SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4'-PYRANO[2,3-C:6,5-C']DIPYRAZOL]-2-ONES IN THE PRESENCE OF SBA-Pr-SO3H AS A NANOCATALYST

Ziarani, Ghodsi Mohammadi; Moradi, Razieh; Lashgari, Negar; Badiei, Alireza; Soorki, Ali Abolhasani

doi:10.5935/0100-4042.20150125

Cited by 3 publications

(3 citation statements)

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“…The structures of some important and biologically active compounds containing spirocyclic rings are shown in Figure. 1 [6–26] …”

Section: Introductionmentioning

confidence: 99%

Greener Synthesis, Molecular Docking and Anticancer Studies of A New Series of 6‐Hydroxy‐5‐(3‐(3‐hydroxy‐1,4‐dioxo‐1,4‐dihydronaphthalen‐2‐yl)‐2‐oxoindolin‐3‐yl) pyrimidine‐2,4(1H,3H)‐diones

Tamilselvi,

Subramani Maheswari,

Kavishree

et al. 2024

ChemistrySelect

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Greener solvent mediated simple and efficient synthesis of 6‐hydroxy‐5‐(3‐(3‐hydroxy‐1,4‐dioxo‐1,4‐dihydronaphthalen‐2‐yl)‐2‐oxoindolin‐3‐yl)pyrimidine‐2,4(1H,3H)‐diones has been achieved through the one‐pot multicomponent condensation reaction between 2‐hydroxy‐1,4‐naphthoquinone, substituted isatin and barbituric acid/thiobarbituric acid/1,3‐dimethylbarbituric acid using ethanol‐water as a solvent without any catalyst at room temperature has been described. Molecular docking studies have been performed with Akt kinase enzyme protein which helped to rationalize the binding energy of all the synthesized compounds. The docking of compound 4d, with human Akt kinase enzyme showed a good binding interaction with lowest binding energy. Based on the results from the molecular docking studies, the compound 4d was further studied for its in‐vitro anticancer activity against human breast cancer cells (MCF‐7) and human normal breast cells (HBL 100) by MTT assay which also proved the potential anticancer activity of 4d.

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“…The structures of some important and biologically active compounds containing spirocyclic rings are shown in Figure. 1 [6–26] …”

Section: Introductionmentioning

confidence: 99%

Greener Synthesis, Molecular Docking and Anticancer Studies of A New Series of 6‐Hydroxy‐5‐(3‐(3‐hydroxy‐1,4‐dioxo‐1,4‐dihydronaphthalen‐2‐yl)‐2‐oxoindolin‐3‐yl) pyrimidine‐2,4(1H,3H)‐diones

Tamilselvi,

Subramani Maheswari,

Kavishree

et al. 2024

ChemistrySelect

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“…[36] The synthetic six-membered spirooxindoles XXI, XXII, XXIII, XXIV, XXV, XXVI, XXVII, and XXVIII, showed remarkable biological activities such as antimicrobial, anticancer, antiviral, MDM2 inhibitor, antimalarial, analgesic, and antitumor activity respectively. [37][38][39][40][41][42][43][44][45] The structure of spirooxindoles is not only limited to five-and six-membered embedded cycles but also well-recognized with three-membered to eight-membered cycles that could be either carbocycles or heterocycles. [16] These diverse structural scaffolds should endeavor a new platform for reaction discovery as well as medicinal and natural characteristics of other compounds by utilizing them as a key building block.…”

Section: Introductionmentioning

confidence: 99%

“…Surugatoxin ( XX ) derived from the digestive gland of the Japanese ivory mollusk Babylonia japonica , have found to be a potent antagonist of ganglionic nicotinic acetylcholine receptors (nACHRs) [36] . The synthetic six‐membered spirooxindoles XXI , XXII , XXIII , XXIV , XXV , XXVI , XXVII , and XXVII I, showed remarkable biological activities such as antimicrobial, anticancer, antiviral, MDM2 inhibitor, antimalarial, analgesic, and antitumor activity respectively [37–45] . The structure of spirooxindoles is not only limited to five‐ and six‐membered embedded cycles but also well‐recognized with three‐membered to eight‐membered cycles that could be either carbocycles or heterocycles [16] .…”

