum anti-Mullerian hormone (AMH), serum follicle stimulating hormone (FSH), and antral follicle count (AFC) in women with diminished ovarian reserve is required. This is a cross-sectional study performed in Mosul city, Iraq, with 122 infertile women who had been diagnosed with DOR. The enrolled women’s age ranged from 18 to 45 years old (mean age of 29.46 ± 2.64 years). The ages of the enrolled women ranged from 18 to 45 years (mean age of 29.46 ± 2.64 years). To assess the influence of DHEA supplements (25 mg, three times/day for 12 weeks) across different age groups, the women were initially divided into three groups (18 to 27 years old, 28 to 37 years old, and ≥ 38 years old). Significant differences were noticed in AMH, FSH, level and AFC before and after DHEA supplementation. (AMH: 0.64 ± 0.82 vs. 1.98 ± 1.32, AFC: 2.86 ± 0.64 vs. 5.82 ± 2.42, and FSH: 12.44 ± 3.85 vs. 8.12 ± 4.64), statistically obvious significant differences regarding the results of AMH (p &lt; 0.001), AFC (p &lt; 0.001), and FSH (p &lt; 0.001). DHEA supplementations improved the ovarian reserve of the enrolled women, which was more evident in younger women (&lt;38 years old) than older women (≥38 years old). The AMH serum levels and AFC value can be considered the best, most reliable and significant OR parameters. However, large randomized multicenter studies are required to confirm the available results and data.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109490"},"PeriodicalIF":2.1,"publicationDate":"2024-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141988935","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Quantitative determination of plasma cholesteryl ester levels in Japanese preadolescents from the Hokkaido study using liquid chromatography/tandem mass spectrometry 使用液相色谱法/串联质谱法定量测定北海道研究中日本学龄前儿童的血浆胆固醇酯水平。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-13 DOI: 10.1016/j.steroids.2024.109498
Divyavani Gowda , Siddabasave Gowda B. Gowda , Atsuko Ikeda , Rahel Mesfin Ketema , Yu Ait Bamai , Reiko Kishi , Hitoshi Chiba , Shu-Ping Hui
{"title":"Quantitative determination of plasma cholesteryl ester levels in Japanese preadolescents from the Hokkaido study using liquid chromatography/tandem mass spectrometry","authors":"Divyavani Gowda ,&nbsp;Siddabasave Gowda B. Gowda ,&nbsp;Atsuko Ikeda ,&nbsp;Rahel Mesfin Ketema ,&nbsp;Yu Ait Bamai ,&nbsp;Reiko Kishi ,&nbsp;Hitoshi Chiba ,&nbsp;Shu-Ping Hui","doi":"10.1016/j.steroids.2024.109498","DOIUrl":"10.1016/j.steroids.2024.109498","url":null,"abstract":"<div><p>Cholesteryl esters (CE) are sterols comprising various fatty acyl chains attached to a cholesterol hydroxyl moiety. CEs are often considered plasma biomarkers of liver function; however, their absolute concentrations in the plasma of Japanese preadolescents have not been well explored. This study aimed to determine the plasma CE levels in Japanese preadolescents of different sexes, ages, and body weights living in Hokkaido, Japan using targeted liquid chromatography/tandem mass spectrometry. The analysis was performed on the non-fasting plasma of preadolescents aged 9–12 years (n = 339 healthy volunteers; 178 boys and 161 girls) from Sapporo, Hokkaido, Japan. The analysis results showed that the total CE levels in boys and girls were 871 ± 153 and 862 ± 96 pmol/μL, respectively. CE 18:2 (41 ± 2.9 %) was found to be the most abundant species followed by CE 18:1 (16 ± 1.5 %) and CE 16:0 (13 ± 1.1 %). The ω-3 fatty acid-containing CEs such as CE 18:3 and CE 20:5 were significantly lower in girls than in boys. Despite the different ages, CEs were tightly regulated in the plasma of children’s, and the total CEs ranged between 844 and 906 pmol/μL in boys and 824 and 875 pmol/μL in girls. The participants were further classified into three groups based on their body mass index underweight (n = 237), normal weight (n = 94), and overweight (n = 8). Most of the quantified CEs were accumulated in the overweight group. Interestingly, CE 18:3 was significantly upregulated in the overweight group compared to that in the normal range, and the area under the receiver operating characteristic curve was 0.73, suggesting that it could be a possible marker for obesity. This study marks the initial investigation of absolute CE levels in the plasma of children and can help elucidate the relationship between CEs and childhood obesity.