Journal article
A Heck-Based Strategy To Generate Anacardic Acids and Related Phenolic Lipids for Isoform-Specific Bioactivity Profiling
Organic letters, Vol.20(19), pp.6234-6238
10/05/2018
DOI: 10.1021/acs.orglett.8b02705
PMID: 30251866
Abstract
A synthetic strategy for phenolic lipids such as anacardic acid and ginkgolic acid derivatives using an efficient and selective redox-relay Heck reaction followed by a stereoselective olefination is reported. This approach controls both the alkene position and stereochemistry, allowing the synthesis of natural and unnatural unsaturated lipids as single isomers. By this strategy, the activities of different anacardic acid and ginkgolic acid derivatives have been examined in a matrix metalloproteinase inhibition assay.
Details
- Title: Subtitle
- A Heck-Based Strategy To Generate Anacardic Acids and Related Phenolic Lipids for Isoform-Specific Bioactivity Profiling
- Creators
- William K WeigelTaylor N DennisAmrik S KangJ. Jefferson P PerryDavid B. C Martin
- Resource Type
- Journal article
- Publication Details
- Organic letters, Vol.20(19), pp.6234-6238
- DOI
- 10.1021/acs.orglett.8b02705
- PMID
- 30251866
- ISSN
- 1523-7060
- eISSN
- 1523-7052
- Grant note
- name: Cancer Research Coordinating Committee, University of California, award: CRN-18-526258, CRN-18-524906
- Language
- English
- Date published
- 10/05/2018
- Academic Unit
- Iowa Neuroscience Institute; Chemistry
- Record Identifier
- 9984065751402771
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