58161-74-3Relevant academic research and scientific papers
In vitro anti-melanogenic effects of chimeric compounds, 2-(substituted benzylidene)-1,3-indanedione derivatives with a β-phenyl-α, β -unsaturated dicarbonyl scaffold
Ryu, Il Young,Choi, Inkyu,Jung, Hee Jin,Ullah, Sultan,Choi, Heejeong,Al-Amin, Md.,Chun, Pusoon,Moon, Hyung Ryong
, (2021/02/16)
Tyrosinase is considered a key contributor to melanogenesis, and safe, potent tyrosinase inhibitors are needed for medical and cosmetic purposes to treat skin hyperpigmentation and prevent fruit and vegetable browning. According to our accumulated SAR dat
Indane-1,3-diones: As potential and selective α-glucosidase inhibitors, their synthesis, in vitro and in silico studies
Hameed, Shehryar,Iqbal, Jamshed,Kanwal,Khan, Khalid Mohammed,Khan, Shahid Ullah,Mukhtar, Asma,Perveen, Shahnaz,Shah, Shazia,Zaib, Sumera
, p. 887 - 902 (2021/10/21)
Background: Diabetes mellitus is one of the most chronic metabolic disorders. Since past few years, our research group had synthesized and evaluated libraries of heterocyclic compounds against α and β-glucosidase enzymes and found encouraging results. The current study comprises of evaluation of indane-1,3-dione as antidiabetic agents based on our previously reported results obtained from closely related moiety isatin and its derivatives. Objective: A library of twenty three indane-1,3-dione derivatives (1-23) was synthesized and evaluated for α and β-glucosidase inhibitions. Moreover, in silico docking studies were carried out to in-vestigate the putative binding mode of selected compounds with the target enzyme. Methods: The indane-1,3-dione derivatives (1-23) were synthesized by Knoevenagel condensation of different substituted benzaldehydes with indane-1,3-dione under basic condition. The structures of synthetic molecules were deduced by using different spectroscopic techniques, including1 H-,13 C-NMR, EI-MS, and CHN analysis. Compounds (1-23) were evaluated for α and β-glucosidase inhibitions by adopting the literature protocols. Result: Off twenty three, eleven compounds displayed good to moderate activity against α-glucosidase enzyme, nonetheless, all compounds exhibited less than 50% inhibition against β-glucosidase enzyme. Compounds 1, 14, and 23 displayed good activity against α-glucosidase enzyme with IC50 values of 2.80 ± 0.11, 0.76 ± 0.01, and 2.17 ± 0.18 μM, respectively. The results have shown that these compounds have selectively inhibited the α-glucosidase enzyme. The in silico docking studies also supported the above results and showed different types of interactions of synthetic molecules with the active site of enzyme. Conclusion: The compounds 1, 14, and 23 have shown good inhibition against α-glucosidase and may potentially serve as lead for the development of new therapeutic representatives.
Leishmanicidal and cytotoxic activities and 4D-QSAR of 2-arylidene indan-1,3-diones
de Souza, Ana P. M.,Costa, Maria C. A.,de Aguiar, Alex R.,Bressan, Gustavo C.,de Almeida Lima, Graziela D.,Lima, Wallace P.,Borsodi, Maria P. G.,Bergmann, Bartira R.,Ferreira, Márcia M. C.,Teixeira, Róbson R.
