A new alkaloid taxane composed of two N-formyl rotamers from the rooted cuttings of Taxus canadensis (original) (raw)

A new taxane from Taxus canadensis needles

Chemistry of Natural Compounds, 2012

Paclitaxel (Taxol ® ) [1] by virtue of its complex and densely functionalized, challenging and seductive structure, coupled with its novel mechanism of action, potent antitumor activity, and its clinical use as a powerful anticancer drug used for the treatment of ovarian and breast cancers as well as Kaposics sarcoma and non-small-cell lung cancers, has attracted the attention of many chemists and biological scientists. Indeed, taxol and its analogues continue to stimulate a great deal of interest in the isolation of further taxoids from plants in the genus Taxus. As a result, more than 550 taxane diterpenoids have been isolated and identified . The isolation of new and minor taxanes is important in the context of the plant biosynthesis and metabolism of these compounds .

New 6/8/6-Taxanes Isolated from the Heartwood of Taxus cuspidata

Helvetica Chimica Acta, 2012

Two new natural taxanes were isolated from the heartwood of Taxus cuspidata. The structures were established as rel-(2a,5a,7b,9a,10b,12a)-7,9-bis(acetyloxy)-2-(benzoyloxy)-11,12-epoxy-1,5-dihydroxy-10-[(hydroxyacetyl)oxy]tax-4(20)-en-13-one (1), and (2a,5a,10b,14b)-taxa-4(20),11-diene-2,5,10,14-tetrol 2-acetate (2) on the basis of spectroscopic analysis.

Isolation of a new taxane fromthe needles of Taxus baccata L

A phytochemical investigation of the MeOH extract of the needles of Taxus baccata afforded new taxane: 7, 10-diacetyl-2,9-dihydroxy-5-cinnamatetaxa-4(20),11-diene-13-one. The structure of this compound was characterized by spectroscopic methods, including 1D-NMR, 2D-NMR, MS and IR.

A Novel Taxane 13-Glucoside and Other Taxanes from the Leaves of Taxus cuspidata

Planta Medica, 2011

Three new taxanes, 2α,9α,10β-triacetoxy-13α-(β-D-glucopyranosyloxy)taxa-4(20),11-dien-5α-ol (1), 5α,10β,13α-triacetoxytax-11-ene-2α,7β,9α,20-tetraol (2), and 5α,10β,13β-triacetoxy-2α,7βdihydroxy-2(3 → 20)abeotaxa-4(20),11-dien-9-one (3), were isolated from the leaves of the Japanese yew, Taxus cuspidata. Compound 1 is the first example of a taxane with 13-glycosidic linkage.

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

Tetrahedron, 2005

Phytochemical investigation of the taxane diterpenes content of an acetone extract of the leaves and twigs of Taxus sumatrana (Taxaceae) has resulted in the isolation of five new taxane diterpenes esters, tasumatrols H-L (1-5) together with 13 known taxanes (11-23). Compound 5 is the first 21-carbon taxane ester to be isolated from a natural source. The structures of these taxanes as well as their derivatives were established on the basis of spectral analyses, especially MS as well as 1-and 2D NMR. Compounds 2 and 4 showed significant activity against human liver carcinoma (Hepa59T/VGH), human large cell carcinoma of the lungs (NCI), human cervical epitheloid carcinoma (Hela), human colon adenocarcinoma (DLD-1) and human medulloblastoma (Med) cell lines. q