Bioinspired synthesis and biological evaluation of ent-protulactones A and B

文献信息

发布日期 2023-11-28

DOI 10.1039/D3OB01708G

影响因子 3.876

作者

Chao Hu

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摘要

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.

期刊推荐

Molecular Diversity

Green Chemistry

Faraday Discussions

Advanced Engineering Materials

Environmental Toxicology and Pharmacology

Nature Reviews Drug Discovery

European Journal of Organic Chemistry

Journal of Medical Biochemistry

Coloration Technology

Molecules

来源期刊

Organic & Biomolecular Chemistry

CiteScore: 3.4

自引率: 10.3%

年发文量: 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.

Bioinspired synthesis and biological evaluation of ent-protulactones A and B

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来源期刊

Organic & Biomolecular Chemistry

推荐化合物

TPh A

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2-Chloro-N,N-diphenylacetamide

Methyl 2-(bromomethyl)-5-iodobenzoate

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