1-Formyl-9H-β-Carboline: A Useful Scaffold for Synthesizing Substituted- and Fused β-Carbolines

Batra, Virender Singh and Sanjay

doi:10.2174/157017912802651465

Cited by 32 publications

(2 citation statements)

References 14 publications

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“…Carbolines are a remarkable family of heterocyclic natural products, with outstanding pharmacological potential. They are determined by their tricyclic, pyridine-fused indole framework (where the rings are identified as A, B and C), and classified according to the degree of saturation (fully saturated: 1,2,3,4-tetrahydro; partially saturated: 3,4-dihydro; and unsaturated β-carbolines) and the position of the N-atom in the C-ring as α-, β-, γ-or δ-carbolines ( Figure 1) [1,2]. β-Carboline alkaloids are widely distributed in nature including various plants, foodstuffs, marine creatures, insects, mammals as well as human tissues and body fluids.…”

Section: Introductionmentioning

confidence: 99%

“…Numerous representatives of this family show various biological activities [3][4][5]. The fascinating diversity of structures and medicinal potential [6] inherent in them encourage several researchers to deal with the synthesis of β-carboline containing natural products and their synthetic derivatives [2,4,[7][8][9]. Several commercial drugs or drug candidates such as vinpocetine, brovincamine, abecarnil, cipargamin, tadalafil, reserpine and lurbinectedin contain this unique framework (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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Recent Advances in the Synthesis of β-Carboline Alkaloids

2021

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β-Carboline alkaloids are a remarkable family of natural and synthetic indole-containing heterocyclic compounds and they are widely distributed in nature. Recently, these alkaloids have been in the focus of interest, thanks to their diverse biological activities. Their pharmacological activity makes them desirable as sedative, anxiolytic, hypnotic, anticonvulsant, antitumor, antiviral, antiparasitic or antimicrobial drug candidates. The growing potential inherent in them encourages many researchers to address the challenges of the synthesis of natural products containing complex β-carboline frameworks. In this review, we describe the recent developments in the synthesis of β-carboline alkaloids and closely related derivatives through selected examples from the last 5 years. The focus is on the key steps with improved procedures and synthetic approaches. Furthermore the pharmacological potential of the alkaloids is also highlighted.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Synthesis of β-Carboline Alkaloids

2021

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Metal–free Decarboxylative Amination: An Alternative Approach Towards Regioselective Synthesis of β‐Carboline N‐fused Imidazoles

et al. 2017

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Due to significant activity profile and natural abundance of b-carboline containing alkaloids, b-carboline N-fused imidazole derivatives were designed and iodine assisted efficient approach was formulated for the regioselective synthesis of designed prototypes via decarboxylative amination of natural a-amino acids with 1-formyl pyrido [3,4-b]indoles. Additionally, oxidative amination with benzyl amines was also investigated for the synthesis of these b-carboline D-ring containing frameworks.

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1(3)‐Formyl‐β‐carbolines: Potential Aldo‐X Precursors for the Synthesis of β‐Carboline‐Based Molecular Architectures

et al. 2017

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b-Carboline, ap rivileged scaffold in the alkaloid family,h as ab road spectrum of medicinal properties and is found in severalc ommercial drugs, such as tadalafil, cipargamin, anda becarnil. Owing to the immense pharmacological importance of b-carboline derivatives, their synthesis has been one of the frontier areas of research in recent years. In this context,1 (3)-formyl-9H-b-carbolines are promising "aldo-X" bifunctional building blocks (AXB3s) that offer alternate avenues for the diversity-oriented synthesis of b-carboline derivatives. This Focus Review is an assimilation of recent literature (2011)(2012)(2013)(2014)(2015)(2016)(2017) pertaining to the synthesis and applicationso f1 (3)-formyl-b-carbolines for the construction of b-carboline-tethered and -fused moleculara rchitectures. In addition, the medicinal potential of b-carboline derivatives has been highlighted.

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1-Formyl-9H-β-Carboline: A Useful Scaffold for Synthesizing Substituted- and Fused β-Carbolines

Abstract: Carboline represents the core unit of several alkaloids and bioactive agents. This review assimilates the reports pertaining to the synthesis and applications of 1-formyl-9H--carbolines for affording 1-substituted, C-1-N-9 and C-1-N-2 fused -carbolines.

Cited by 32 publications

References 14 publications

Recent Advances in the Synthesis of β-Carboline Alkaloids

Recent Advances in the Synthesis of β-Carboline Alkaloids

Metal–free Decarboxylative Amination: An Alternative Approach Towards Regioselective Synthesis of β‐Carboline N‐fused Imidazoles

1(3)‐Formyl‐β‐carbolines: Potential Aldo‐X Precursors for the Synthesis of β‐Carboline‐Based Molecular Architectures

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