, (2021/08/03)
The indan-1,3-dione and its derivatives are important building blocks in organic synthesis and present important biological activities. Herein, the leishmanicidal and cytotoxicity evaluation of 16 2-arylidene indan-1,3-diones is described. The compounds w
Palladium-Catalyzed Asymmetric [3+2] Cycloaddition of Vinylethylene Carbonates with 2-Arylidene-1,3-Indandiones: Synthesis of Tetrahydrofuran-Fused Spirocyclic 1,3-Indandiones
Gao, Xing,Guo, Hongchao,Jiang, Feng,Shi, Wangyu,Shi, Xueyan,Wang, Wei,Wu, Yongjun,Zhang, Cheng,Zhang, Huihui
supporting information, (2020/08/06)
An asymmetric [3+2] cycloaddition of 2-arylidene-1,3-indandiones with vinylethylene carbonates (VECs) had been achieved in the presence of Pd2dba3·CHCl3 and axially chiral phosphoramidite ligand. The reaction of various su
Zirconium catalyzed synthesis of 2-arylidene Indan-1,3-diones and evaluation of their inhibitory activity against NS2B-NS3 WNV protease
Oliveira, Ana Flávia C. da S.,de Souza, Ana Paula M.,de Oliveira, André S.,da Silva, Milene L.,de Oliveira, Fabrício M.,Santos, Edjon G.,da Silva, ítalo Esposti P.,Ferreira, Rafaela S.,Villela, Filipe S.,Martins, Felipe T.,Leal, Daniel H.S.,Vaz, Boniek G.,Teixeira, Róbson R.,de Paula, Sergio O.
supporting information, p. 98 - 109 (2018/03/09)
A simple and efficient Knoevenagel procedure for the synthesis of 2-arylidene indan-1,3-diones is herein reported. These compounds were prepared via ZrOCl2·8H2O catalyzed reactions of indan-1,3-dione with several aromatic aldehydes and using water as the
Organophosphine-catalyzed intramolecular hydroacylation of activated alkynes
Mondal, Atanu,Hazra, Raju,Grover, Jagdeep,Raghu, Moluguri,Ramasastry
, p. 2748 - 2753 (2018/04/14)
We present the details of an organophosphine-catalyzed Morita-Baylis-Hillman-type reaction of activated alkynes. The outcome is an intramolecular hydroacylation of α,β-ynones leading to the formation of 1,3-cyclopenta-, cyclohepta-, and cyclooctadione-fused arenes and heteroarenes. In addition, during the course of the investigation, a phosphine-catalyzed intramolecular aldol reaction of keto-ynones via δ′[C(sp3)-H]-functionalization was discovered, and a new annulation event comprising of a ω′[C(sp3)-H]-functionalization of α,β-ynones was also uncovered. The mechanisms governing these processes have been thoroughly elucidated.
Rapid and selective synthesis of spiropyrazolines and pyrazolylphthalides employing Seyferth-Gilbert reagent
Gupta, Ashis Kumar,Vaishanv, Narendra Kumar,Kant, Ruchir,Mohanan, Kishor
, p. 6411 - 6415 (2017/08/10)
An unexpected product-selectivity in the reaction of 2-arylideneindane-1,3-dione with dimethyl diazomethylphosphonate leading to the formation of two different types of products is reported. The reaction carried out in acetone in the presence of catalytic amount of cesium fluoride afforded spiropyrazoline phosphonates via 1,3-dipolar cycloaddition reaction, whereas the reaction in methanol yielded an interesting class of pyrazolylphthalides. This strategy provides an efficient alternative method for the construction of pyrazolylphthalides, and moreover, the process is general, works under mild conditions, and exhibits high functional group compatibility.
Solvatochromism of catechol derivatives - Solute/solvent interactions
Riedel, Franziska,Spange, Stefan
, p. 1261 - 1268 (2013/08/24)
The solvatochromism of nine push-pull substituted catechol derivatives has been studied in a set of 39 various solvents. The influence of successive methyl substitution at the catechol OH groups on the extent of the solvatochromic shift has been investiga
Triphenylarsine-catalyzed cyclopropanation: Highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2′-indan-1′, 3′-dione] from alkene and phenacyl bromide
Ren, Zhongjiao,Cao, Weiguo,Tong, Weiqi,Chen, Jie,Deng, Hongmei,Wu, Danyi
, p. 2200 - 2214 (2008/09/21)
The triphenylarsine-catalyzed approach for the highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2′-indan-1′, 3′-dione] with alkenes and phenacyl bromide in organic solvent is described. The triphenylarsine-catalyzed cyclopropanat
