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Ana Lúcia Bertarello Zeni, Anderson Camargo, Ana Paula Dalmagro
Corticosterone (CORT) treatment has been evidenced to develop a depression-like state in animals, that mimic hypothalamic-pituitary-adrenal (HPA)-axis dysregulation implicated in the development of depression. The present study aimed to examine the ferulic acid (FA), a natural phenolic compound, antidepressant and antioxidant activities on the CORT chronic model. Mice orally treated with 20 mg/kg of CORT for 21 days were connsidered control group, while mice treated with FA (1 mg/kg) or fluoxetine (10 mg/kg) for the last week of CORT treatment, as drug groups...
July 18, 2017: Steroids
Christoph Zutz, Karen Wagener, Desislava Yankova, Stefanie Eder, Erich Möstl, Marc Drillich, Kathrin Rychli, Martin Wagner, Joseph Strauss
Estrogenic active compounds are present in a variety of sources and may alter biological functions in vertebrates. Therefore, it is crucial to develop innovative analytical systems that allow us to screen a broad spectrum of matrices and deliver fast and reliable results. We present the adaptation and validation of a fungal biosensor for the detection of estrogen activity in cow derived samples and tested the clinical applicability for pregnancy diagnosis in 140 mares and 120 cows. As biosensor we used a previously engineered genetically modified strain of the filamentous fungus Aspergillus nidulans, which contains the human estrogen receptor alpha and a reporter construct, in which β-galactosidase gene expression is controlled by an estrogen-responsive-element...
July 13, 2017: Steroids
Mohammad Samadi, Thomas Nury, Ali Khalafi-Nezhad, Gérard Lizard
We report the first Barton radical decarboxylation of unprotected bile acids via in situ irradiation of their thiohydroxamic esters in the presence of citraconic anhydride and citracoimide, leading to the synthesis a series of steroidal maleic anhydrides and maleimides as novel hybrid bile acids. The cytotoxic activities were evaluated on C6 rat glioma cells.
July 12, 2017: Steroids
Weronika Kozanecka-Okupnik, Beata Jasiewicz, Tomasz Pospieszny, Monika Matuszak, Lucyna Mrówczyńska
Bile acids (lithocholic: LCA, deoxycholic: DCA and cholic: CA) and their formyl- and acetyl- derivatives can be used as starting material in chemical synthesis of compounds with different biological activity strongly depended on their chemical structures. Our previous studies showed that biological activity of bile acids salts with gramine toward human erythrocytes was significantly different from the activity of bile acids alone. Moreover, gramine effectively modified the membrane perturbing activity of other steroids...
July 12, 2017: Steroids
Himanshu Yadav, Bechan Lal
Considering the absence of information on testicular growth factors in fishes, present study was aimed to elucidate the existence of BMP15, an important member of TGF-β superfamily, in the testis of a seasonally breeding freshwater catfish, Clarias batrachus and its role in regulation of testicular activities. The study demonstrated the expression of BMP15 in the somatic cells (Sertoli and interstitial cells) in fish testis. The expression varied with changing testicular activity; the expression was very high in the quiescent and early recrudescing testis coinciding with the renewal of spermatogonial cells...
July 12, 2017: Steroids
Tatsuya Higashi, Shui Watanabe, Koki Tomaru, Wataru Yamazaki, Kazumi Yoshizawa, Shoujiro Ogawa, Hidenori Nagao, Kouichi Minato, Masamitsu Maekawa, Nariyasu Mano
Although some studies have revealed the implication of bile acids (BAs) and neurological diseases, the levels and origin of the BAs in the brain are not fully understood. In this study, we first developed and validated a sensitive and specific method for the determination of three unconjugated BAs [cholic acid (CA), chenodeoxycholic acid (CDCA) and deoxycholic acid (DCA)] in the rat brain by liquid chromatography/electrospray ionization-tandem mass spectrometry combined with chemical derivatization. The measured brain concentrations (mean ± standard deviation, n = 10) of normal rats were 58...
July 6, 2017: Steroids
Ze-Dan Wang, Guo-Dong Yao, Wei Wang, Wen-Bao Wang, Shao-Jie Wang, Shao-Jiang Song
Sarsasapogenin, extracted from Anemarrhena asphodeloides Bunge., has been reported to protect neurons from H2O2-induced damage. In the current study, four series of 26-amino acid methyl ester substituted sarsasapogenin derivatives (5a-5e, 5f-5j, 6a-6e and 7a-7e) were synthesized and tested for neuroprotective activity by evaluating their neuroprotective ratio against SH-SHY5Y cell lines. Studies showed that most of the target compounds displayed better neuroprotective effects than that of sarsasapogenin. Structure-activity relationship analysis suggested that 3-methoxy derivatives (5f-5j) were more potent than other series and the phenylalanine methyl ester moiety at C-26 was important for exhibiting apparent neuroprotective activity...
