Synthesis of novel fused chromone–pyrimidine hybrids and 2,4,5-trisubstituted pyrimidine derivatives via ANRORC rearrangement

Sambaiah, M.; Raghavulu, K.; Kumar, K. Shiva; Yennam, Satyanarayana; Behera, Manoranjan

doi:10.1039/c7nj01839h

Cited by 25 publications

(13 citation statements)

References 35 publications

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“…Some enhancement in the trypanocidal activity of hybrid coumarin-chalcone compounds was also noted when the methoxy groups were introduced into either the 2 or 5 positions of the benzene ring [24]. The inclusion of a pyridine moiety in compound 2e was supported by previous reports describing the anti-T. cruzi activity of 2-pyridyl derivatives and their capacity to inhibit cruzain catalytic activity [25,26]. However, on this occasion, compound 2e exhibited unremarkable anti-T. cruzi activity and was also not very selective.…”

Section: Evaluation Of In Vitro Anti-t Cruzi Activitysupporting

confidence: 52%

Trypanocidal Activity of Flavanone Derivatives

et al. 2020

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Chagas disease, also known as American trypanosomiasis, is classified as a neglected disease by the World Health Organization. For clinical treatment, only two drugs have been on the market, Benznidazole and Nifurtimox, both of which are recommended for use in the acute phase but present low cure rates in the chronic phase. Furthermore, strong side effects may result in discontinuation of this treatment. Faced with this situation, we report the synthesis and trypanocidal activity of 3-benzoyl-flavanones. Novel 3-benzoyl-flavanone derivatives were prepared in satisfactory yields in the 3-step synthetic procedure. According to recommended guidelines, the whole cell-based screening methodology was utilized that allowed for the simultaneous use of both parasite forms responsible for human infection. The majority of the tested compounds displayed promising anti-Trypanosoma cruzi activity and the most potent flavanone bearing a nitrofuran moiety was more potent than the reference drug, Benznidazole.

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Section: Evaluation Of In Vitro Anti-t Cruzi Activitysupporting

confidence: 52%

Trypanocidal Activity of Flavanone Derivatives

et al. 2020

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“…In our continued ongoing efforts to produce innovative synthetic methodologies [29][30][31][32][33][34] for the synthesis of Chromone-4-one analogues. We envisioned that Amberlyst-15 can be used for the cyclization of enamino ketone to prepare the chromone-4-one by taking advantage of suitable position of the hydroxyl group in the aromatic ring.…”

Section: Resultsmentioning

confidence: 99%

“…Initially, 1-(2-hydroxyphenyl) ethanone 1a was treated with N, N-Dimethylformamide dimethyl acetal under microwave irradiation to synthesized enaminone 2a, 32 was analyzed by LCMS and 1 H-NMR data. The peak at 8.2 ppm in 1 H-NMR Spectrum shows the olefinic proton which was close to the nitrogen.…”

Section: Resultsmentioning

confidence: 99%

Greener route for the synthesis of chromone using Amberlyst®15 via enaminones

Behera¹

2022

Arkivoc

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An efficient and novel methodology is reported for the synthesis of various 4H-chromene-4-ones via enamino ketone followed by cyclization with Amberlyst®15 was described. The Amberlyst®15 worked well as deaminating agent as well as enhances the efficiency of cyclization reaction for the synthesis of chromones. This method offers several advantages including mild reaction conditions, high yielding, catalyst reusability, lower the reaction toxicity, operational easiness and broad substrate scope.

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“…17,18 Heterocyclic ring fused on substituted chromones have become attractive targets in organic synthesis due to their significance in biological systems and wide occurrence in natural products. 19,20 2. SYNTHESIS OF HETEROANNULATED CHROMONES 2.1.…”

Section: Introductionmentioning

confidence: 99%