Article
Chemistry, Multidisciplinary
Ferenc Kovacs, Mohana K. Gopisetty, Dora Adamecz, Monika Kiricsi, Eva A. Enyedy, Eva Frank
Summary: A series of estradiol-derived benzoxazol-2-ones with combined aromatic rings were synthesized successfully for sterane-based molecular hybrids, showing specific cytotoxic activity against cancer cells in vitro with good synthetic yields.
Article
Chemistry, Medicinal
Mohamed Salah, Mariam Tahoun, Jeannette Rudzitis-Auth, Lisa Stotz, Chris J. J. van Koppen, Matthias W. W. Laschke, Ahmed S. S. Abdelsamie, Martin Frotscher
Summary: Treating estrogen-dependent diseases with novel dual STS/17β-HSD1 inhibitors (DSHIs) may provide a superior alternative to existing endocrine therapies. Compound 5 showed irreversible inhibition of STS and potent, reversible inhibition of 17 β-HSD1 in T47D cells. It exhibited high selectivity and metabolic stability, with no effect on cell viability or activation of the aryl hydrocarbon receptor (AhR).
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Doaa S. Nada, Dina S. Elkady, Ghada H. Elsayed, Adel A. -H. Abdel-Rahman, Gamal A. Elmegeed
Summary: A novel class of hybrid estrane heterocyclic compounds were synthesized and evaluated, showing more inhibitory influence on three human cancer cell lines than the reference drug doxorubicin. The results were confirmed by morphology study.
Article
Chemistry, Inorganic & Nuclear
Yuewen Sun, Enmao Yin, Yehong Tan, Tao Yang, Dongfan Song, Suxing Jin, Zijian Guo, Xiaoyong Wang
Summary: Platinum-based anticancer drug DCP can effectively induce immunogenic cell death, stimulating the antitumor immune response and increasing cytotoxicity to cancer cells.
DALTON TRANSACTIONS
(2021)
Article
Environmental Sciences
Crystal L. Sweeney, Jessica L. Bennett, Clarke A. M. Brown, Neil W. Ross, Graham A. Gagnon
Summary: The QuEChERS method offers an alternative sample preparation approach for extracting estrogens from complex wastewater matrices, providing reliable quantitation of E1, E2, and E3. Excellent process efficiencies were observed for E2 and E1, while moderate to acceptable process efficiencies were achieved for E3, demonstrating the method's reliability and effectiveness in analyzing estrogens in waste systems.
Article
Plant Sciences
Anna Janeczko
Summary: Although androgens and estrogens are not considered hormones in plants, they are physiologically active and can regulate various processes in plant growth and development, as well as the interaction of plants with their environment. This review discusses the progress made in understanding the presence and physiological activity of these mammalian steroid hormones in plants over the past two decades.
Article
Reproductive Biology
Joy Ledeck, Patrice Dufour, Elise Evrard, Caroline Le Goff, Stephanie Peeters, Flore Brutinel, Sophie Egyptien, Stefan Deleuze, Etienne Cavalier, Jerome Ponthier
Summary: This study investigated the concentrations of estrogens during healthy equine pregnancies of two different breeds using LC-MS. The study found that the peak of estrogens occurred at the 5th month of gestation, and the concentration of E1S decreased faster than E1 in the later stages of pregnancy.
Article
Biochemistry & Molecular Biology
Catarina Canario, Mariana Matias, Vanessa Brito, Adriana O. Santos, Amilcar Falcao, Samuel Silvestre, Gilberto Alves
Summary: Interest in introducing the oxime group into molecules to enhance their biological effects is growing. New steroidal oximes of the estrane series were developed and evaluated for potential antitumor activity. The Δ(9,11)-estrone oxime exhibited the highest cytotoxicity and interactions with estrogen receptors and beta-tubulin were strong, explaining the observed effects.
Article
Fisheries
Crystal L. Sweeney, Clarke A. M. Brown, Jessica L. Bennett, Neil W. Ross, Graham A. Gagnon
Summary: This study evaluated and validated a QuEChERS technique for extraction of estrogens from aquaculture waste solids and quantitation via LC-MS/MS. The results indicate that this method can be used for quantitation of E2 in aquaculture waste solids.
