Bioactive Constituents of Thuja o ccidentalis

Bioactive Constituents of Thuja o ccidentalis

An ethyl acetate-soluble extract of the combined leaves and twigs of Thuja occidentalis was found to inhibit 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ornithine decarboxylase (ODC) in cultured mouse epidermal ME 308 cells. Bioassay-guided fractionation of this extract led to the isolation o...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2000-09, Vol.63 (9), p.1235-1238
Hauptverfasser: Chang, Leng Chee, Song, Lynda L, Park, Eun Jung, Luyengi, Lumonadio, Lee, Kon Joo, Farnsworth, Norman R, Pezzuto, John M, Kinghorn, A. Douglas
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container_end_page 1238
container_issue 9
container_start_page 1235
container_title Journal of natural products (Washington, D.C.)
container_volume 63
creator Chang, Leng Chee
Song, Lynda L
Park, Eun Jung
Luyengi, Lumonadio
Lee, Kon Joo
Farnsworth, Norman R
Pezzuto, John M
Kinghorn, A. Douglas
description An ethyl acetate-soluble extract of the combined leaves and twigs of Thuja occidentalis was found to inhibit 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ornithine decarboxylase (ODC) in cultured mouse epidermal ME 308 cells. Bioassay-guided fractionation of this extract led to the isolation of six active constituents (1−6), namely, (+)-7-oxo-13-epi-pimara-14,15-dien-18-oic acid (1), (+)-7-oxo-13-epi-pimara-8,15-dien-18-oic acid (2), (+)-isopimaric acid (3), (1S,2S,3R)-(+)-isopicrodeoxypodophyllotoxin (4), (−)-deoxypodophyllotoxin (5), and (−)-deoxypodorhizone (6). Compounds 1 and 4 are new natural products, and their structures and stereochemistry were determined using spectroscopic methods. Compounds 1−6 were evaluated for inhibition of the transformation of murine epidermal JB6 cells, inhibition of ornithine decarboxylase induction with murine epidermal ME 308 cells, and cytotoxic activity against KB cells.
doi_str_mv 10.1021/np0001575
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