23336-93-8Relevant academic research and scientific papers
Synthesis and evaluation of isatin derivatives as antifungal agents
Dawar, Monika,Kaur, Komalpreet,Rani, Ritu,Utreja, Divya
, p. 199 - 205 (2020/02/29)
Various types of isatin derivatives were synthesized by reacting isatin with different reagents viz substituted acetophenones, sodium nitrate, hydroxylamine hydrochloride and hydrazine hydrate. Characterization of the synthesized compounds was done by using various spectral techniques such as IR,1HNMR,13CNMR, elemental analysis and mass spectrometry. Synthesized compounds were further evaluated for their antifungal activity against Helminthosporium oryzae, Rhizoctonia solani and Fusarium moniliforme using poison food technique. 3-(2-Oxo-2-phenylethylidene) indolin-2-one showed significant mycelium inhibition against all tested rice fungi.
Access to 3-Prenylated Oxindoles by α-Regioselective Prenylation: Application to the Synthesis of (±)-Debromoflustramine e
Li, De-Feng,Liu, Kun,Jiang, Yi-Xuan,Gu, Yan,Zhang, Jing-Ru,Zhao, Li-Ming
supporting information, p. 1122 - 1125 (2018/02/23)
The development of a rapid, highly efficient, and one-pot synthesis of C3-α-prenylated oxindoles with simple reagents is described. The process is based on zinc-mediated α-regioselective prenylation of 3-acylidene-oxindole with commercially available pren
Design, synthesis and molecular docking of novel structural hybrids of substituted isatin based pyrazoline and thiadiazoline as antitumor agents
Gangarapu, Kiran,Thumma, Gouthami,Manda, Sarangapani,Jallapally, Anvesh,Jarapula, Ravi,Rekulapally, Sriram
, p. 819 - 829 (2017/03/06)
Cancer, which is considered to be the world’s most serious illness cause 8.2 million deaths and this rate may double by 2030. We herein report a new series of 3-(2-(p-substituted)-2-((5-phenyl-1,3,4-thiadiazol-2-yl)imino)-2-(p-substituted)ethylidene)indolin-2-one (15–19) and 5-substituted-5′-substituted phenyl-2′,4′-dihydrospiro[indoline-3,3′-pyrazol]-2-one derivatives (20–24) as potent anticancer agents. These compounds were evaluated for in vitro antitumor activity against the National Cancer Institute panel of 60 cancer cell lines. Among all the synthesized compounds, two compounds 15 and 16 showed remarkable antitumor activity with GI50 (MG-MID) values of 0.65 & 0.72 μM, respectively against Non-small cell lung cancer. To gain insight for mode of binding with Epidermal Growth Factor Receptor kinase enzyme, these compounds were further subjected to docking studies.
Biocatalysed olefin reduction of 3-alkylidene oxindoles by baker's yeast
Rossetti, Arianna,Sacchetti, Alessandro,Bonfanti, Marta,Roda, Gabriella,Rainoldi, Giulia,Silvani, Alessandra
, p. 4584 - 4590 (2017/07/11)
3-Substituted oxindoles are very interesting molecules both for their potential biological activity and for their role as starting materials toward more complex oxindole-based structures. These molecules can be prepared by the reduction of a 3-ylidene oxi
Squaramide-Catalyzed Enantioselective Cascade Approach to Bispirooxindoles with Multiple Stereocenters
Zhao, Bo-Liang,Du, Da-Ming
supporting information, p. 3992 - 3998 (2016/12/30)
A bifunctional squaramide-catalyzed Michael/Michael cascade reaction for the construction of spirotetrahydrofuran bispirooxindoles was developed. The products were obtained in moderate to excellent yields with excellent diastereo- and enantioselectivities
Corrosion inhibition effect of spiropyrimidinethiones on mild steel in 15% HCl solution: Insight from electrochemical and quantum studies
Yadav,Sinha,Kumar, Sumit,Sarkar
, p. 70832 - 70848 (2015/09/08)
The effect of synthesized spiropyrimidinethiones, namely, 6′-(4-methoxyphenyl)-1′-phenyl-2′-thioxo-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyrimidine]-2-one (MPTS) and 6′-(4-methoxyphenyl)-1′-phenyl-2′-thioxo-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyrimidine
Chalcone based azacarboline analogues as novel antitubulin agents: Design, synthesis, biological evaluation and molecular modelling studies
Sharma, Sahil,Kaur, Charanjit,Budhiraja, Abhishek,Nepali, Kunal,Gupta, Manish K.,Saxena,Bedi
, p. 648 - 660 (2014/09/17)
The present study involves the design of a series of 3-aryl-9-acetyl- pyridazino[3,4-b]indoles as constrained chalcone analogues. A retrosynthetic route was proposed for the synthesis of target compounds. All the synthesized compounds were evaluated for in-vitro cytotoxicity against THP-1, COLO-205, HCT-116 and A-549 human cancer cell lines. The results indicated that 2a, 3a, 5a and 6a possessed significant cytotoxic potential with an IC50 value ranging from 1.13 to 5.76 μM. Structure activity relationship revealed that the nature of both Ring A and Ring B influences the activity. Substitution of methoxy groups on the phenyl ring (Ring A) and unsubstituted phenyl ring (Ring B) were found to be the preferred structural features. The most potent compound 2a was further tested for tubulin inhibition. Compound 2a was found to significantly inhibit the tubulin polymerization (IC50 value - 2.41 μM against THP-1). Compound 2a also caused disruption of microtubule assembly as evidenced by Immunoflourescence technique. The significant cytotoxicity and tubulin inhibition by 2a was rationalized by molecular modelling studies. The most potent structure was docked at colchicine binding site (PDB ID-1SA0) and was found to be stabilized in the cavity via various hydrophobic and hydrogen bonding interactions.
Photophysical study of some 3-benzoylmethyleneindol-2-ones and estimation of ground and excited states dipole moments from solvatochromic methods using solvent polarity parameters
Saroj, Manju K.,Sharma, Neera,Rastogi, Ramesh C.
, p. 73 - 86 (2012/04/04)
3-Benzoylmethyleneindol-2-ones, isatin based chalcones containing donor and acceptor moieties that exhibit excited-state intramolecular charge transfer, have been studied in different solvents by absorption and emission spectroscopy. The excited state beh
One-pot synthesis of new spiro[cyclopropane-1,3′-[3H]indol]- 2′(1′H)-ones from 3-phenacylideneoxindoles
Shaabanzadeh, Masoud,Khabari, Faranak
scheme or table, p. 949 - 953 (2010/09/03)
(Chemical Equation Presented) In a one-pot procedure, the 3-phenacylideneoxindoles 1a-d were reacted with hydrazine and then in situ with lead(IV) acetate and new diastereoisomers of spiro[cyclopropane-1,3′-[3H] indol]-2′(1′H)-ones were prepared. Compounds 1a-d underwent a highly diastereoselective cyclopropanation leading to diastereoisomers 2a-d. These new compounds containing both 2-oxindole and cyclopropane moieties may be valuable in medicinal chemistry.
Synthesis of spiro heterocyclic compounds
Ibrahim, Mohamed N.,El-Messmary, Mohamed F.,Elarfi, Mohamed G.A.
experimental part, p. 55 - 58 (2011/01/03)
Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives (II), dehydration of (II) gave 3-phenacylidene-2-indolinone derivatives (III). Condensation of (III) with hydrazine hydrate, phenylhydrazine and phenylthiourea