Article
Endocrinology & Metabolism
Marieke Tebbens, Annemieke C. Heijboer, Guy T'Sjoen, Peter H. Bisschop, Martin den Heijer
Summary: This study assessed the role of estrone in feminization induced by hormone treatment. The results showed that estrone concentrations were not associated with changes in fat percentage and breast development in trans women. Therefore, measuring estrone concentrations is not necessary for monitoring feminization in trans women.
JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM
(2022)
Article
Ophthalmology
Pauline Khoo, Thomas Groeneveld, Frances Boyle, Siobhan O'Neill, Benjamin Forster, Stephanie L. Watson
Summary: This study found increased tear osmolarity and meibomian gland dropout in women on AI with symptomatic dry eye. Longer duration of AI therapy and higher tear osmolarity may increase the risk of developing dry eye.
Article
Geriatrics & Gerontology
Erik L. Knight, Jennifer E. Graham-Engeland, Martin J. Sliwinski, Christopher G. Engeland
Summary: This study found that positive experiences in daily life were associated with increases in free levels of testosterone, estradiol, and estrone in older adults. These findings suggest that sex hormones may be a pathway linking positive experiences to health in older age.
JOURNALS OF GERONTOLOGY SERIES B-PSYCHOLOGICAL SCIENCES AND SOCIAL SCIENCES
(2023)
Article
Engineering, Chemical
Keran Yang, Ming Liu, Xiulan Weng, Gary Owens, Zuliang Chen
Summary: Silver nanoparticles synthesized using an orange extract were found to effectively remove estrone and 17 beta-estradiol from the environment through a combination of adsorption and oxidative degradation. The nanoparticles' surfaces were coated with organic components, enhancing their stability and allowing for multiple reuses.
SEPARATION AND PURIFICATION TECHNOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Ana Belen Diaz-Ruano, Nuria Martinez-Alarcon, Macarena Peran, Karim Benabdellah, Maria de los angeles Garcia-Martinez, Ovidiu Preda, Cesar Ramirez-Tortosa, Andrea Gonzalez-Hernandez, Juan Antonio Marchal, Manuel Picon-Ruiz
Summary: The risk of cancer increases with age, but the development of estrogen-receptor-positive (ER+) cancer types in women is more related to menopausal status than age. Obesity-induced inflammation, a general risk factor for cancer, shows differences in its association with ER+ cancer risk in pre- and postmenopausal women. This study demonstrates the different biological functions of estradiol (E2) and estrone (E1) in ER+ gynecologic cancers, highlighting the potential role of E1 and HSD17B E1-synthesizing enzymes in the development and progression of these diseases.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Biochemistry & Molecular Biology
Mi Zhang, Yanfang Deng, Fei Liu, Meijia Zheng, Yu Liang, Weiguang Sun, Qin Li, Xiao-Nian Li, Changxing Qi, Junjun Liu, Chunmei Chen, Hucheng Zhu, Yonghui Zhang
Summary: Five undescribed sterol derivatives were isolated from Talaromyces stipitatus, along with eight known congeners, marking the first example of this class of ergosterols from T. stipitatus. The compounds were tested for their effects on hepatoma cell lines, with two of them further evaluated for their impacts on cell cycle progression and apoptosis due to their pronounced cytotoxicity. The antiproliferative activities were mainly mediated by inducing cell apoptosis, according to the research results.
