Novel Taxane Diterpenoids from Taiwanese Yew Trees

Shen, Ya‐Ching; Chang, Yao-To; Wang, Shih-Sheng; Pan, Yu-Ling; Lo, Kuang‐Liang; Lin, Yu‐Chi

doi:10.1081/txr-120026912

Journal of Toxicology: Toxin Reviews

2003

DOI: 10.1081/txr-120026912

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Novel Taxane Diterpenoids from Taiwanese Yew Trees

Ya‐Ching Shen

Yao-To Chang

Shih-Sheng Wang

et al.

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Cited by 3 publications

(2 citation statements)

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“…7 Many sesquiterpene lactones isolated from Eupatorium have been proven to possess cytotoxic effects, 8,9 and some have antileukemic activity. 10,11 In the course of our search for bioactive leads from the local flora, 12 a phytochemical investigation of Eupatorium kiirunense Kitam. C. H. Ou & S. W. Chung was carried out.…”

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“…A number of bioactive natural products, mainly sesquiterpene lactones, have been reported as constituents of Eupatorium species, and the genus is a promising bioresource for the development of potential drugs and value-added products . Many sesquiterpene lactones isolated from Eupatorium have been proven to possess cytotoxic effects, , and some have antileukemic activity. , In the course of our search for bioactive leads from the local flora, a phytochemical investigation of Eupatorium kiirunense Kitam. C. H. Ou & S. W. Chung was carried out.…”

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See 1 more Smart Citation

Cytotoxic Sesquiterpene Lactones from Eupatorium kiirunense, a Coastal Plant of Taiwan

Shen

Kuo

et al. 2005

J. Nat. Prod.

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Phytochemical investigation of Eupatorium kiirunense has resulted in the isolation of eight new sesquiterpene lactones, constituted by five germacranolides, eupakirunsins A-E (1-5), and three heliangolides, eupaheliangolide A (6), 15-acetoxyheliangin (7), and 3-epi-heliangin (8), in addition to the known heliangin (9) and 8,10-epoxy-9-acetoxythymol angelate (10). The structures of the new compounds were established through detailed analysis of their spectroscopic data. Compounds 6, 8, and 9 exhibited cytotoxicity against human oral epidermoid (KB), cervical epitheloid (Hela), and liver (hepa59T/VGH) carcinoma cells.

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confidence: 99%

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confidence: 99%

Cytotoxic Sesquiterpene Lactones from Eupatorium kiirunense, a Coastal Plant of Taiwan

Shen

Kuo

et al. 2005

J. Nat. Prod.

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Taxane Diterpenoids from Taiwanese Yew Taxus sumatrana

Chuang

El‐Razek

Kuo

et al. 2009

Helvetica Chimica Acta

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Thirty seven taxanes were characterized from the leaves and twigs of Taiwanese yew (Taxus sumatrana, Taxaceae). Four of these metabolites are new and designated as sumataxins A–D (1–4). Compound 1 possesses an 11(15→1),11(10→9)‐di‐abeo‐taxane skeleton with an unusual spiro‐connected 2,2‐dimethyl‐1,3‐dioxolane ring at C(4), whereas compound 2 has a rare β‐OH orientation at C(13) of taxane diterpene ester. In addition, sumataxin C (3) is formulated as an 11(15→1)‐abeo‐taxane with a 4,5‐acetonide ring skeleton. Compound 4 is the first metabolite with a 4,20‐epoxy‐taxane structure. The structures of all the taxanes were established by spectroscopic methods. All compounds were evaluated for anti‐HSV‐1 and PBMC activities. Compound 9 exhibited significant enhancement of cell proliferation on peripheral blood mononuclear cells.

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Novel taxane diterpenes from Taxus sumatrana with the first C-21 taxane ester

et al. 2005

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Novel Taxane Diterpenoids from Taiwanese Yew Trees

Cited by 3 publications

References 23 publications

Cytotoxic Sesquiterpene Lactones from Eupatorium kiirunense, a Coastal Plant of Taiwan

Cytotoxic Sesquiterpene Lactones from Eupatorium kiirunense, a Coastal Plant of Taiwan

Taxane Diterpenoids from Taiwanese Yew Taxus sumatrana

Novel taxane diterpenes from Taxus sumatrana with the first C-21 taxane ester

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