期刊
JOURNAL OF NATURAL PRODUCTS
卷 80, 期 9, 页码 2561-2565出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.7b00484
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资金
- Union University
- Proteomics and Mass Spectrometry (PAMS) Facility, NIH at the University of Georgia, Department of Chemistry, Athens, Georgia [1S10RR1028859]
- Grants-in-Aid for Scientific Research [15F15393, 17H06402] Funding Source: KAKEN
Natural products with heteroaromatic cores are ample and widespread in nature, with many compounds exhibiting promising therapeutic properties. (+)-Armillariol C (1a) is a furan-based natural product isolated from Armillaria species. Herein, we report the first enantioselective synthesis of (+)-armillariol C (1a, 79% overall yield), its enantiomer (1b), and four other analogues, on a gram-scale, using microwave-mediated, Suzuki-Miyaura cross-coupling and Sharpless asymmetric dihydroxylation reactions. Compounds were tested for plant- and mycelia-growth regulatory activity, with 1b, 7a, and 7b showing, the strongest inhibitory properties in a lettuce assay and 7b and 9b inhibiting Flammulina velutipes.
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