Preparation and cytotoxic evaluation of new steroidal oximes and aza-homosteroids from diosgenin and cholesterol

Mora-Medina, Thalía Lissette; Martínez-Pascual, Roxana; Peña‐Rico, M. A.; Viñas-Bravo, Omar; Montiel‐Smith, Sara; Pérez-Picaso, Lemuel; Moreno-Díaz, Hermenegilda

doi:10.1016/j.steroids.2022.109012

Cited by 5 publications

(3 citation statements)

References 34 publications

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“…In a similar manner to [ 52 ], peripheral blood mononuclear cells were obtained from blood samples of healthy adult human volunteers, using standard Histopaque 1077 (Sigma-Aldrich, St. Louis, MO. USA) techniques and density gradient centrifugation.…”

Section: Methodsmentioning

confidence: 99%

In search of cytotoxic selectivity on cancer cells with biogenically synthesized Ag/AgCl nanoparticles

Ramírez-Hernández¹,

Valera-Zaragoza²,

Viñas-Bravo³

et al. 2022

Beilstein J. Nanotechnol.

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Green synthesis may be a useful approach to achieve selective cytotoxicity of silver nanoparticles on cancer cells and healthy cells. In this study, the concomitant biosynthesis of silver (Ag)/silver chloride (AgCl) nanoparticles from pineapple peel extracts and their behavior on the breast cancer cell line MCF-7 is shown. Bioreactions were monitored at different temperatures. Fourier-transform infrared spectroscopy (FTIR), ultraviolet–visible spectroscopy (UV–vis), thermogravimetric analysis (TGA), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX), and transmission electron microscopy (TEM) techniques were used to characterize nanoparticle development. The breast cancer cell line MCF-7 was used as a test model to study the cytotoxic behavior of Ag/AgCl nanoparticles and, as a counterpart, the nanoparticles were also tested on mononuclear cells. Ag/AgCl nanoparticles with spherical and triangular morphology were obtained. The size of the nanoparticles (10–70 nm) and the size distribution depended on the reaction temperature. A dose close to 20 µg/mL of Ag/AgCl nanoparticles considerably decreased the cell viability of the MCF-7 line. The best cytotoxicity effects on cancer cells were obtained with nanoparticles at 60 and 80 °C where cell viability was reduced up to 80% at a concentration of 50 µg/mL. A significant preference was observed in the cytotoxic effect of Ag/AgCl nanoparticles against cancer cells in comparison to monocytes.

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Section: Methodsmentioning

confidence: 99%

In search of cytotoxic selectivity on cancer cells with biogenically synthesized Ag/AgCl nanoparticles

Ramírez-Hernández¹,

Valera-Zaragoza²,

Viñas-Bravo³

et al. 2022

Beilstein J. Nanotechnol.

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“…A group of researchers investigated in aza-homosteroids derived from diosgenin and cholesterol-containing hydroxyimino and lactam groups in the A/B ring with four types of side chains: cholestane, spirostane, 22-oxocholestane and 22,26-epoxycholestene [ 62 ]. These compounds were further evaluated as potential antitumor agents in MCF7 cancer cells.…”

Section: Steroidal Oximes As Antitumor Agentsmentioning

confidence: 99%

“…Moreover, Mora-Medina et al, evaluated these three oximes against PBMCs to test for the selectivity index of these compounds. Results showed that 4c-4e were all remarkably selective for MCF-7 cells, which makes these compounds very promising [ 62 ].…”

Section: Steroidal Oximes As Antitumor Agentsmentioning

confidence: 99%

The Structural Diversity and Biological Activity of Steroid Oximes

et al. 2023

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Steroids and their derivatives have been the subject of extensive research among investigators due to their wide range of pharmacological properties, in which steroidal oximes are included. Oximes are a chemical group with the general formula R1R2C=N−OH and they exist as colorless crystals and are poorly soluble in water. Oximes can be easily obtained through the condensation of aldehydes or ketones with various amine derivatives, making them a very interesting chemical group in medicinal chemistry for the design of drugs as potential treatments for several diseases. In this review, we will focus on the different biological activities displayed by steroidal oximes such as anticancer, anti-inflammatory, antibacterial, antifungal and antiviral, among others, as well as their respective mechanisms of action. An overview of the chemistry of oximes will also be reported, and several steroidal oximes that are in clinical trials or already used as drugs are described. An extensive literature search was performed on three main databases—PubMed, Web of Science, and Google Scholar.

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