Synthesis and Pharmacology of Galantamine

Marco‐Contelles, José; Carreiras, María do Carmo; Rodríguez, Carlos Larrinaga; Villarroya, Mércedes; Garcı́a, Antonio G.

doi:10.1021/cr040415t

Cited by 257 publications

(138 citation statements)

References 129 publications

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“…2, we applied the method mainly to obtain the key synthetic intermediates of the Amaryllidaceae alkaloid families, such as galanthamine and other crinine-type alkaloids, that are useful in the treatment of Alzheimer's disease [43][44][45] and we achieved their total syntheses. [4][5][6] At this point, the formation of the desired spirocyclic product 8g as a major product demonstrated the applicability of the method even in highly functionalized substrates with complex molecular structures.…”

Section: Application Of the Catalytic Methods To Natural Product Syntmentioning

confidence: 99%

Recycling and Catalytic Approaches for the Development of a Rare-Metal-Free Synthetic Method Using Hypervalent Iodine Reagent

Dohi

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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Oxidation reactions consist of a number of important transformations in organic synthesis. However, in spite of their utility in both laboratory-and industrial-scale production, oxidations are among the most problematic processes regarding the factors of safety, environmental friendliness, operational simplicity, etc. As oxidants, hypervalent iodines, such as phenyliodine(III) diacetate (PIDA) and phenyliodine(III) bis(trifluoroacetate) (PIFA), are among promising reagents for developing environmentally benign oxidation reactions due to their low toxicities, mild reactivity, ready availability, high stability, and easy handling. Our research objective is, largely in consideration of economic and environmental viewpoints, to enhance the synthetic values of these reagents as useful alternatives to highly toxic heavy-metal oxidants and even rare transition metals by pioneering their efficient utilization methods and unique reactivities. During this study, we have succeeded in the development of new recyclable reagents 1 and their catalytic utilization, and the design of a new chiral reagent 2 and its application to perform asymmetric oxidations. Accordingly, the recycling and catalytic use of a hypervalent iodine reagent became possible in many representative types of oxidative bond-forming reactions, some of which even include key transformations for natural product synthesis. A summary of these important achievements in hypervalent iodine chemistry are described in this review.

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Section: Application Of the Catalytic Methods To Natural Product Syntmentioning

confidence: 99%

Recycling and Catalytic Approaches for the Development of a Rare-Metal-Free Synthetic Method Using Hypervalent Iodine Reagent

Dohi

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…With this enhancement, we expect these compounds to improve cognition in Alzheimer's disease (AD) patients, as is the case for galantamine, rivastigmine or donepezil, three inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) (Marco-Contelles et al, 2006;. For the last decade, we have been designing and synthesising novel hybrid compounds with multi-target profiles, such as inhibiting AChE and/or BuChE, the modulation of nAChR and neuronal calcium (Ca 2+ ) signalling, or neuroprotection against different neurotoxic stimuli (de los Rios et al, 2002;Leon et al, 2005;Orozco et al, 2006;de los Rios et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

Augmentation of catecholamine release elicited by an Eugenia punicifolia extract in chromaffin cells

Pascual¹,

Colmena²,

Rı́os³

et al. 2012

Rev. bras. farmacogn.

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Plant extracts of Eugenia punicifolia (Kunth) DC., Myrtaceae, are used in Amazon region of Brazil to treat diarrhea and stomach disturbances, and as hypoglycemic medicine. We have recently shown that an aqueous extract of E. punicifolia augmented cholinergic neurotransmission in a rat phrenic nerve-diaphragm preparation. In this study, we investigated the effects of an E. punicifolia dichloromethane extract (EPEX) in a neuronal model of cholinergic neurotransmission, the bovine adrenal chromaffin cell. EPEX augmented the release of catecholamine triggered by acetylcholine (ACh) pulses but did not enhance AChevoked inward currents, which were inhibited by 30%. Since EPEX did not cause a blockade of acetylcholinesterase or butyrylcholinesterase, it seems that EPEX is not directly activating the cholinergic system. EPEX also augmented K + -elicited secretion without enhancing the whole-cell inward calcium current. This novel and potent effect of EPEX in enhancing exocytosis might help to identify the active component responsible for augmenting exocytosis. When elucidated, the molecular structure of this active principle could serve as a template to synthesise novel compounds to regulate the exocytotic release of neurotransmitters.

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“…However, because the natural content of the compound in plants is low and the extraction procedure is expensive, synthetic sources are currently under development [18] . Galanthamine is a selective, reversible and competitive inhibitor of AChE; less potent than Hup A and donepezil but more potent than rivastigmine [3] .…”

Section: Introductionmentioning

confidence: 99%

Retrospect and prospect of active principles from Chinese herbs in the treatment of dementia

et al. 2010

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With an ageing population, dementia has become one of the world's primary health challenges. However, existing remedies offer limited benefits with certain side effects, which has prompted researchers to seek complementary and alternative therapies. China has long been known for abundant usage of various herbs. Some of these herbal decoctions are effective in stimulating blood circulation, supplementing vital energy and resisting aging, the lack of which are believed to underlie dementia. These herbs are regarded as new and promising sources of potential anti-dementia drugs. With the rapid evolution of life science and technology, numerous active components have been identified that are highly potent and multi-targeted with low toxicity, and therefore meet the requirements for dementia therapy. This review updates the research progress of Chinese herbs in the treatment of dementia, focusing on their effective principles.

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Synthesis and Pharmacology of Galantamine

Cited by 257 publications

References 129 publications

Recycling and Catalytic Approaches for the Development of a Rare-Metal-Free Synthetic Method Using Hypervalent Iodine Reagent

Recycling and Catalytic Approaches for the Development of a Rare-Metal-Free Synthetic Method Using Hypervalent Iodine Reagent

Augmentation of catecholamine release elicited by an Eugenia punicifolia extract in chromaffin cells

Retrospect and prospect of active principles from Chinese herbs in the treatment of dementia

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