Synthesis of triazole fused tetracyclic spirooxindole derivatives via metal-free Huisgen cycloaddition DOI
Sandip Maiti,

Nabin Parui,

Joydev Halder

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(73), С. 10009 - 10012

Опубликована: Янв. 1, 2024

We report an efficient, metal free method for synthesizing tetracyclic spirooxindole derivatives from

Язык: Английский

Spirooxindole: A Versatile Biologically Active Heterocyclic Scaffold DOI Creative Commons
Siva S. Panda, Adel S. Girgis, Marian N. Aziz

и другие.

Molecules, Год журнала: 2023, Номер 28(2), С. 618 - 618

Опубликована: Янв. 7, 2023

Spirooxindoles occupy an important place in heterocyclic chemistry. Many natural spirooxindole-containing compounds have been identified as bio-promising agents. Synthetic analogs also synthesized utilizing different pathways. The present article summarizes the recent development of both and synthetic prepared from isatin or its derivatives reported last five years. spirooxindoles are categorized based on their mentioned biological properties.

Язык: Английский

Процитировано

66

Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes DOI
Pei Qu,

You‐Qin Jiang,

Yong‐Hao Wang

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(19), С. 7485 - 7507

Опубликована: Янв. 1, 2023

The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.

Язык: Английский

Процитировано

32

Convenient Synthetic Protocols for Diverse Functionalized Dihydrobenzofuran-Fused Spiro-indanedione-oxindole Scaffolds DOI

Jing Sun,

Xueyan Liu, Qiu Sun

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(16), С. 11562 - 11580

Опубликована: Июль 27, 2023

Diverse functionalized dihydrobenzofuran spiro-indanedione-oxindole scaffolds were conveniently synthesized by base-promoted cyclization reaction of Morita-Baylis-Hillman (MBH) carbonates isatins and 2-(o-hydroxybenzylidene)-1,3-indanediones. The two diastereomeric dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3″'-indolines] could be selectively using DABCO or DMAP as a base promoter. More importantly, facilitated the annulation MBH formates 2-(o-hydroxybenzylidene)-1,3-indanediones selectively, resulting in spiro[cyclopropa[c]chromene-1,2'-indene]-1',3'-diones dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3″'-indolines]. Additionally, similar with maleimides afforded dispiro[indene-2,5'-benzofuro[2',3':1,5]cyclopenta[1,2-c]pyrrole-4',3″'-indolines] high yields diastereoselectivity.

Язык: Английский

Процитировано

23

C3-Spirooxindoles: Divergent chemical synthesis and bioactivities (2018–2023) DOI
Mohamed H. Helal, Medhat E. Owda,

Amal T. Mogharbel

и другие.

Bioorganic Chemistry, Год журнала: 2024, Номер 143, С. 107091 - 107091

Опубликована: Янв. 4, 2024

Язык: Английский

Процитировано

7

A comprehensive study on characterization of biosynthesized copper-oxide nanoparticles, their capabilities as anticancer and antibacterial agents, and predicting optimal docking poses into the cavity of S. aureus DHFR DOI Creative Commons
Ehab S. Gad, Salem S. Salem, Samy Selim

и другие.

PLoS ONE, Год журнала: 2025, Номер 20(4), С. e0319791 - e0319791

Опубликована: Апрель 1, 2025

The eco-friendly method of producing copperـoxide nanoparticles through the use okra fruit extract is a simple, economical, rapid, and sustainable technique. resultant (CuO NP) were analyzed with several analytical methods, such as UV-vis spectroscopy, FourierـTransform Infrared Spectroscopy (FT-IR), X-Ray Diffraction (XRD), Zeta potential, TransmissionـElectron Microscopy (TEM) EnergyـDispersive X-ray (EDX) analysis. CuO NP exhibited maximum absorbance at 381 nm. formation was further confirmed by characteristic bands observed 534 588 cm -1 . monoclinic structure identified prominent peaks detected 2θ values 32.47°, 35.43°, 38.64°, 48.68°, 53.38°, 58.14°, 61.39°, 66.11°, 67.82°, 72.27°, 74.96°. overall findings indicate that had an average diameter in approximate range 10 to 30 nm based on TEM cytotoxicity study, conducted Human Fibroblast normal HFB4 cell lines, indicated halfـmaximal inhibitory concentration (IC50) dose 236.34 μg/mL. An IC50 109.46 μg/mL found antitumor effect studies using breast adenocarcinoma Mcf- 7 revealing good level safety for NP. According antibacterial Staphylococcus aureus Bacillus cereus inhibition zone diameters (IZDs) 29.5 ± 0.7 mm 24.6 1.2 mm, respectively, making them most vulnerable bacteria In contrast, P. aeruginosa least sensitive strain, minimum IZD 15 1.6 mm. Compared gram-negative infections, NPs have significantly higher effectiveness versus Gram -positive pathogens. Molecular docking against dihydrofolate reductase (DHFR) (PDB ID: 6P9Z) illustrated partially interlocked active site 6P9Z fitting energy value -44.93 kcal/mol five classical hydrogen bonds Ala7, Gln9, Thr46, Ser49, Phe92. last one also generated marketing antifolate agent methotrexate (MTX), adding some MTX-like character inhibitor.