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109498"},"PeriodicalIF":2.1,"publicationDate":"2024-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141988964","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Rodent models in polycystic ovarian syndrome: Dissecting reproductive and metabolic phenotypes for therapeutic advancements 多囊卵巢综合征的啮齿动物模型:剖析生殖和代谢表型,促进治疗进展。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-06 DOI: 10.1016/j.steroids.2024.109489
Smarto Basak , Amit Kumar Dixit , Ranjit Kumar Dey , Susmita Roy , Rahul Singh , Parvathy G Nair , Sanjay Kumar , Gajji Babu
{"title":"Rodent models in polycystic ovarian syndrome: Dissecting reproductive and metabolic phenotypes for therapeutic advancements","authors":"Smarto Basak ,&nbsp;Amit Kumar Dixit ,&nbsp;Ranjit Kumar Dey ,&nbsp;Susmita Roy ,&nbsp;Rahul Singh ,&nbsp;Parvathy G Nair ,&nbsp;Sanjay Kumar ,&nbsp;Gajji Babu","doi":"10.1016/j.steroids.2024.109489","DOIUrl":"10.1016/j.steroids.2024.109489","url":null,"abstract":"<div><p>The most prevalent reason for female infertility is polycystic ovarian syndrome (PCOS) exhibiting two of three phenotypes including biochemical or clinical hyperandrogenism, anovulation and polycystic ovaries. Insulin resistance and obesity are common in PCOS-afflicted women. Androgens are thought to be the primary cause of PCOS causing symptoms including anovulation, follicles that resemble cysts, higher levels of the luteinizing hormone (LH), increased adiposity, and insulin resistance. However, due to the heterogeneity of PCOS, it is challenging to establish a single model that accurately mimics all the reproductive and metabolic phenotypes seen in PCOS patients. In this review, we aimed to investigate rodent models of PCOS and related phenotypes with or without direct hormonal treatments and to determine the underlying mechanisms to comprehend PCOS better. We summarized rodent models of PCOS that includes direct and indirect hormone intervention and discussed the aetiology of PCOS and related phenotypes produced in rodent models. We presented combined insights on multiple rodent models of PCOS and compared their reproductive and/or metabolic phenotypes. Our review indicates that there are various models for studying PCOS and one should select a model most suitable for their purpose. This review will be helpful for consideration of rodent models for PCOS which are not conventionally used to determine mechanisms at the molecular/cellular levels encouraging development of novel treatments and control methods for PCOS.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"211 ","pages":"Article 109489"},"PeriodicalIF":2.1,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141907751","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Advances in the understanding of androgen receptor structure and function and in the development of next-generation AR-targeted therapeutics 在了解雄激素受体的结构和功能以及开发下一代 AR 靶向疗法方面取得进展。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-05 DOI: 10.1016/j.steroids.2024.109486
Wendy Effah , Marjana Khalil , Dong-Jin Hwang , Duane D. Miller , Ramesh Narayanan
