![2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-(6-quinolinyl)acetamide structure](https://static.chemtradehub.com/structs/501/501921-61-5-756a.webp "2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-(6-quinolinyl)acetamide structure")
2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-(6-quinolinyl)acetamide
CAS Number:
501921-61-5
Molecular Formula:
C26H18ClN3O2
Bioinspired synthesis and biological evaluation of ent-protulactones A and B
Literature Information
Publication Date
2023-11-28
DOI
10.1039/D3OB01708G
Impact Factor
3.876
Authors
Chao Hu
View Original
Abstract
The bioinspired and stereoselective synthesis of the furo[3,2-b] furan lactone (−)-protulactone A and the dioxabicyclo[3.3.1]nonane lactone (+)-protulactone B has been achieved based on the chiron approach. The synthesis features the utilization of a number of one-pot, sequential transformations, including a cascade reaction of reductive elimination and nucleophilic addition in a one-pot process and a one-pot sequence via cross-metathesis/acetonide deprotection/O-Michael addition/lactonization to streamline the synthesis route and avoid the tedious work of product purification. Synthetic protulactones and their analogues were evaluated for their in vitro antiproliferative activity against selected tumor cell lines (MCF-7 and Capan 2) and showed minor cytotoxicity.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
3-(3-Carboxyphenyl)-5-(trifluoromethyl)benzoic acid
CAS Number:
1261930-96-4
Molecular Formula:
C15H9F3O4
![N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide structure](https://static.chemtradehub.com/structs/852/852212-89-6-5ef9.webp "N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide structure")
N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide
CAS Number:
852212-89-6
Molecular Formula:
C15H15F3N2O2S
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