Antihypertensive Drugs

Vardanyan, Ruben; Hruby, Victor J.

doi:10.1016/b978-0-12-411492-0.00022-5

Cited by 7 publications

(3 citation statements)

References 132 publications

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“…The latter by the same sequence of reactions (196 to 198 to 200) as mentioned above, provided the desired prescribed drug valsartan 205 ( Scheme 27 ). 267 …”

Section: Synthesis Of Nitrogen Prescribed Drugs Havingmentioning

confidence: 99%

Prescribed drugs containing nitrogen heterocycles: an overview

2020

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“…The latter by the same sequence of reactions (196 to 198 to 200) as mentioned above, provided the desired prescribed drug valsartan 205 ( Scheme 27 ). 267 …”

Section: Synthesis Of Nitrogen Prescribed Drugs Havingmentioning

confidence: 99%

Prescribed drugs containing nitrogen heterocycles: an overview

2020

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“…Calcium channel blockers are a group of medications used in the treatment of hypertension. − Most of these medications are sold as racemic mixtures, although it has been proven that some of them have a more active enantiomer, such as ( S )-nitrendipine and ( S )-amlodipine . These enantiopure 1,4-dihydropyridines (DHPs) can be obtained by stereoselective synthesis, resolution of 1,4-DHP salts, or kinetic resolutions, among other methods. , These methods of preparation are either expensive or experimentally difficult.…”

Section: Resultsmentioning

confidence: 99%

TAMOF-1 as a Versatile and Predictable Chiral Stationary Phase for the Resolution of Racemic Mixtures

Núñez-Rico,

Cabezas-Giménez,

Lillo

et al. 2023

ACS Appl. Mater. Interfaces

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Metal−organic frameworks (MOFs) have become promising materials for multiple applications due to their controlled dimensionality and tunable properties. The incorporation of chirality into their frameworks opens new strategies for chiral separation, a key technology in the pharmaceutical industry as each enantiomer of a racemic drug must be isolated. Here, we describe the use of a combination of computational modeling and experiments to demonstrate that high-performance liquid chromatography (HPLC) columns packed with TAMOF-1 as the chiral stationary phase are efficient, versatile, robust, and reusable with a wide array of mobile phases (polar and non-polar). As proof of concept, in this article, we report the resolution with TAMOF-1 HPLC columns of nine racemic mixtures with different molecular sizes, geometries, and functional groups. Initial in silico studies allowed us to predict plausible separations in chiral compounds from different families, including terpenes, calcium channel blockers, or P-stereogenic compounds. The experimental data confirmed the validity of the models and the robust performance of TAMOF-1 columns. The added value of in silico screening is an unprecedented achievement in chiral chromatography.

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“…In addition, the NPs, formed with hydrophilic aromatic molecules, are synthesized by simply mixing aqueous solutions at room temperature. Considering that a variety of drugs are hydrophilic, low molecular-weight molecules showing ionizable groups and aromatic rings (antihistaminic, antibiotics, antitumoral, antiarrhythmic, antidepressants, antidiabetic, antipsychotic, antibacterial, antihypertensive, nonsteroidal anti-inflammatory, and others), ,− and in view of the difficulty to retain HALMD in formulations with therapeutic potential in nanocarriers, − , these results are highly encouraging for the design of a large number of new pharmaceutical formulations in the form of nanocarriers comprising drugs against different pathologies.…”

Section: Resultsmentioning

confidence: 99%

A New Methodology to Create Polymeric Nanocarriers Containing Hydrophilic Low Molecular-Weight Drugs: A Green Strategy Providing a Very High Drug Loading

et al. 2019

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To date, a large number of active molecules are hydrophilic and aromatic low molecular-weight drugs (HALMD). Unfortunately, the low capacity of these molecules to interact with excipients and the fast release when a formulation containing them is exposed to biological media jeopardize the elaboration of drug delivery systems by using noncovalent interactions. In this work, a new, green, and highly efficient methodology to noncovalently attach HALMD to hydrophilic aromatic polymers to create nanocarriers is presented. The proposed method is simple and consists in mixing an aqueous solution containing HALMD (model drugs: imipramine, amitriptyline, or cyclobenzaprine) with another aqueous solution containing the aromatic polymer [model polymer: poly(sodium 4-styrenesulfonate) (PSS)]. NMR experiments demonstrate strong chemical shifting of HALMD aromatic rings when interacting with PSS, evidencing aromatic–aromatic interactions. Ion pair formation and aggregation produce the collapse of the system in the form of nanoparticles. The obtained nanocarriers are spheroidal, their size ranging between 120 and 170 nm, and possess low polydispersity (≤0.2) and negative zeta potential (from −60 to −80 mV); conversely, the absence of the aromatic group in the polymer does not allow the formation of nanostructures. Importantly, in addition to high drug association efficiencies (≥90%), the formed nanocarriers show drug loading values never evidenced for other systems comprising HALMD, reaching ≈50%. Diafiltration and stopped flow experiments evidenced kinetic drug entrapment governed by molecular rearrangements. Importantly, the nanocarriers are stable in suspension for at least 18 days and are also stable when exposed to different high ionic strength, pH, and temperature values. Finally, they are transformable to a reconstitutable dry powder without losing their original characteristics. Considering the large quantity of HALMD with importance in therapeutics and the simplicity of the presented strategy, we envisage these results as the basis to elaborate a number of drug delivery systems with applications in different pathologies.

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Antihypertensive Drugs

Cited by 7 publications

References 132 publications

Prescribed drugs containing nitrogen heterocycles: an overview

Prescribed drugs containing nitrogen heterocycles: an overview

TAMOF-1 as a Versatile and Predictable Chiral Stationary Phase for the Resolution of Racemic Mixtures

A New Methodology to Create Polymeric Nanocarriers Containing Hydrophilic Low Molecular-Weight Drugs: A Green Strategy Providing a Very High Drug Loading

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