Captopril and its synthesis from chiral intermediates

Chirumamilla, RR; Marchant, R; Nigam, P

doi:10.1002/jctb.337.abs

Cited by 5 publications

(5 citation statements)

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“…Amides bearing a stereogenic center in the α-position are frequently observed architectures in pharmaceuticals, natural products, and their intermediates. 1 For example, aliskiren 2 and captopril 3 are commonly prescribed pharmaceuticals for the treatment of hypertension, whereas brivaracetam 4 and levetiracetam 5 exhibit anticonvulsant properties for the treatment of epilepsy (Figure 1 ). The synthesis of such chiral motifs is therefore of high interest in organic synthesis.…”

Section: Table 1 Optimization Of the Reaction Condition...mentioning

confidence: 99%

Enantioselective Synthesis of α-Chiral Amides by Catalytic Hydrogenation with Iridium N,P-Complexes

Peters

Birke

Andersson

et al. 2022

Synlett

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The catalytic asymmetric hydrogenation of olefins constitutes a powerful method for the preparation of chiral compounds. A series of prochiral unsaturated amides were efficiently reduced with high enantioselectivities by means of an iridium N,P-complex-catalyzed hydrogenation. Its application in the synthesis of fenpropidin and the possibility of using isomeric mixtures of starting materials are attractive features of the method.

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Section: Table 1 Optimization Of the Reaction Condition...mentioning

confidence: 99%

Enantioselective Synthesis of α-Chiral Amides by Catalytic Hydrogenation with Iridium N,P-Complexes

Peters

Birke

Andersson

et al. 2022

Synlett

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“…Treatment with ammonia finally generated captopril in enantiomerically pure form. [12,13] The synthesis may be improved by separating the enantiomers already at the 3-(acetylsulfanyl)-2-methylpropionic acid stage, using a lipase.…”

Section: Synthesesmentioning

confidence: 99%

Pharmaceuticals

Schaefer

2014

Natural Products in the Chemical Industry

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A boy who is born in Germany today has a probable life expectancy of around 77 years, and a girl one of 82 years -twice as long as in the year 1880. This increase is a consequence of both, better living circumstances -working conditions, food, clothing, housing -, and also a result of more comprehensive medical care. Thus, a whole range of infectious diseases has been wiped out, or brought at least under control, and the mortality rate for civilisation-and age-related diseases has dropped. Vaccinations and drugs play a key role in this outcome. The 20th century is characterised especially by the worldwide blossoming of the pharmaceutical industry. More and more, the targeted search for and development of new drugs have replaced serendipitous discoveries (Fig. 5.1). Pharmaceuticals of the last century.

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“…Briefly, ACE can convert angiotensin I (Ang I) into angiotensin II (Ang II) and increase blood pressure by vasoconstriction, which is considered a useful therapeutic target for the treatment of hypertension [ 34 ]. To control angiotensin II production, initially, antihypertensive drugs such as captopril, enalapril, lisinopril, and benazepril were synthesized [ 35 , 36 , 37 , 38 ]. ACE inhibitors are employed in conditions such as hypertension, heart failure, and diabetes due to their ability to reduce angiotensin II levels, vasoconstriction, aldosterone secretion, and bradykinin [ 39 , 40 , 41 ].…”

Section: Introductionmentioning

confidence: 99%

The Antihypertensive Effects and Potential Molecular Mechanism of Microalgal Angiotensin I-Converting Enzyme Inhibitor-Like Peptides: A Mini Review

Jiang

Chen

Zhang

et al. 2021

IJMS

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Hypertension causes many deaths worldwide and has shown an increasing trend as a severe non-communicable disease. Conventional antihypertensive drugs inevitably cause side effects, and great efforts have been made to exploit healthier and more-available substitutes. Microalgae have shown great potential in this regard and have been applied in the food and pharmaceutical industries. Some compounds in microalgae have been proven to have antihypertensive effects. Among these natural compounds, peptides from microalgae are promising angiotensin-converting enzyme (ACE) inhibitors because an increasing number of peptides show hypertensive effects and ACE inhibitory-like activity. In addition to acting as ACE inhibitors for the treatment of hypertension, these peptides have other probiotic properties, such as antioxidant and anti-inflammatory properties, that are important for the prevention and treatment of hypertension. Numerous studies have revealed the important bioactivities of ACE inhibitors and their mechanisms. This review discusses the antihypertensive effects, structure-activity relationships, molecular docking studies, interaction mechanisms, and other probiotic properties of microalgal ACE inhibitory peptides according to the current research related to microalgae as potential antihypertensive drugs. Possible research directions are proposed. This review contributes to a more comprehensive understanding of microalgal antihypertensive peptides.

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Captopril and its synthesis from chiral intermediates

Cited by 5 publications

References 0 publications

Enantioselective Synthesis of α-Chiral Amides by Catalytic Hydrogenation with Iridium N,P-Complexes

Enantioselective Synthesis of α-Chiral Amides by Catalytic Hydrogenation with Iridium N,P-Complexes

Pharmaceuticals

The Antihypertensive Effects and Potential Molecular Mechanism of Microalgal Angiotensin I-Converting Enzyme Inhibitor-Like Peptides: A Mini Review

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