Article
Biochemistry & Molecular Biology
Francisca Parada, Jana Oklestkova, Patricio Arce-Johnson
Summary: This study identified key BR genes and determined their expression profiles in grapevines, providing insights into the presence and diversity of BRs in grape berries.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Physical
Kinga Kuczynska, Bartlomiej Bonczak, Lucie Rarova, Marie Kvasnicova, Miroslav Strnad, Zbigniew Pakulski, Piotr Cmoch, Marcin Fialkowski
Summary: New cytotoxic derivatives based on the lupane scaffold were synthesized and tested for their activity against cancer cell lines and normal fibroblasts. Some derivatives showed cytotoxic activity against cancer cells but were also toxic to normal cells. One compound exhibited selectivity towards tumor cells without affecting the growth of normal cells.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Biochemistry & Molecular Biology
Julia Stachurska, Magdalena Rys, Ewa Pociecha, Hazem M. Kalaji, Piotr Dabrowski, Jana Oklestkova, Barbara Jurczyk, Anna Janeczko
Summary: The objective of this study was to investigate the impact of the deacclimation process on frost tolerance, photosynthetic efficiency, brassinosteroid (BR) homeostasis, and BRI1 expression in winter oilseed rape. The researchers found that deacclimation tolerance was influenced by cultivar, with some cultivars maintaining high frost tolerance after deacclimation, while others lost some of it. The study also revealed that measuring photosynthetic efficiency signals could be a sensitive tool for monitoring the deacclimation process and potential changes in frost tolerance. Higher levels of BR and lower BRI1 expression were associated with better frost tolerance cultivars.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Physical
Anke Wilhelm, Susanna L. Bonnet, Linette Twigge, Lucie Rarova, Tereza Stenclova, Hendrik G. Visser, Marietjie Schutte-Smith
Summary: Four chalcones were synthesized and characterized, showing different interactions in their crystal structures. The in vitro cytotoxicity of these compounds against various cancer cell lines was evaluated, demonstrating potential anti-tumor activities.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Biochemistry & Molecular Biology
Yan Li, Lucie Rarova, Silvia Scarpato, Serhat Sezai Cicek, Monica Jordheim, Tereza Stenclova, Miroslav Strnad, Alfonso Mangoni, Christian Zidorn
Summary: Seasonal variations of phenolic compounds in Zostera marina L. from the Baltic Sea near Kiel/Germany were investigated, revealing two concentration peaks and two distinct flavonoid chemotypes. Additionally, a new tetrameric phenylpropanoid was discovered.
Article
Biochemistry & Molecular Biology
Anton S. Rudovich, Miroslav Perina, Anastasiya Krech, Maria Y. Novozhilova, Anastasia M. Tumilovich, Tatyana Shkel, Irina P. Grabovec, Miroslav Kvasnica, Lukas Mada, Maria G. Zavialova, Arif R. Mekhtiev, Radek Jorda, Vladimir N. Zhabinskii, Vladimir A. Khripach
Summary: A series of steroids with nitrogen-containing heterocycles in the side chain were synthesized and studied for their effects on androgen receptor signaling. Three compounds showed antiproliferative activity, with candidate compound 24j suppressing androgen receptor signaling and reducing protein levels in prostate cancer cell lines.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Gabriel Gonzalez, Miroslav Kvasnica, Katarina Svrckova, Sarka Stepankova, Joana R. C. Santos, Miroslav Perina, Radek Jorda, Susana M. M. Lopes, Teresa M. V. D. Pinho E. Melo
Summary: Alzheimer's disease is an intellectual disorder characterized by brain damage and atrophy, leading to memory loss and cognitive decline. Cholinesterase inhibitors have been widely studied for their potential in treating the disease. This study evaluated the effectiveness of 16 chiral steroids as cholinesterase inhibitors and neuroprotective agents. Some of the tested compounds showed inhibitory effects on cholinesterase, with one compound demonstrating selectivity for butyrylcholinesterase. Another compound displayed high neuroprotective effects and improved cell morphology. These findings provide valuable insights into the structure-activity relationship of these compounds.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Aneta M. Tomkiel, Dorota Czajkowska-Szczykowska, Ewa Olchowik-Grabarek, Lucie Rarova, Szymon Sekowski, Jacek W. Morzycki
Summary: A chemoselective procedure was developed to oxidize 26-thiodiosgenin to sulfoxides and sulfones. Surprisingly, an unusual equilibration of sulfoxides was observed in solution. Additionally, the alpha-alkylation of sulfoxides and sulfones was investigated, followed by the examination of the biological activity of the obtained compounds.
Article
Chemistry, Medicinal
Urte Sachleviciute, Gabriel Gonzalez, Marie Kvasnicova, Sarka Stepankova, Neringa Kleiziene, Aurimas Bieliauskas, Marek Zatloukal, Miroslav Strnad, Frank A. Slok, Miroslav Kvasnica, Algirdas Sackus, Asta Zukauskaite
Summary: A library of 3-aryl-3-azetidinyl acetic acid methyl ester derivatives was synthesized and evaluated for neuroprotective activity in salsolinol- and glutamate-induced neurodegeneration models. Compound 28 showed the highest neuroprotective effect, which may be driven by reductions in oxidative stress and caspase-3/7 activity.
