Reaction of O-methylated flavones with semicarbazide: Serendipitous selective demethylation

Khandapu, Bala Murali Krishna; Mutchu, Baby Ramana; Thripuram, Vijaya Durga; Polam, Naresh; Anandam, Rambabu; Navudu, Ramesh; Bollikolla, Hari Babu

doi:10.25135/acg.oc.44.18.02.068

Cited by 2 publications

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“…The compound 4b-g are the same as obtained by the reported conventional procedure. The spectral analysis of these compounds is in accordance with the reported values [17,18].…”

Section: Discussionsupporting

confidence: 89%

Ultrasound Assisted Green Synthesis of 2-Furan-2-Yl-4h-Chromen-4-Ones From Chalcones

Kakade

Vedpathak²

2020

Int J Curr Pharm Sci

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Objective: To report the ultrasound-assisted synthesis of some bioactive 2-furan-2-yl-4H-chromen-4-one derivatives Methods: Oxidative cyclization of chalcones using iodine in dimethyl sulfoxide for the synthesis. Results: Some bioactive 2-furan-2-yl-4H-chromen-4-one derivatives were synthesized from corresponding chalcones in the presence of iodine in dimethyl sulfoxide under ultrasound irradiation at ambient reaction conditions. Conclusion: The use of ultrasound irradiation gave the advantages of higher yields, lower reaction time and simplicity compared to conventional methods for the synthesis of 2-furan-2-yl-4H-chromen-4-one derivatives.

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“…The compound 4b-g are the same as obtained by the reported conventional procedure. The spectral analysis of these compounds is in accordance with the reported values [17,18].…”

Section: Discussionsupporting

confidence: 89%

Ultrasound Assisted Green Synthesis of 2-Furan-2-Yl-4h-Chromen-4-Ones From Chalcones

Kakade

Vedpathak²

2020

Int J Curr Pharm Sci

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C‐Dimethylated Flavones as Possible Potential Anti‐Tubercular and Anticancer Agents.

Bollikolla

Anandam

Sampath

et al. 2023

Chemistry & Biodiversity

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The present investigation describes an intramolecular Oxa-Michael addition of penta-substituted phenols to the enone of the tether in the presence of iodine as the oxidizing agent. Ten C-Dimethylated flavones with moderate to good yields (10a-j, 60 -89 %) were isolated by heating the corresponding C-dimethylated chalcones using iodine in DMSO. Using the Microplate Alamar Blue test (MABA) technique, the drugs' quantitative drug susceptibility against the H37Rv strain of replicating Mycobacterium TB was determined. The sensitivity of two of the developed compounds (10e, 10h) was up to 6.25 g/mL. The human lung adenocarcinoma cell lines (A549) were used in the anticancer study, which was carried out using the MTT cell proliferation assay. In A549 cell lines, four flavones demonstrated anticancer activity with IC 50 values between 39 and 48 μM. The C-dimethylated flavones, 10b (3,4-dimethoxy), 10c (2,3,4-trimethoxy), 10e (p-fluoro) and 10g (Nmethyl indole) substitutions on ring 'B' showed good anticancer activity with IC 50 values 39.17, 39.21, 48.43 and 43.48 μM, respectively. The compounds 10b, 10c, 10d, 10e, and 10i had improved binding and interaction profiles among all the compounds examined during the current In Silico research, as shown by the docking simulations against two targets EGFR and MTB MurI.

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Reaction of O-methylated flavones with semicarbazide: Serendipitous selective demethylation

Cited by 2 publications

References 0 publications

Ultrasound Assisted Green Synthesis of 2-Furan-2-Yl-4h-Chromen-4-Ones From Chalcones

Ultrasound Assisted Green Synthesis of 2-Furan-2-Yl-4h-Chromen-4-Ones From Chalcones

C‐Dimethylated Flavones as Possible Potential Anti‐Tubercular and Anticancer Agents.

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