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Euphonoids A-G,来自大戟属植物佛氏大戟的细胞毒二萜。

Euphonoids A-G, cytotoxic diterpenoids from Euphorbia fischeriana.

机构信息

School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.

School of Biological Science and Technology, University of Jinan, Jinan, 250022, China.

出版信息

Phytochemistry. 2019 Oct;166:112064. doi: 10.1016/j.phytochem.2019.112064. Epub 2019 Jul 17.

DOI:10.1016/j.phytochem.2019.112064
PMID:31325614
Abstract

Seven previously undescribed polycyclic diterpenoids, euphonoids A-G, including four ent-abietanes, two ent-atisanes, and one ent-kaurene, along with 26 known analogues were isolated from the roots of Euphorbia fischeriana. The structures of the undescribed compounds were elucidated by spectroscopic analysis, ECD calculations, and single crystal X-ray diffraction. Besides, the structure of a previously reported ent-abietane diterpenoid, fischeriabietane A, was revised. All the isolates were screened for the cytotoxicities against five cancer cell lines. Euphonoid A, fischeriabietane A, 11-oxo-ebracteolatanolide B, caudicifolin, jolkinolide B, and methyl-8,11-3-dihydroxy-12-oxo-ent-abietadi-13,15(17)-ene-16-oate showed significant inhibitory activities against human prostate cancer C4-2B and C4-2B/ENZR cell lines, with IC values being less than 10 μM. The brief structure-activity relationships (SARs) of these diterpenoids were also discussed.

摘要

从大戟属植物菲舍尔的根部分离得到了 7 个以前未描述的多环二萜,包括 4 个-ent-贝壳杉烷,2 个-ent-扁柏烷和 1 个-ent-贝壳杉烷,以及 26 个已知类似物。通过光谱分析、ECD 计算和单晶 X 射线衍射确定了未描述化合物的结构。此外,还修订了先前报道的-ent-贝壳杉烷二萜,菲舍尔贝壳杉烷 A 的结构。对所有分离物进行了对五种癌细胞系的细胞毒性筛选。Euphonoid A、fischeriabietane A、11-oxo-ebracteolatanolide B、caudicifolin、jolkinolide B 和 methyl-8,11-3-dihydroxy-12-oxo-ent-abietadi-13,15(17)-ene-16-oate 对人前列腺癌 C4-2B 和 C4-2B/ENZR 细胞系表现出显著的抑制活性,IC 值小于 10 μM。还讨论了这些二萜的简要结构-活性关系(SARs)。

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