{"title":"Advances in the understanding of androgen receptor structure and function and in the development of next-generation AR-targeted therapeutics","authors":"Wendy Effah ,&nbsp;Marjana Khalil ,&nbsp;Dong-Jin Hwang ,&nbsp;Duane D. Miller ,&nbsp;Ramesh Narayanan","doi":"10.1016/j.steroids.2024.109486","DOIUrl":"10.1016/j.steroids.2024.109486","url":null,"abstract":"<div><p>Androgen receptor (AR) and its ligand androgens are important for development and physiology of various tissues. AR and its ligands also play critical role in the development of various diseases, making it a valuable therapeutic target. AR ligands, both agonists and antagonists, are being widely used to treat pathological conditions, including prostate cancer and hypogonadism. Despite AR being studied widely over the last five decades, the last decade has seen striking advances in the knowledge on AR and discoveries that have the potential to translate to the clinic. This review provides an overview of the advances in AR biology, AR molecular mechanisms of action, and next generation molecules that are currently in development. Several of the areas described in the review are just unraveling and the next decade will bring more clarity on these developments that will put AR at the forefront of both basic biology and drug development.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"210 ","pages":"Article 109486"},"PeriodicalIF":2.1,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141903003","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Shatavarin-IV, a steroidal saponin from Asparagus racemosus, inhibits cell cycle progression and epithelial-to-mesenchymal transition in AGS cells under hyperglycemic conditions Shatavarin-IV是一种来自天门冬的甾体皂苷,可抑制高血糖条件下AGS细胞的细胞周期进展和上皮细胞向间质转化。
IF 2.1 4区 医学
Steroids Pub Date : 2024-08-04 DOI: 10.1016/j.steroids.2024.109487
Abhishek Chatterjee, Tapasi Roy, Vineet Kumar Mishra, Snehasikta Swarnakar
{"title":"Shatavarin-IV, a steroidal saponin from Asparagus racemosus, inhibits cell cycle progression and epithelial-to-mesenchymal transition in AGS cells under hyperglycemic conditions","authors":"Abhishek Chatterjee,&nbsp;Tapasi Roy,&nbsp;Vineet Kumar Mishra,&nbsp;Snehasikta Swarnakar","doi":"10.1016/j.steroids.2024.109487","DOIUrl":"10.1016/j.steroids.2024.109487","url":null,"abstract":"<div><p>Gastric cancer (GC)-diabetes co-morbidity is nowadays growing into a rising concern. However, no separate treatment procedures have been outlined for such patients. Phytochemicals and their derivatives can therefore be used as therapeutics as they have greater effectiveness, reduced toxicity, and a reduced likelihood of developing multi-drug resistance in cancer treatments. The present study intended to assess the therapeutic efficacy of Shatavarin-IV – a major steroidal saponin from the roots of <em>Asparagus racemosus,</em> in human gastric adenocarcinoma cell line under hyperglycemic conditions and explore its mechanism of action in controlling GC progression. For the present study, AGS cells were incubated in high glucose-containing media and the effects of Shatavarin-IV therein have been evaluated. Cell proliferation, confocal microscopic imaging, flow-cytometric analysis for cell cycle and apoptosis, immunoblotting, zymography, reverse zymography, wound-healing, colony formation, and invasion assays were performed. Shatavarin-IV has a prominent effect on AGS cell proliferation; with IC50 of 2.463 µ M under hyperglycemic conditions. Shatavarin-IV induces cell cycle arrest at the G0/G1 phase, thereby preventing hyperglycemia-induced excessive cell proliferation that later on leads to apoptotic cell death at 36 h of incubation. Shatavarin-IV further inhibits the migratory and invasive potential of AGS cells by altering the expression patterns of different EMT markers. It also inhibits MMP-9 while promoting TIMP-1 activity and expression; thereby regulating ECM turnover. This is the first report demonstrating the therapeutic efficacy of Shatavarin-IV against AGS cells grown in hyperglycemic conditions, implicating new insights into the treatment paradigm of patients with GC-diabetes co-morbidity.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"210 ","pages":"Article 109487"},"PeriodicalIF":2.1,"publicationDate":"2024-08-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141898269","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Corrigendum to “Effects of neural-derived estradiol on actin polymerization and synaptic plasticity-related proteins in prefrontal and hippocampal cells of mice” [Steroids 177 (2022) 108935] 更正:"神经源性雌二醇对小鼠前额叶和海马细胞肌动蛋白聚合和突触可塑性相关蛋白的影响" [Steroids 177 (2022) 108935]。