Section: Introductionmentioning

confidence: 99%

Visible‐Light‐Mediated Direct Expeditious Photochemical Construction of Spirocyclic‐Oxindoles

2023

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Spirocyclic compounds, particularly spirooxindoles that comprise a tetrahedral sp3‐hybridized carbon atom at the C‐3 position of an orthogonally shaped bicyclic structure have recently received increasing attention in drug discovery and development, besides their major potential in natural products and synthetic organic chemistry. They are found to be the major structural constituents of many alkaloids, and key active building blocks for the construction of various pharmaceutically significant molecules. On the other hand, with the increasing awareness of people about protecting their health and the living environment from the pollution caused by chemical laboratories and industry, the development of a synthetic method that provides alternatives to the traditional one by introducing atom economical sustainable processes is of scientifically and technically demanding but challenging. To address these concerns and inspired by the natural photosynthesis process, recently visible light‐induced chemistry appears to be a highly economic, sustainable, and alternative approach to organic synthesis. The present mini‐review aims to highlight the recent progress accomplished in the straightforward construction of spirooxindoles accelerated by visible light irradiation from the period of 2015 to date. Besides reviewing the advantages achieved in this field, we also attempt to find out the drawback, mechanistic rationalization, and scopes of future applications.

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GOQDs and GOQDs-NS-doped Carbocatalysts: A Concise Study on Production and Use in One-pot Green MCRs

Zamiri

Rostamizadeh

Mahkam

et al. 2023

COS

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Introduction: Nowadays, the catalysts’ usage in chemical reactions is unavoidable, and this has led scientists to look for producing and using catalysts which not only cause pollution and toxicity in the reactions and products, but also generate economical benefits. Aims: Our goal in this paper is to produce a fully biocompatible, non-toxic and inexpensive carbocatalyst with a graphene oxide structure for use in multi-component reactions as a heterogeneous catalyst. Methods: The research has been carried out to simplify the method of preparing carbocatalysts. In this article, we heated citric acid and thiourea in the simple bottom-up method in which nitrogen and sulfur were atomically inserted into a carbon-carbon bond of graphene oxide. Results: The results have been obtained by comparing graphene oxide quantum dots (GOQDs) and functional graphene oxide quantum dots (GOQDs) and functional nitrogen and sulfur-doped graphene oxide quantum dots (NS-doped-GOQDS) using the produced carbocatalyst in the synthesis of spiro indoline pyrano pyrazoles and highly substituted pyridine derivatives with chemical and pharmacological properties. Conclusion: A simple and affordable bottom–up method has been developed to synthesize fluorescent NS-doped-GOQDS by the condensation of CA in the presence of thiourea with water elimination at 185 ℃. After the production of NS-doped-GOQDS, the carbocatalyst is used in the synthesis of spiro[indoline-3,4'-pyrano [2, 3-c]pyrazole] derivatives in four-component reactions and pyridine derivatives in five-component reactions.

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SYNTHESIS AND BIOLOGICAL EVALUATION OF SPIRO[INDOLINE-3,4'-PYRANO[2,3-C:6,5-C']DIPYRAZOL]-2-ONES IN THE PRESENCE OF SBA-Pr-SO₃H AS A NANOCATALYST

Cited by 3 publications

References 0 publications

Greener Synthesis, Molecular Docking and Anticancer Studies of A New Series of 6‐Hydroxy‐5‐(3‐(3‐hydroxy‐1,4‐dioxo‐1,4‐dihydronaphthalen‐2‐yl)‐2‐oxoindolin‐3‐yl) pyrimidine‐2,4(1H,3H)‐diones

Greener Synthesis, Molecular Docking and Anticancer Studies of A New Series of 6‐Hydroxy‐5‐(3‐(3‐hydroxy‐1,4‐dioxo‐1,4‐dihydronaphthalen‐2‐yl)‐2‐oxoindolin‐3‐yl) pyrimidine‐2,4(1H,3H)‐diones

Visible‐Light‐Mediated Direct Expeditious Photochemical Construction of Spirocyclic‐Oxindoles

GOQDs and GOQDs-NS-doped Carbocatalysts: A Concise Study on Production and Use in One-pot Green MCRs

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