105279-17-2Relevant articles and documents
Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents
Chintakrindi, Anand S.,Gohil, Devanshi J.,Chowdhary, Abhay S.,Kanyalkar, Meena A.
supporting information, (2019/11/29)
We designed a series of substituted flavones and aurones as non-competitive H1N1 neuraminidase (NA) inhibitors and anti-influenza agents. The molecular docking studies showed that the designed flavones and aurones occupied 150-cavity and 430-cavity of H1N1-NA. We then synthesized these compounds and evaluated these for cytotoxicity, reduction in H1N1 virus yield, H1N1-NA inhibition and kinetics of inhibition. The virus yield reduction assay and H1N1-NA inhibition assay demonstrated that the compound 1f (4-methoxyflavone) had the lowest EC50 of 9.36 nM and IC50 of 8.74 μM respectively. Moreover, kinetic studies illustrated that compounds 1f and 2f had non-competitive inhibition mechanism.
Regioselective one-pot synthesis of isocoumarins and phthalides from 2-iodobenzoic acids and alkynes by temperature control
Kumar, Manian Rajesh,Irudayanathan, Francis Mariaraj,Moon, Joong Ho,Lee, Sunwoo
, p. 3221 - 3230 (2013/12/04)
Copper-catalyzed coupling reaction of 2-iodobenzoic acids and alkynes such as terminal acetylenes, alkynyl carboxylic acids, and trimethylsilylacetylene selectively afforded isocoumarins and phthalides in the presence of cesium carbonate (Cs2CO3) and dimethyl sulfoxide (DMSO). Among the regioselective products, only the 6-endo-dig product, isocoumarin, was formed at 100 °C, and the 5-exo-dig product, phthalide, was formed as a major product at 25 °C. A variety of alkynes produced the corresponding isocoumarins and phthalides in good yields. A mechanism is suggested in which the formation of 2-alkynylbenzoic acid as an intermediate via Sonogashira-type coupling was ruled out in the reaction pathway. Copyright
Palladium-catalysed heteroannulation with terminal alkynes: Synthesis of phthalides
Kundu, Nitya G.,Pal, Manojit,Nandi, Bidisha
, p. 561 - 568 (2007/10/03)
The palladium-copper-catalysed heteroannulation of o-iodobenzoic acid 3 with terminal alkynes 4-18 leads to the synthesis of (Z)-3-alkylidenephthalides 19-33 as the major products. In certain cases, the formation of isocoumarins 34-37 is also observed.
