6622-60-2Relevant academic research and scientific papers
Thallium(III) p-tosylate-mediated oxidative [1,2] rearrangement of 2-naphthyl and 2-heteroarylchromanones
Kurapati, Chidvilas,Muthukrishnan, Murugan,Singh, Om V.,Gundla, Rambabu
supporting information, p. 172 - 177 (2021/10/29)
A practical and effective approach towards the synthesis of 3-heteroaryl-4H-chromen-4-ones by the oxidative [1,2] rearrangement of the respective 2-heteroaryl chroman-4-ones using thallium(III) p-tosylate is presented. The oxidative rearrangement of α- an
Synthesis and Biological Evaluation of (Thiophene-2-yl)-4H-Chromen-7-yl-Sulfonate Derivatives
Bu, Ming,Jialin, Zang,Lv, Zhen,Xing, Yushuang,Yang, Jifang
, p. 1097 - 1104 (2021/10/26)
Abstract: Inspired by the significant biological activity of our previously screened natural 4H-chromen, a series of novel (Thiophen-2-yl)-4H-chromen-7-yl-sulfonate derivatives (Va–Vi) were synthesized and investigated for their in vitro free radical scavenging potential as well as cytotoxic efficacies against selected cancer cell lines. The cytotoxicity of the 4H-chromen derivatives (Va–Vi) was evaluated according to three human cancer cell lines (HepG2, A549, HeLa) by utilizing an MTT assay. Accordingly, part of the results exhibited better antitumor activities than that of the positive controls (7-hydroxy-2-phenyl-4H-chromen-4-one, 4H-chromen-4-one, and Apigenin). Among them, compounds (Vc–Ve) exhibited better training to the positive control against the three human cancer cell lines (IC50 = 10.52 ± 0.39 μM to 15.29 ± 0.35 μM). Moreover, the extract of the 4H-chromen derivatives (Va–Vi) showed better activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) in antioxidant assays compared to that of the positive control Ascorbic acid (IC50 = 12.72 ± 0.274 μg/mL, 5.0925 ± 0.209 μg/mL). Thus, it can be confirmed from the bioassay results that the overall structural design, as well as proper substitution, is crucial in delivering anticipated biological effects. In this regard, spectroscopic techniques such as 1H NMR, 13C NMR, and HRMS were also carried out to confirm the final structures.
Extended Aromatic and Heteroaromatic Ring Systems in the Chalcone-Flavanone Molecular Switch Scaffold
Muller, Brian M.,Litberg, Theodore J.,Yocum, Reid A.,Pniewski, Chanté A.,Adler, Marc J.
, p. 5775 - 5781 (2016/07/13)
Previous work on the o-hydroxychalcone/flavanone molecular switching scaffold showed that simple substitutions alter the pH range in which rapid interconversion occurs. Herein, more impactful structural modifications were performed via alteration of the characteristic phenyl rings to alternative aromatic systems. It was determined that the scaffold was still viable after these changes and that the range of accessible midpoint pH values was markedly increased. To further explore the switch's scope, scaffolds able to have multiple switching events were also investigated.
Development of novel pesticides based on phytoalexins: Part 2. Quantitative structure-activity relationships of 2-heteroaryl-4-chromanone derivatives
Yang, Guangfu,Jiang, Xiaohua,Yang, Huazheng
, p. 1063 - 1067 (2007/10/03)
Phytoalexins are low-molecular-weight chemicals that immune systems of plants produce and accumulate in response to infections, especially those of fungal origin. Although their content is not high in plants, yet they have shown unique fungicidal activity
The Preparation of Flavones and their Derivatives. Part I. Flavones and 4-Thioflavones.
Briggs, Malcolm T.,Duncan, Graham L. S.,Thornber, Craig W.
, p. 2461 - 2487 (2007/10/02)
A series of polysubstituted flavones has been prepared with particular emphasis on 3',4',5',5,7-pentahydroxyflavone and its ether derivatives.The preparation of 4-thioflavones has been undertaken to provide intermediates for the preparation of 4-iminoflav
