Bioactive Constituents of Thuja occidentalis

Abstract

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.

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“…Most of the phytochemical surveys for the species highlight, inclusively, the thujone monoterpene as the major constituent 4,25,26 . Naser et al also highlighted the following terpenes in the species: borneol, thujone, camphene, fenchone, limonene, miricene, α-terpineol, terpinolene, thuja alcohol, carvotan acetone, origanol, origanese, myrcene 1 .…”

Synthesis and Bioactivity Evaluation of Acylthiourea Derivatives Based on Isopimaric Acid

“…其次, 异海松酸对 结核病毒具有显著的疗效 [6] , 并对爱博斯坦巴尔病毒 也显示出抑制效果 [7] . 此外, 异海松酸对 12-O-佛波酯- [8] 、 5-脂氧酶(5-LOX, 一种催化产生炎症的媒 介) [9] 、鼠尾草种子发芽 [10] 、棉红铃虫幼虫生长 [11] 及多种 细菌、真菌 [12,13] 等具有明显的抑制作用, 并对舞毒蛾觅 食表现出阻碍作用 [14] . 因异海松酸本身具有广泛的生 物活性, 且异海松酸的化学结构中含有可反应的官能团 羧基及双键, 因此可将其作为化工中间体或以其骨架结 构作为药理活性中心, 开发具有生物活性的新型异海松 酸类衍生物.…”

Forest Products with Health-Promoting and Medicinal Properties

“…Evans et al (2000), also report on the antibacterial activity of totarol, its chemical analogues and derivatives, on drug resistant gram-positive bacteria (lactamase-positive and gentamycin-resistant Enterococcus faecalis, penicillinresistant Streptococcus pneumoniae and methicillin-resistant Staphylococcus aureus (MRSA)). Pimarane diterpenoids isolated from North American white cedar (Thuja occidentalis, Cupressaceae) have also been shown to possess a range of biological activity including anti-tuberculosis effect and inhibitory effects on growth of fungal mycelium (Chang et al 2000).…”