Synthesis of some indole based spiro and condensed heterocycles as potential biologically active agents

Sharma, Rohit; Kour, Daljeet; Singh, J. B.; Kumar, Surinder; Gupta, Poonam; Gupta, Sanjay; Kour, Bhavneet; Sachar, Anand

doi:10.1002/jhet.5570450634

Cited by 17 publications

(9 citation statements)

References 8 publications

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“…These compounds were found to be weakly active (MIC > 3 mM). Other compounds having low to moderate Gram‐positive and/or Gram‐positive antibacterial activities, 304–307 moderate antiparasitic activities, 308 and moderate antifungal activities 309 are shown in Figure 38.…”

Section: Activity On Unknown Targetsmentioning

confidence: 99%

1,3‐Diazepine: A privileged scaffold in medicinal chemistry

Malki

Martinez

Masurier

2021

Medicinal Research Reviews

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Privileged structures have been widely used as effective templates for drug discovery. While benzo‐1,4‐diazepine constitutes the first historical example of such a structure, the 1,3 analogue is just as rich in terms of applications in medicinal chemistry. The 1,3‐diazepine moiety is present in numerous biological active compounds including natural products, and is used to design compounds displaying a large range of biological activities. It is present in the clinically used anticancer compound pentostatin, in several recent FDA approved β‐lactamase inhibitors (e.g., avibactam) and also in coformycin, a natural product known as a ring‐expanded purine analogue displaying antiviral and anticancer activities. Several other 1,3‐diazepine containing compounds have entered into clinical trials. This heterocyclic structure has been and is still widely used in medicinal chemistry to design enzyme inhibitors, GPCR ligands, and so forth. This review endeavours to highlight the main use of the 1,3‐diazepine scaffold and its derivatives, and their applications in medicinal chemistry, drug design, and therapy. We will focus more particularly on the development of enzyme inhibitors incorporating this scaffold, with a strong emphasis on the molecular interactions involved in the inhibition mechanism.

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Section: Activity On Unknown Targetsmentioning

confidence: 99%

1,3‐Diazepine: A privileged scaffold in medicinal chemistry

Malki

Martinez

Masurier

2021

Medicinal Research Reviews

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“…Indole‐based heterocycles have become the key building blocks in numerous natural products, pharmaceuticals, and functional materials. A wide range of biological activities is directly associated with indole‐based scaffolds [23–25] . In the field of catalytic asymmetric synthesis, indole‐based chiral heterocycles also have raised their occupancy [26] .…”

Section: Transition‐metal Catalyzed Domino‐ Cyclization For Heterocyc...mentioning

confidence: 99%

Recent Advances in Transition Metal‐Catalyzed Domino‐Cyclization Strategies for Functionalized Heterocyclic/Carbocyclic Compounds

et al. 2022

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The discovery of the Domino reaction offers a useful strategy to the scientific community. From the beginning, it has received much attention in numerous advances for organic synthesis. Especially, for the constructive cyclization via multiple C−C and C‐heteroatom bond formation, the Domino‐Heck coupling reaction has become an essential tool in organic chemistry. In the case of drug synthesis, different natural products and biologically relevant scaffolds are achieved by employing the Domino‐cyclization technique. Palladium or nickel‐based intramolecular coupling reactions have been associated with many developing methods which lead to important carbo or heterocyclic scaffolds. In this account, metal‐catalyzed intramolecular cyclization is an emerging tool to access several heterocyclic scaffolds such as coumarins, quinolines, piperidines, indoles spiro and fused polycyclic rings. In this review, we have attempted to highlight the recent advances in metal‐mediated Domino cyclization reaction over the past few years.

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“…30 Furthermore, over the past decade, a number of methods have been described to synthesize pyrido [1,2-a] pyrimidines by focusing on traditional two-component condensation of 2-aminopyridines with a variety of bifunctional electrophiles. [31][32][33] In recent years some other new synthetic approaches have been developed for the synthesis of tetrahydroimidazo [1,2-a] pyridines and tetrahydro-1H-pyrido[1,2-a]pyrimidine using heterocyclic ketene aminals (HKAs). [34][35][36][37][38] Heterocyclic ketene aminals (HKAs) are efficient synthons for the synthesis of heterocyclic compounds.…”

Section: Introductionmentioning

confidence: 99%