Язык: Английский

Процитировано

1

An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds DOI
Daqian Wang,

Jing Sun,

Ying Han

и другие.

Organic Letters, Год журнала: 2022, Номер 24(42), С. 7790 - 7795

Опубликована: Окт. 14, 2022

We have developed an efficient protocol for the construction of polycyclic dihydrobenzofuran spirooxindole scaffolds via base promoted cascade annulation Morita-Baylis-Hillman (MBH) carbonates isatins with ortho-hydroxychalcones or ortho-hydroxy-β-nitrostyrenes. The complex compounds were conveniently synthesized in satisfactory yields and high diastereoselectivity. This provides a swift convenient approach assembly diverse highly functionalized spirooxindoles also features broad substrate scope, molecular convergence, excellent atomic economy.

Язык: Английский

Процитировано

26

Stereoselective synthesis of CF3-containing spirocyclic-oxindoles using N-2,2,2-trifluoroethylisatin ketimines: an update DOI Creative Commons
Biplob Borah, Naveena S. Veeranagaiah, Samrita Sharma

и другие.

RSC Advances, Год журнала: 2023, Номер 13(11), С. 7063 - 7075

Опубликована: Янв. 1, 2023

Recent updates on the synthesis of CF 3 -containing spirocyclic-oxindoles by employing N -2,2,2-trifluoroethylisatin ketimines are described in this review article.

Язык: Английский

Процитировано

17

Visible-light-induced organophotocatalytic and singlet oxygen-initiated domino construction of 1,4-dihydropyridines, C-3 functionalized spiro[indoline-3,4′-pyridines] and C-11 functionalized spiro[indeno-[1,2-b]quinoxaline-11,4′-pyridines] DOI
Biplob Borah, Mihir Patat, Vipin Singh

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(7), С. 1518 - 1530

Опубликована: Янв. 1, 2023

A highly efficient pot, atom, and step economical method for the construction of pharmacologically potent structurally functionalized 1,4-dihydropyridines, quaternary centered C-3 spiro[indoline-3,4'-pyridines], C-11 spiro[indeno[1,2-b]quinoxaline-11,4'-pyridines] via rose bengal photoredox catalysis under blue LED irradiation in an aqueous medium at room temperature has been developed. The products were isolated excellent yields within a short reaction time variety functional groups transition metal- ligand-free energy-efficient conditions green solvent system with high mass efficiency process intensity, which are key advantages current work.

Язык: Английский

Процитировано

14

Visible‐Light‐Mediated Direct Expeditious Photochemical Construction of Spirocyclic‐Oxindoles DOI
Biplob Borah, Samrita Sharma, L. Raju Chowhan

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(3)

Опубликована: Фев. 3, 2023

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

Язык: Английский

Процитировано

13

Morphological Profiling Identifies the Motor Protein Eg5 as Cellular Target of Spirooxindoles DOI Creative Commons
Jie Liu,

Shubhadip Mallick,

Yusheng Xie

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(21)

Опубликована: Март 16, 2023

Oxindoles and iso-oxindoles are natural product-derived scaffolds that provide inspiration for the design synthesis of novel biologically relevant compound classes. Notably, spirocyclic connection oxindoles with has not been explored by nature but promises to structurally related compounds endowed bioactivity. Therefore, methods their efficient conclusive discovery cellular targets highly desirable. We describe a selective RhIII -catalyzed scaffold-divergent spirooxindole-isooxindoles spirooxindole-oxindoles from differently protected diazooxindoles N-pivaloyloxy aryl amides which includes functional group-controlled Lossen rearrangement as key step. Unbiased morphological profiling corresponding collection in Cell Painting assay efficiently identified mitotic kinesin Eg5 target spirooxindoles, defining unique inhibitor chemotype.

Язык: Английский

Процитировано

11