An Efficient Synthesis of Novel Bis-Chalcones and Bis-Pyrazolines in the Presence of Cellulose Sulfuric Acid as Biodegradable Catalyst under Solvent-Free Conditions

Siddiqui, Zeba N.; Khan, Tabassum

doi:10.5935/0103-5053.20140072

Cited by 3 publications

(3 citation statements)

References 2 publications

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“…The protons associated with tetrahydrocarbazole (THCz), 6-nitro tetrahydrocarbazole (NO 2 THCz) and 6,8-dinitrotetrahydrocarbazole (DNTHCz), and aromatic moieties were matched with that of reported in literature [13,15,16] , in a-o, a-o, and a-o, subsequently confirming 1,2-diazole ring. The singlet responsible for N-H pyrazoline ring was observed at 6.27-6.21, 6.37-6.32, and 6.24-6.20 in a-e, a-e, and a-e [18]. Further confirmation of heterocyclic ring formation was endorsed by absorption bands in ranges from 3078 to 3045 cm −1 in FTIR spectrum.…”

Section: Resultsmentioning

confidence: 60%

Microwave-Assisted Synthesis of Tetrahydrocarbazole Linked 1,2-Diazoles in Aqueous-Brønsted Acid Catalytic System

Sadiq

Hussain

Naz

et al. 2017

Journal of Chemistry

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A new series of tetrahydrocarbazole coupled 1,2-diazoles / / (a-o) in moderate to excellent yield was synthesized successfully via multicomponent reaction approach by adopting Michael type-addition of hydrazines on in situ generated , -unsaturated ketones via aldol type strategy under synthetic microwave radiations and conventional heating. Structural confirmations of all the prepared compounds were achieved by spectroscopic techniques. The best results were achieved when equal amounts of water-acetic acid were used in microwave conditions in 4 minutes.

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Section: Resultsmentioning

confidence: 60%

Microwave-Assisted Synthesis of Tetrahydrocarbazole Linked 1,2-Diazoles in Aqueous-Brønsted Acid Catalytic System

Sadiq

Hussain

Naz

et al. 2017

Journal of Chemistry

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“…Pyrazoline is a lot of interest from researchers due to its various biological activities as shown in Figure 3 [18]. Previous research works proved that pyrazolines with carbothioamide group attached to its N 1 position showed good anticancer activity against breast cancer cell lines [19]. Besides, halogen substituents on the aromatic ring attached to the pyrazoline scaffold help enhance the cytotoxicity of pyrazoline compounds [17].…”

Section: Introductionmentioning

confidence: 99%

“…However, the reports on the anticancer activity of fused-pyrazoline derivatives from bis-chalcones are scarce compared to the pyrazoline derivatives formed from monochalcones [20]. Fused-pyrazoline derivatives have only being studied on other biological properties such as antimicrobial, antibacterial, anti-fungal, and anti-inflammatory by previous researchers [19][20]. ________________________________________________ Egypt.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Cytotoxicity Study and Docking Studies of New Fused-pyrazoline Derivatives derived from Bis-Chalcones Against Breast Cancer cells

et al. 2021

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Breast cancer is one of the prevalent diseases that kill millions of women worldwide. The development of resistance and side effects of chemotherapy drugs is a common obstacle in the treatment of breast cancer. Recently, the focus of drug discovery has increased toward a valuable structure known as chalcones due to their extensive bioactivity in cancer treatment. In this study, 6 chalcones and 4 fused-pyrazoline derivatives have been synthesized (1-6) using the Claisen-Schmidt condensation technique for cyclopentanone and cyclohexanone with different aromatic aldehydes at room temperature. Chalcones 2-3 and 5-6 were used in cyclo-condensation reaction with thiosemicarbazide to form new fused pyrazoline derivatives. All the synthesized chalcones and fused pyrazoline were characterized using ATR-FTIR, H-NMR and 13 C-NMR (1D ). The cytotoxic activity of these new chalcone compounds was investigated against breast cancer cell lines (MCF-7) and normal breast cell lines (MCF-10A). The results showed that compounds 1 and 10 exhibited significant antiproliferative effects against MCF-7 with IC50 values of 8 µM and 8.5 µM when exposed for 48 hours compared with the reference anticancer drug, tamoxifen. Molecular docking analysis showed that compounds 1 and 10 entered the pocket of ERα and interaction with the amino acids in high affinity of binding as tamoxifen.

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Recent Advances on Cellulose Sulfuric Acid as Sustainable and Environmentally Benign Organocatalyst for Organic Transformations

Agarwal

Lathwal

Nath

2021

COCAT

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Cellulose sulfuric acid has proved its competence as a potential bio-compatible, non-toxic and inexpensive heterogeneous solid acid catalyst in synthetic organic chemistry. Owing to its remarkable properties such as non-hygroscopic nature, recyclability, superior catalytic activity and high stability it has been actively explored as an efficient and biodegradable organocatalyst in diverse chemical transformations of synthetic relevance. This review attempts to summarize a significant advancement and catalytic applications of cellulose sulfuric acid for the synthesis of plethora of biologically relevant organic molecules

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An Efficient Synthesis of Novel Bis-Chalcones and Bis-Pyrazolines in the Presence of Cellulose Sulfuric Acid as Biodegradable Catalyst under Solvent-Free Conditions

Cited by 3 publications

References 2 publications

Microwave-Assisted Synthesis of Tetrahydrocarbazole Linked 1,2-Diazoles in Aqueous-Brønsted Acid Catalytic System

Microwave-Assisted Synthesis of Tetrahydrocarbazole Linked 1,2-Diazoles in Aqueous-Brønsted Acid Catalytic System

Synthesis, Characterization, Cytotoxicity Study and Docking Studies of New Fused-pyrazoline Derivatives derived from Bis-Chalcones Against Breast Cancer cells

Recent Advances on Cellulose Sulfuric Acid as Sustainable and Environmentally Benign Organocatalyst for Organic Transformations

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