Activity enhancement of selective antitumoral selenodiazoles formulated with poloxamine micelles

Úriz, Amaia; Sanmartín, Carmen; Plano, Daniel; Barbosa, Raquel de Melo; Dreiss, Cécile A.; González‐Gaitano, Gustavo

doi:10.1016/j.colsurfb.2018.06.009

Cited by 10 publications

(8 citation statements)

References 29 publications

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“…Therefore, to advance compound 1a to pre-clinical in vivo evaluation as a prelude to possible clinical studies in future, we designed several formulations aiming to achieve more sustained release of active volatiles with the treatment. Previously, our research group used Pluronics and Tetronics to increase water-solubility of very hydrophobic selenodiazoles, with optimal results [41]. Nevertheless, to our knowledge this is the first time that a methylseleno-releasing compound is formulated with cyclodextrins and Pluronics.…”

Section: Discussionmentioning

confidence: 99%

New Formulation of a Methylseleno-Aspirin Analog with Anticancer Activity Towards Colon Cancer

Ruberte

González‐Gaitano

Sharma

et al. 2020

IJMS

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Aspirin (ASA) has attracted wide interest of numerous scientists worldwide thanks to its chemopreventive and chemotherapeutic effects, particularly in colorectal cancer (CRC). Incorporation of selenium (Se) atom into ASA has greatly increased their anti-tumoral efficacy in CRC compared with the organic counterparts without the Se functionality, such as the promising antitumoral methylseleno-ASA analog (1a). Nevertheless, the efficacy of compound 1a in cancer cells is compromised due to its poor solubility and volatile nature. Thus, 1a has been formulated with native α-, β- and γ-cyclodextrin (CD), a modified β-CD (hydroxypropyl β-CD, HP-β-CD) and Pluronic F127, all of them non-toxic, biodegradable and FDA approved. Water solubility of 1a is enhanced with β- and HP- β-CDs and Pluronic F127. Compound 1a forms inclusion complexes with the CDs and was incorporated in the hydrophobic core of the F127 micelles. Herein, we evaluated the cytotoxic potential of 1a, alone or formulated with β- and HP- β-CDs or Pluronic F127, against CRC cells. Remarkably, 1a formulations demonstrated more sustained antitumoral activity toward CRC cells. Hence, β-CD, HP-β-CD and Pluronic F127 might be excellent vehicles to improve pharmacological properties of organoselenium compounds with solubility issues and volatile nature.

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Section: Discussionmentioning

confidence: 99%

New Formulation of a Methylseleno-Aspirin Analog with Anticancer Activity Towards Colon Cancer

Ruberte

González‐Gaitano

Sharma

et al. 2020

IJMS

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“…The compound containing Se presents impressive selectivity toward cancer cells compared to normal cells in mammary and lung, improving at least 15-fold selectivity of EBS and BBSKE in both the cancer cell lines . Related carboxamides with hydrophobic chains exhibited good IC 50 values in MCF-7 cancerous cells, obtaining better results when formulated with poloxamine micelles, i.e., dodecyl derivate in T904 cells (IC 50 = 0.05 μM, 100-fold improvement with respect to EBS) . 6-Alkyl-1 H -benzo[ d ]imidazole-2-yl derivatives, obtained from the corresponding amides, proved effective as cytotoxic compounds against breast cancer cell lines, especially toward triple-negative cell line MDA-MB-231 .…”

Section: 25-selenadiazolesmentioning

confidence: 99%

“…125 Related carboxamides with hydrophobic chains exhibited good IC 50 values in MCF-7 cancerous cells, obtaining better results when formulated with poloxamine micelles, i.e., dodecyl derivate in T904 cells (IC 50 = 0.05 μM, 100-fold improvement with respect to EBS). 126 6-Alkyl-1H-benzo[d]imidazole-2-yl derivatives, obtained from the corresponding amides, proved effective as cytotoxic compounds against breast cancer cell lines, especially toward triple-negative cell line MDA-MB-231. 127 Mechanism of action involves AKT inhibition and mitogen-activated protein kinase (MAPK) activation by overproduction of ROS.…”

Section: 24-selenadiazolesmentioning

confidence: 99%

Development and Therapeutic Potential of Selenazo Compounds

et al. 2019

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Incorporation of selenium (Se) atom into small molecules can substantially enhance their antioxidant, antiinflammatory, antimutagenic, antitumoral or chemopreventive, antiviral, antibacterial, antifungal, antiparasitic, and neuroprotective effects. Specifically, selenazo compounds have received great attention owing to their chemical properties, pharmaceutical applications, and low toxicity. In this Perspective, we compile extensive literature evidence with the description and discussion of the most recent advances in different selenazo and selenadiazo motifs as potential pharmacological candidates. We also provide some perspectives on the challenges and future directions in the advancement of these selenazo compounds, each of which could generate drug candidates for various diseases.

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“…Polymer micelles have been studied as a viable alternative for gene delivery systems, drugs, or contrast agents [1][2][3][4][5][6][7]. Polymeric therapy is arguably one of the most successful alternatives when dealing with first-generation nanotechnology carriers.…”

Section: Introductionmentioning

confidence: 99%

New Machine Learning Approach for the Optimization of Nano-Hybrid Formulations

et al. 2022

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Nano-hybrid systems are products of interactions between organic and inorganic materials designed and planned to develop drug delivery platforms that can be self-assembled. Poloxamine, commercially available as Tetronic®, is formed by blocks of copolymers consisting of poly (ethylene oxide) (PEO) and poly (propylene oxide) (PPO) units arranged in a four-armed star shape. Structurally, Tetronics are similar to Pluronics®, with an additional feature as they are also pH-dependent due to their central ethylenediamine unit. Laponite is a synthetic clay arranged in the form of discs with a diameter of approximately 25 nm and a thickness of 1 nm. Both compounds are biocompatible and considered as candidates for the formation of carrier systems. The objective is to explore associations between a Tetronic (T1304) and LAP (Laponite) at concentrations of 1–20% (w/w) and 0–3% (w/w), respectively. Response surface methodology (RMS) and two types of machine learning (multilayer perceptron (MLP) and support vector machine (SVM)) were used to evaluate the physical behavior of the systems and the β-Lapachone (β-Lap) solubility in the systems. β-Lap (model drug with low solubility in water) has antiviral, antiparasitic, antitumor, and anti-inflammatory properties. The results show an adequate machine learning approach to predict the physical behavior of nanocarrier systems with and without the presence of LAP. Additionally, the analysis performed with SVM showed better results (R2 > 0.97) in terms of data adjustment in the evaluation of β-Lap solubility. Furthermore, this work presents a new methodology for classifying phase behavior using ML. The new methodology allows the creation of a phase behavior surface for different concentrations of T1304 and LAP at different pHs and temperatures. The machine learning strategies used were excellent in assisting in the optimized development of new nano-hybrid platforms.

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Activity enhancement of selective antitumoral selenodiazoles formulated with poloxamine micelles

Cited by 10 publications

References 29 publications

New Formulation of a Methylseleno-Aspirin Analog with Anticancer Activity Towards Colon Cancer

New Formulation of a Methylseleno-Aspirin Analog with Anticancer Activity Towards Colon Cancer

Development and Therapeutic Potential of Selenazo Compounds

New Machine Learning Approach for the Optimization of Nano-Hybrid Formulations

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