Semi-synthesis of β-keto-1,2,3-triazole derivatives from ethinylestradiol and evaluation of the cytotoxic activity.

Heliyon

Laboratório de Química Orgânica e Biocatálise, Instituto de Química de São Carlos, Universidade de São Paulo, Av. João Dagnone, 1100, Ed. Química Ambiental, Santa Angelina, São Carlos, SP, 13563-120, Brazil.

Published: September 2019

In this study, we report our contribution to the application of the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction for the synthesis of β-keto-1,2,3-triazole derivatives from ethinylestradiol and their application in the inhibition of two human cancer cells lines: human breast adenocarcinoma (MCF-7) and human hepatocellular carcinoma (HepG2). The β-keto-1,2,3-triazole derivates exhibited moderate cytotoxic activity for the HepG2 cells with IC values of 29.7 μM (), 16.4 μM (), 17.8 μM (), 20.4 μM (), 28.1 μM () and 28.2 μM (). The semi-synthetic β-keto-1,2,3-triazoles derivatives were all characterized by FT-IR, NMR, HRMS and [α].

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6734327PMC
http://dx.doi.org/10.1016/j.heliyon.2019.e02408DOI Listing

Publication Analysis

Top Keywords

β-keto-123-triazole derivatives
8
derivatives ethinylestradiol
8
cytotoxic activity
8
μm
6
semi-synthesis β-keto-123-triazole
4
ethinylestradiol evaluation
4
evaluation cytotoxic
4
activity study
4
study report
4
report contribution
4

Similar Publications

The fungal genus Fusarium is a treasure-trove of structurally diverse secondary metabolites, contributed greatly by marine-derived strains. A new cedrane sesquiterpene, fusacedrol (1), and a new fusarin member, fusarin M (2), were isolated from F. graminearum 12Ⅱ2N that was isolated as an endophyte from the marine brown alga Sargassum sp.

View Article and Find Full Text PDF

The Centers for Medicare & Medicaid Services (CMS) recently increased payment for evaluation and management (E/M) visits, but did not apply these updates to post-operative global period visits. We investigated the resulting Medicare fee-for-service revenue loss for otolaryngologists. Using publicly available Medicare spending/utilization data, we estimated how much additional payment otolaryngologists would have received in 2023 if CMS had reimbursed global period visits at the same rates as other E/M visits.

View Article and Find Full Text PDF

Three new pyridine derivatives, irpelactedines A-C (1-3), and a new furan derivative, irpelactedine D (5), along with two structurally related known compounds, irpexidine A (4) and 5-carboxy-2-furanpropanoic acid (6), were isolated from the medicinal fungus Irpex lacteus SY1002. Their structures were elucidated through NMR and mass spectral analyses, combined with density functional theory calculations of ECD data. Evaluation of angiotensin-converting enzyme (ACE) inhibitory activity revealed that compounds 1 and 3 displayed moderate inhibition, with IC50 values of 31.

View Article and Find Full Text PDF

Chronic inflammation in the tumour microenvironment (TME) via Th2-polarisation promotes melanoma progression and metastasis, making it a target for immunotherapy. Interleukin (IL)-4 is considered essential for Th2-polarisation in the TME; however, its source remains unknown. Basophils have been postulated as one of its sources.

View Article and Find Full Text PDF

A preliminary ex vivo diffusion tensor imaging study of distinct aortic morphologies.

J Anat

January 2025

Trinity Centre for Biomedical Engineering, Trinity Biomedical Sciences Institute, Trinity College Dublin, Dublin, Ireland.

Changes in the microstructure of the aortic wall precede the progression of various aortic pathologies, including aneurysms and dissection. Current clinical decisions with regards to surgical planning and/or radiological intervention are guided by geometric features, such as aortic diameter, since clinical imaging lacks tissue microstructural information. The aim of this proof-of-concept work is to investigate a non-invasive imaging method, diffusion tensor imaging (DTI), in ex vivo aortic tissue to gain insights into the microstructure.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!