24760-34-7Relevant 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)
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
Synthesis of 2,3-diaryl-2,3,4,4а-tetrahydro-5Н-indeno[1,2-c]pyridazin-5-ones
Chagarovskiy, Alexey O.,Strel’tsova, Elena D.,Rybakov, Victor B.,Levina, Irina I.,Trushkov, Igor V.
, p. 240 - 245 (2019/05/15)
[Figure not available: see fulltext.] The reaction of 1,3-indanedione-derived donor-acceptor cyclopropanes with phenylhydrazine in the presence of catalytic amounts of scandium trifluoromethanesulfonate leads to the formation of indeno[1,2-c]pyridazine de
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.
Aqueous extract of Balanites roxburghii fruit: A green dispersant for C-C bond formation
Barge, Madhuri,Salunkhe, Rajashri
, p. 31177 - 31183 (2014/08/05)
An aqueous biosurfactant solution, a biobased green acidic catalyst for Knoevenagel condensation of 1,3-indanedione with aryl aldehydes and tandem Knoevenagel-Michael reaction of 3-methyl-1-phenylpyrazole with aryl aldehydes, has been reported for the fir
Synthesis of 2-(aryl methylene)-(1H)-indane-1,3-(2H)-diones as potential fungicidal and bactericidal agents
Meena,Shankar,Ramseshu,Giles,Prakash,Venkataraman
, p. 1572 - 1575 (2007/10/03)
Reaction of diethyl phthalate 1 and ethyl acetate 2 in the presence of sodium metal and ethanol affords indane-1, 3-dione 3, which have been substituted at C-2 position with different aromatic aldehydes 4, to yield their respective aryl derivatives of indane-1,3-dione 5a-h. These derivatives are evaluated for their antifungal and antibacterial activity. The structures of all the compounds are determined by IR, 1H NMR and mass spectrometry.
Synthesis and reaction of some indenopyridine and thieno[2,3-b]indeno[2,1-e]pyridine derivatives
Hassanein
, p. 3883 - 3895 (2007/10/03)
Synthesis of indenopyridine-2-thione derivatives 6a-e via reaction of compound 1 with thioamides 2a-e in good yields. Several thieno[2,3-b]indeno[2,1-e]pyridine 9a-e have been synthesized. Some of them was used as a key intermediate in synthesis of 10-12. On the other hand, compound 1 reacted with various reagents to yield 16, 19, 21-24.
