Antiplasmodial Chromanes and Chromenes from the Monotypic Plant Species Koeberlinia spinosa


Por: Presley, C, Valenciano, A, Fernandez-Murga, M, Du, Y, Shanaiah, N, Cassera, M, Goetz, M, Clement, J and Kingston, D

Publicada: 1 mar 2018
Resumen:
Nine new compounds containing either a chromane or chromene ring moiety were isolated from the monotypic plant Koeberlinia spinosa. Compounds 1-4 are chromanes with all possible E and Z isomers of the isoprenoid side chain, with compound 5 a methylated derivative of 1. Compounds 6 and 7 were assigned as diastereomeric cyclized derivatives of 2 and were probably artifacts formed during the extraction or the isolation processes. Compounds 8 and 9 were characterized as new chromenes. Structure elucidation of 1-9 was conducted via 1D and 2D NMR spectroscopic data interpretation, and absolute configurations were determined by ECD spectroscopic analysis. Compounds 2, 5, 6, and 7 had weak antiplasmodial activity, while none of the compounds exhibited antiproliferative activity. The isolation, structure elucidation, and biological evaluation of these compounds are presented.

Filiaciones:
Presley, C:
 Virginia Tech, Dept Chem, M-C 0308, Blacksburg, VA 24061 USA

Valenciano, A:
 Univ Georgia, Dept Biochem & Mol Biol, Athens, GA 30602 USA

 Univ Georgia, CTEGD, Athens, GA 30602 USA

:
 Virginia Tech, Dept Biochem, M-C 0308, Blacksburg, VA 24061 USA

Du, Y:
 Virginia Tech, Dept Chem, M-C 0308, Blacksburg, VA 24061 USA

Shanaiah, N:
 Virginia Tech, Dept Chem, M-C 0308, Blacksburg, VA 24061 USA

Cassera, M:
 Univ Georgia, Dept Biochem & Mol Biol, Athens, GA 30602 USA

 Univ Georgia, CTEGD, Athens, GA 30602 USA

Goetz, M:
 Nat Prod Discovery Inst, 3805 Old Easton Rd, Doylestown, PA 18902 USA

Clement, J:
 Nat Prod Discovery Inst, 3805 Old Easton Rd, Doylestown, PA 18902 USA

Kingston, D:
 Virginia Tech, Dept Chem, M-C 0308, Blacksburg, VA 24061 USA

 Virginia Tech, Ctr Drug Discovery, M-C 0308, Blacksburg, VA 24061 USA
ISSN: 15206025





JOURNAL OF NATURAL PRODUCTS
Editorial
American Chemical Society, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA, Estados Unidos America
Tipo de documento: Article
Volumen: 81 Número: 3
Páginas: 475-483
WOS Id: 000428608300005
ID de PubMed: 29048892
imagen Green Accepted

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