Three unusual 4-oxo-20-nor-taxanes from the cell cultures of Taxus × media

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-02-13 DOI:10.1016/j.tetlet.2025.155503
Yuxin Wang , Changkang Li , Songyang Sui, Jimei Liu, Jungui Dai
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Abstract

Mediataxanes A–C (13), three unusual 4-oxo-20-nor-taxanes with 6/8/6 ring system were isolated from Taxus × media cell cultures. Their structures were determined by extensive spectroscopic data, and the absolute configurations were confirmed by X-ray crystallographic analysis (1 and 2) and NMR data comparison (3). Biological assay revealed that 1 exhibited moderate cytotoxicity against gastric carcinoma BGC823 and cervical cancer HeLa cells. In addition, a plausible mechanism for the oxidative cleavage of 4(20)-exocyclic-double bond and the formation of 4-carbonyl group in 13 is proposed.

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Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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