July 4, 2017: Steroids
Birgit Scholz, Renate Weiherer, Karl-Heinz Engel
The effects of thermooxidation of a phytosteryl/-stanyl and a phytostanyl fatty acid ester mixture on cholesterol micellarization were investigated using an in vitro digestion model simulating enzymatic hydrolysis by cholesterol esterase and subsequent competition of the liberated phytosterols/-stanols with cholesterol for incorporation into mixed micelles. As a first step, relationships between different doses of the ester mixtures and the resulting micellarized cholesterol were established. Subsequent subjection of the thermooxidized ester mixtures to the in vitro digestion model resulted in three principal observations: (i) thermal treatment of the ester mixtures led to substantial decreases of the intact esters, (ii) in vitro digestion of cholesterol in the presence of the thermooxidized ester mixtures resulted in significant increases of cholesterol micellarization, and (iii) the extents of the observed effects on cholesterol micellarization were strongly associated to the remaining contents of intact esters...
June 30, 2017: Steroids
Yong-Gang Xia, Xin-Dong Guo, Jun Liang, Bing-You Yang, Hai-Xue Kuang
This study presents a practical and valid strategy for the screening and structural characterization of Anemarrhena asphodeloides Bge steroidal saponins (SSs) using ultra-high performance liquid chromatography coupled with triple quadrupole linear ion trap mass spectrometry. The whole analytical protocols integrate four-step procedures in the positive mode: (1) rational deduction of mass fragmentation pathways of A. asphodeloides SSs; (2) untargeted screening of potential A. asphodeloides SSs by multiple-ion monitoring-information-dependent-acquiring- enhanced product ion (MIM-IDA-EPI) scan through reverse phase liquid chromatography; (3) comprehensive construction of an ammoniated precursor ion database by combining untargeted MIM-IDA-EPI scans and data literature; and (4) structural interpretation of targeted A...
June 29, 2017: Steroids
Shimin Yuan, Lanlan Meng, Yanan Zhang, Chaofeng Tu, Juan Du, Wen Li, Ping Liang, Guangxiu Lu, Yue-Qiu Tan
Hypospadias, a common congenital malformation of male external genitalia, is characterized mainly by an aberrant opening of the urethra on the ventral side of the penis. Depending on the severity of the disease, it can be classified into three types: anterior, middle, and posterior. In our study, 33 patients with hypospadias were recruited, including eight with anterior hypospadias and 25 with posterior hypospadias. We performed mutation analysis of the SRD5A2, AR and HSD17B3 genes in these patients. Eight different SRD5A2 mutations were detected in 15 patients with posterior hypospadias (60%, 15/25), including six previously described mutations (p...
June 26, 2017: Steroids
Devaraj Anandkumar, Perumal Rajakumar
Triazole-based novel dendrimers with bile acid surface groups have been synthesized through click chemistry by divergent approach and characterized by spectral data. All the dendrimers exhibit excellent anticancer activity. Higher-generation dendrimers exhibit better anticancer activity than the lower-generation dendrimers.
June 23, 2017: Steroids
Xiao-Long He, Yajing Xing, Xiang-Zhong Gu, Jie-Xin Xiao, Ying-Ying Wang, Zhengfang Yi, Wen-Wei Qiu
In this paper, a new and concise synthetic route of lithocholic acid (LCA) using commercially available steroid source deoxycholic acid is reported. A series of amide derivatives of LCA were also synthesized and investigated for their activity against the growth of MCF-7 and MCF-7/ADR cells using the sulforhodamine B assay. For MCF-7, the most potent compound 20 showed a 20-fold higher antitumor activity than LCA. For MCF-7/ADR, the most potent compound 24 showed a 22-fold higher antitumor activity than LCA...
June 23, 2017: Steroids
Yang-Qing He, Stacee Lee Caplan, Paul Scesa, Lyndon M West
Chemical investigation of the MeOH extract from the gorgonian Pseudopterogorgia americana afforded two rare sterols, ameristerenol A (1) and B (2), both 9,11-secosterols possesses a seven-membered cyclic enol-ether in ring C, and ameristerol A (3) is the first example of a naturally occurring 9,11-secosterol containing a gorgosterol side chain with a C-24(28) double bond. Ameristerenol A (1) was converted to the sterol derivatives 4-6 to provide additional chemical diversity and comparison for biological screening...
