Literature DB >> 22148387

One-pot enantioselective synthesis of functionalized pyranocoumarins and 2-amino-4H-chromenes: discovery of a type of potent antibacterial agent.

Gen Zhang1, Yaohu Zhang, Jiexi Yan, Ru Chen, Shoulei Wang, Yunxia Ma, Rui Wang.   

Abstract

Function-oriented design and synthesis of chiral small molecules with novel activity is a key goal in modern organic chemistry. As multiple antibiotic-resistant pathogens are emerging and causing serious diseases, the need for practical routes for the development of new types of antibacterial agents is very urgent. Herein, we present a highly efficient process for the synthesis of optically active pyranocoumarins and 2-amino-4H-chromenes through an organocatalytic Knoevenagel/Michael/cyclization sequence, and the preliminary biological studies of these new heterocyclic compounds revealed potent antibacterial activity. This study provides a novel strategy for further research and development of new types of antibacterial agents effective against human pathogens.

Entities:  

Mesh:

Substances:

Year:  2012        PMID: 22148387     DOI: 10.1021/jo202020m

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  9 in total

Review 1.  Recent developments in utility of green multi-component reactions for the efficient synthesis of polysubstituted pyrans, thiopyrans, pyridines, and pyrazoles.

Authors:  Mohamed Hilmy Elnagdi; Moustafa Sherief Moustafa; Saleh Mohammed Al-Mousawi; Ramadan Ahmed Mekheimer; Kamal Usef Sadek
Journal:  Mol Divers       Date:  2015-04-17       Impact factor: 2.943

2.  Application of nitrogen-rich porous organic polymer for the solid-phase synthesis of 2-amino-4H-benzo[b]pyran scaffolds using ball milling process.

Authors:  Lia Zaharani; Nader Ghaffari Khaligh; Taraneh Mihankhah; Mohd Rafie Johan
Journal:  Mol Divers       Date:  2020-05-02       Impact factor: 2.943

3.  Novel biocompatible core/shell Fe3O4@NFC@Co(ii) as a new catalyst in a multicomponent reaction: an efficient and sustainable methodology and novel reusable material for one-pot synthesis of 4H-pyran and pyranopyrazole in aqueous media.

Authors:  Pouya Ghamari Kargar; Ghodsieh Bagherzade; Hossein Eshghi
Journal:  RSC Adv       Date:  2020-10-08       Impact factor: 4.036

4.  Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts.

Authors:  Qingqing Wang; Wei Wang; Ling Ye; Xuejun Yang; Xinying Li; Zhigang Zhao; Xuefeng Li
Journal:  Molecules       Date:  2017-06-30       Impact factor: 4.411

5.  Synthesis of Novel Thiazole Derivatives Bearing β-Amino Acid and Aromatic Moieties as Promising Scaffolds for the Development of New Antibacterial and Antifungal Candidates Targeting Multidrug-Resistant Pathogens.

Authors:  Dovilė Malūkaitė; Birutė Grybaitė; Rita Vaickelionienė; Giedrius Vaickelionis; Birutė Sapijanskaitė-Banevič; Povilas Kavaliauskas; Vytautas Mickevičius
Journal:  Molecules       Date:  2021-12-23       Impact factor: 4.411

6.  Efficacy of Selenourea Organocatalysts in Asymmetric Michael Reactions under Standard and Solvent-Free Conditions.

Authors:  Mariola Zielińska-Błajet; Żaneta A Mała; Rafał Kowalczyk
Journal:  Molecules       Date:  2021-12-01       Impact factor: 4.411

7.  Multicomponent synthesis of pyrano[2,3-c]coumarins.

Authors:  Wan-Chi Hsieh; Chi-Hui Lin; Yu-Ju Yang; Ding-Yah Yang
Journal:  RSC Adv       Date:  2018-11-22       Impact factor: 4.036

8.  Green and Mechanochemical One-Pot Multicomponent Synthesis of Bioactive 2-amino-4H-benzo[b]pyrans via Highly Efficient Amine-Functionalized SiO2@Fe3O4 Nanoparticles.

Authors:  Preeti Singh; Priyanka Yadav; Anupam Mishra; Satish K Awasthi
Journal:  ACS Omega       Date:  2020-02-20

Review 9.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.