IF 2.1 4区 医学
Steroids Pub Date : 2024-07-27 DOI: 10.1016/j.steroids.2024.109473
Yu Feng, Rengfei Shi, Jingyun Hu, Shujie Lou
{"title":"Corrigendum to “Effects of neural-derived estradiol on actin polymerization and synaptic plasticity-related proteins in prefrontal and hippocampal cells of mice” [Steroids 177 (2022) 108935]","authors":"Yu Feng,&nbsp;Rengfei Shi,&nbsp;Jingyun Hu,&nbsp;Shujie Lou","doi":"10.1016/j.steroids.2024.109473","DOIUrl":"10.1016/j.steroids.2024.109473","url":null,"abstract":"","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"210 ","pages":"Article 109473"},"PeriodicalIF":2.1,"publicationDate":"2024-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0039128X24001119/pdfft?md5=5aea02dc7c77c276b43d543689796763&pid=1-s2.0-S0039128X24001119-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141789076","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Steroidal 21-imidazolium salt derivatives: Synthesis and anticancer activity 甾体 21-咪唑盐衍生物:合成与抗癌活性
IF 2.1 4区 医学
Steroids Pub Date : 2024-07-26 DOI: 10.1016/j.steroids.2024.109475
Natalia S. Sucman , Dmitri Ya. Bilan , Sergiu V. Cojocari , Vsevolod S. Pogrebnoi , Eugenia P. Stîngaci , Vladimir A. Khripach , Vladimir N. Zhabinskii , Tatsiana V. Tsybruk , Irina P. Grabovec , Olesya V. Panibrat , Leentje Persoons , Dominique Schols , Mathy Froeyen , Sergiu Shova , Steven De Jonghe , Fliur Z. Macaev
{"title":"Steroidal 21-imidazolium salt derivatives: Synthesis and anticancer activity","authors":"Natalia S. Sucman ,&nbsp;Dmitri Ya. Bilan ,&nbsp;Sergiu V. Cojocari ,&nbsp;Vsevolod S. Pogrebnoi ,&nbsp;Eugenia P. Stîngaci ,&nbsp;Vladimir A. Khripach ,&nbsp;Vladimir N. Zhabinskii ,&nbsp;Tatsiana V. Tsybruk ,&nbsp;Irina P. Grabovec ,&nbsp;Olesya V. Panibrat ,&nbsp;Leentje Persoons ,&nbsp;Dominique Schols ,&nbsp;Mathy Froeyen ,&nbsp;Sergiu Shova ,&nbsp;Steven De Jonghe ,&nbsp;Fliur Z. Macaev","doi":"10.1016/j.steroids.2024.109475","DOIUrl":"10.1016/j.steroids.2024.109475","url":null,"abstract":"<div><p>Nitrogen-containing steroids are known as prostate cancer therapeutics. In this work, a series of pregnane derivatives bearing an imidazolium moiety were synthesized using Δ<sup>16</sup>-20-ketones as starting material. An improved approach for the construction of the 20-keto-21-heterocycle-substituted fragment involved the rearrangement of 16,17-epoxides with HCl, followed by reaction of the formed α-chloroketone with 1-substituted imidazoles. Binding affinity analysis of the imidazolium steroids and their synthetic intermediates to human CYP17A1 showed only type I (substrate-like) interactions. The strongest affinity was observed for 16α,17α-epoxy-5α-pregnan-20-on-3β-ol (K<sub>d</sub> = 0.66 ± 0.05 µM). The steroid derivatives have been evaluated for antitumor activity against a range of prostate cancer cells as well as against various other solid tumor and hematologic cancer cell lines. All 21-imidazolium salts were active against the hormone-dependent prostate cancer line LNCaP. The most pronounced cytotoxicity in solid tumor and hematologic cancer cell lines was observed for intermediate product, 21-chloro-5α-pregn-16-en-20-on-3β-ol. Among the imidazolium salts, the derivatives with a single bond were more cytotoxic than their unsaturated congeners.</p></div>","PeriodicalId":21997,"journal":{"name":"Steroids","volume":"210 ","pages":"Article 109475"},"PeriodicalIF":2.1,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141789077","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信