ARCHIV DER PHARMAZIE
(2023)
Article
Chemistry, Physical
Strahinja Kovacevic, Milica Karadzic Banjac, Sanja Podunavac-Kuzmanovic, Jovana Ajdukovic, Benjamin Salakovic, Lucie Rarova, Milos Dordevic, Mirjana Ivanov
Summary: Malignant melanoma, a deadly form of skin cancer, has limited treatment options, and medication therapy is one of them. This study focuses on the development of new compounds for malignant melanoma treatment. A series of newly synthesized alkylaminoethyl derivatives of androstane 3-oximes showed significant cytotoxic activity against malignant melanoma cells, providing a basis for the development of QSAR models for predicting the activity of not yet synthesized compounds.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Biochemistry & Molecular Biology
Petr Vonka, Lucie Rarova, Vaclav Bazgier, Vlastimil Tichy, Tamara Kolarova, Jitka Holcakova, Karel Berka, Miroslav Kvasnica, Jana Oklestkova, Eva Kudova, Miroslav Strnad, Roman Hrstka
Summary: Estrogen receptor alpha (ER) is a significant biomarker for breast cancer, and this study aims to identify novel ligands for ER that may have anticancer activity. Two compounds, 7 and 12, were found to exhibit similar inhibitory activity to clinical inhibitors and may have a different mechanism of action. Compound 12 not only reduced the level of ER but also interfered with mitochondrial functions, inducing the intrinsic apoptotic pathway in ER-negative breast cancer cells. This research provides valuable insights for understanding ER regulation and developing new steroid receptor-targeted drugs.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Yaowei Wang, Jessica Perez-Sancho, Matthieu Pierre Platre, Brenda Callebaut, Marija Smokvarska, Karoll Ferrer, Yongming Luo, Trevor M. M. Nolan, Takeo Sato, Wolfgang Busch, Philip N. N. Benfey, Miroslav Kvasnica, Johan M. M. Winne, Emmanuelle M. M. Bayer, Nemanja Vukasinovic, Eugenia Russinova
Summary: Brassinosteroids are important phytohormones for plant growth and adaptation to stress. Our study reveals that plasmodesmata play a role in the short-distance transport of brassinosteroids between neighboring cells. The intracellular brassinosteroid content can modulate plasmodesmata permeability, thereby regulating brassinosteroid biosynthesis and signaling. This work uncovers a new mode of steroid transport in eukaryotes and adds a layer of regulation to brassinosteroid homeostasis in plants.
NATURE CHEMICAL BIOLOGY
(2023)
Article
Plant Sciences
Gabriel Gomez-Ocampo, Carlos D. Crocco, Jimena Cascales, Jana Oklestkova, Danuse Tarkowska, Miroslav Strnad, Santiago Mora-Garcia, Jose L. Pruneda-Paz, Miguel A. Blazquez, Javier F. Botto
Summary: B-Box-containing zinc finger transcription factor BBX21 inhibits hypocotyl elongation in Arabidopsis through the brassinosteroid pathway. It reduces sensitivity to synthetic active brassinosteroid 24-epiBL at low concentrations in simulated shade and represses the biosynthesis and signaling genes of brassinosteroids. BBX21 integrates brassinosteroid homeostasis and shade-light signaling to fine-tune hypocotyl elongation in Arabidopsis.
PLANT AND CELL PHYSIOLOGY
(2023)
Article
Chemistry, Organic
Uladzimir Bildziukevich, Zulal Ozdemir, David Saman, Martin Vlk, Miroslav Slouf, Lucie Rarova, Zdenek Wimmer
Summary: This study investigates amphiphilic molecules based on 1,10-phenanthroline and triterpenoids, which self-assemble into different nanostructures. These nanostructures demonstrate coordination ability with Cu-64(ii) ions and exhibit cytotoxicity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Andres Martin Bellido, Ayelen Mariana Distefano, Nicolas Setzes, Maria Milagros Cascallares, Jana Oklestkova, Ondrej Novak, Javier Alberto Ramirez, Eduardo J. Zabaleta, Diego F. Fiol, Gabriela C. Pagnussat
Summary: This study reveals the essential role of a plant mitochondrial steroidogenic pathway in female gametogenesis and early embryogenesis through a maternal effect. Exogenous hormone application can partially rescue the mutant phenotype.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2022)
