Prenylated alkylbisphenols from Grevillea whiteana

Hao Wang, David N. Leach, Michael C. Thomas, Stephen J. Blanksby, Paul I. Forster, Peter G. Waterman

Research output: Contribution to journalArticle

Abstract

Eleven new bisresorcinols including four mixtures each of two isomers and one resorcinol/phloroglucinol derivative, together with five known resorcinols have been isolated from the ethyl acetate extract of stems of Grevillea whiteana. The new compounds were identified as 4-(3-hydroxy-3-methylbutyl) grebustol-B (10a), 4′-(3-hydroxy-3-methylbutyl)grebustol-B (10b), 4-(4-hydroxy-3-methylbutyl)grebustol-B (2a) and 4′-(4-hydroxy-3- methylbutyl) rebustol-B (2b), 2,2-dimethyldihydropyrano grebustol-B (11a) and iso-2,2-dimethyldihydropyranogrebustol-B (11b), 2,2-dimethyl-3ξ- hydroxydihydropyranogrebustol-B (7a) and iso-2,2-dimethyl-3ξ- hydroxydihydropyranogrebustol-B (7b), 15-(2-(4-hydroxy-3-methylbutyl)- resorcinol-5-yl)-1-(phloroglucinolyl)-9(Z)pentadecen-one (whiteanone) (4), 5,5′-(hexadecan-diyl)bisresorcinol (12) and 2-methyl-5,5′-(8(Z)- hexadecen-1,16-diyl)bisresorcinol (9). This is the first record of pyranobisresorcinols in the genus and the first report of a phloroglucinol terminal phenolic unit in any Grevillea species.

Original languageEnglish
Pages (from-to)951-958
Number of pages8
JournalNatural Product Communications
Volume4
Issue number7
Publication statusPublished - 2009
Externally publishedYes

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  • Cite this

    Wang, H., Leach, D. N., Thomas, M. C., Blanksby, S. J., Forster, P. I., & Waterman, P. G. (2009). Prenylated alkylbisphenols from Grevillea whiteana. Natural Product Communications, 4(7), 951-958.