June 22, 2017: Steroids
Reyna Zeferino-Diaz, J Ciciolil Hilario-Martinez, Maricela Rodriguez-Acosta, Alan Carrasco-Carballo, Maria Guadalupe Hernandez-Linares, Jesus Sandoval-Ramirez, Maria A Fernandez-Herrera
26-Hydroxycholestan-22-one derivatives with oxygenated functions in the rings A and/or B were successfully synthesized from diosgenin. After the modifications of rings A and B, the spiroketal side chain was selectively opened through a Lewis acid mediated acetolysis to afford the cholestane derivatives. These compounds incorporate pharmacophores, which mimic the activity of natural phytohormones and show high growth promoting activity in Mexican rice cultivars using the rice lamina inclination test.
June 18, 2017: Steroids
YoungAh Youn, Cheong-Jun Moon, In Kyung Sung
We examined whether hydrocortisone exposure ≤ 1week in very low birth weight infants (VLBWI) was associated with poor neurodevelopmental outcomes at corrected 18 months. Further, the clinical factors associated with worse long term outcome were also evaluated. Of a total of 191 VLBWI, the clinical data for these infants relating were retrospectively collected for analysis. Among the 191 VLBWI, 115 (60.2%) infants were exposed to early postnatal hydrocortisone ≤ 1 week of life in our NICU of Seoul St. Mary's Hospital, The Catholic University of Korea between December 2012 and December 2014...
June 18, 2017: Steroids
Michail Tsoukalas, Arianna Psichas, Frank Reimann, Fiona M Gribble, Annelise Lobstein, Aurélie Urbain
Five new pregnane-type steroidal glycosides, named menarandrosides A-E (1-2, 5-7) were isolated from the aerial parts of Cynanchum menarandrense, together with three known compounds, carumbelloside I (3), carumbelloside II (4), and pregnenolone-3-O-gentiobioside (8). Their structures were determined on the basis of spectroscopic analyses including NMR and mass spectrometry, reporting C-21 steroids glycosylated only by one or two glucose moieties. Compounds were then investigated for their potential to stimulate glucagon-like peptide-1 (GLP-1) secretion in intestinal cells; although none of the pure compounds had any influence, the fraction enriched in pregnanes exhibited a significant activity, suggesting a possible synergistic effect...
June 18, 2017: Steroids
Ahmed A Zaki, Zulfiqar Ali, Yan-Hong Wang, Yasser A El-Amier, Shabana I Khan, Ikhlas A Khan
Three new bidesmosidic cholestane-type steroidal glycosides,16-O-β-D-glucopyranosyl-cholest-5-en-3β,16β-diol-22-one-3-O-α-L-rhamnopyranosyl-(1→2)-O-[(β-D-glucopyranosyl(1→4)]-O-β-D-glucopyranoside (1), 16-O-β-D-glucopyranosylcholest-5-en-3β,16β-diol-22-one-3-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranoside (2), and 16-O-β-D-glucopyranosylcholestan-3β,16β-diol-6,22-dione-3-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranoside(3) were isolated from a methanolic extract of Panicum turgidum...
June 16, 2017: Steroids
Koen Van Gansbeke, Eirik Johansson Solum, Sandra Liekens, Anders Vik, Trond Vidar Hansen
The regioselective synthesis of estrogens and their derivatives continues to be of interest. Most reported syntheses require multistep protocols associated with poor overall yield and lack of regioselectivity. New preparative protocols are still desired. Herein, 11 2-alkylated 17β-estradiol analogs were synthesized in a highly regioselective manner. The products were obtained using a convenient, one pot and high-yielding protocol. The anti-proliferative activity of the compounds was tested in human T-cell leukemia (CEM), human cervix carcinoma (HeLa) and human dermal microvascular endothelial (HMEC-1) cells...
June 15, 2017: Steroids
David J Morris, Jason M Ridlon
A new concept is emerging in biomedical sciences: the gut microbiota is a virtual 'organ' with endocrine function. Here, we explore the literature pertaining to the role of gut microbial metabolism of endogenous adrenocorticosteroids as a contributing factor in the etiology of essential hypertension. A body of literature demonstrates that bacterial products of glucocorticoid metabolism are absorbed into the portal circulation, and pass through the kidney before excretion into urine. Apparent Mineralocorticoid Excess (AME) syndrome patients were found to have congenital mutations resulting in non-functional renal 11β-hydroxysteroid dehydrogenase-2 (11β-HSD2) and severe hypertension often lethal in childhood...
June 14, 2017: Steroids
Marcin Górecki, Alicja Dziedzic, Roman Luboradzki, Anna Ostaszewska, Jadwiga Frelek, Wojciech J Szczepek
Four crystalline dutasteride hydrochloride hydrate solvates containing respectively methanol, ethanol, acetone and acetonitrile molecules were obtained. All samples were characterized by extensive spectroscopic analysis with infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC) and (1)H as well as (13)C NMR techniques. For three solvates, i.e. methanol, ethanol and acetone solvates, the single crystal X-ray diffraction (SCXRD) experiments were possible, and their respective crystal and molecular structures were determined...
June 9, 2017: Steroids
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