Triflic acid-mediated N-heteroannulation of β-anilino-β-(methylthio)acrylonitriles: a facile synthesis of 4-amino-2-(methylthio)quinolines

Bandyopadhyay, Debashruti; Thirupathi, Annaram; Radhakrishnan, Divya; Panigrahi, Adyasha; Peruncheralathan, Saravanan

doi:10.1039/d1ob01151k

Cited by 3 publications

(1 citation statement)

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“…2 Among them, 2-thioquinolines play an important role in organic synthesis and pharmacology due to the existence of the sulfur group, which increased its structural diversity and biological activity. 3 Although several methods for the synthesis of 2-thioquinolines have been developed, 4 the need to explore novel and efficient methods for the synthesis of 2-thioquinoline derivatives under mild conditions still remains.…”

Section: Introductionmentioning

confidence: 99%

Visible light-induced radical cyclization of o-alkenyl aromatic isocyanides with thioethers: direct synthesis of 2-thioquinolines

Liang,

Gong,

et al. 2024

Org. Chem. Front.

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Section: Introductionmentioning

confidence: 99%

Visible light-induced radical cyclization of o-alkenyl aromatic isocyanides with thioethers: direct synthesis of 2-thioquinolines

Liang,

Gong,

et al. 2024

Org. Chem. Front.

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Indoloquinoline Alkaloids as Antimalarials: Advances, Challenges, and Opportunities

Parvatkar,

Diagne,

Zhao

et al. 2024

ChemMedChem

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Malaria infections affect almost half of the world's population, with over 200 million cases reported annually. Cryptolepis sanguinolenta, a plant native to West Africa, has long been used across various regions of Africa for malaria treatment. Chemical analysis has revealed that the plant is abundant in indoloquinolines, which have been shown to possess antimalarial properties. Cryptolepine, neocryptolepine, and isocryptolepine are well‐studied indoloquinoline alkaloids known for their potent antimalarial activity. However, their structural rigidity and associated cellular toxicity are major drawbacks for preclinical development. This review focuses on the potential of indoloquinoline alkaloids (cryptolepine, neocryptolepine, and isocryptolepine) as scaffolds in drug discovery. The article delves into their antimalarial effects in vitro and in vivo, as well as their proposed mechanisms of action and structure‐activity relationship studies. Several studies aim to improve these leads by reducing cytotoxicity while preserving or enhancing antimalarial activity and gaining insights into their mechanisms of action. These investigations highlight the potential of indoloquinolines as a scaffold for developing new antimalarial drugs.

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Six-membered ring systems: pyridines and benzo derivatives

Badenock¹

2023

Progress in Heterocyclic Chemistry

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Triflic acid-mediated N-heteroannulation of β-anilino-β-(methylthio)acrylonitriles: a facile synthesis of 4-amino-2-(methylthio)quinolines

Cited by 3 publications

References 99 publications

Visible light-induced radical cyclization of o-alkenyl aromatic isocyanides with thioethers: direct synthesis of 2-thioquinolines

Visible light-induced radical cyclization of o-alkenyl aromatic isocyanides with thioethers: direct synthesis of 2-thioquinolines

Indoloquinoline Alkaloids as Antimalarials: Advances, Challenges, and Opportunities

Six-membered ring systems: pyridines and benzo derivatives

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