Silvaticusins A–D: ent-kaurane diterpenoids and a cyclobutane-containing ent-kaurane dimer from Isodon silvaticus

IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Natural Products and Bioprospecting Pub Date : 2024-08-15 DOI:10.1007/s13659-024-00465-9
Qi-Xiu Hai, Kun Hu, Su-Ping Chen, Yang-Yang Fu, Xiao-Nian Li, Han-Dong Sun, Hong-Ping He, Pema-Tenzin Puno
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Abstract

Three new ent-kaurane diterpenoids, silvaticusins A–C (13), along with a new ent-kaurane dimer silvaticusin D (4) were isolated from the aerial parts of Isodon silvaticus. The structures of these new compounds were established mainly by comprehensive analysis of their NMR and MS data. The absolute configuration of compounds 1 and 4 were determined using a single-crystal X-ray diffraction and computational methods, respectively. Compounds 2 and 3 were found to exhibit remarkable cytotoxic effects against five human tumor cell lines (HL-60, A-549, SMMC-7721, MDA-MB-231, and SW-480), with IC50 values spanning from 1.27 ± 0.08 to 7.52 ± 0.33 μM.

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Silvaticusins A-D:Isodon silvaticus 中的ent-kaurane diterpenoids 和一种含环丁烷的 ent-kaurane dimer。
从 Isodon silvaticus 的气生部分分离出了三种新的ent-kaurane 二萜类化合物 silvaticusins A-C (1-3),以及一种新的ent-kaurane 二聚体 silvaticusin D (4)。这些新化合物的结构主要是通过对其核磁共振和质谱数据的综合分析而确定的。利用单晶 X 射线衍射和计算方法分别确定了化合物 1 和 4 的绝对构型。研究发现,化合物 2 和 3 对五种人类肿瘤细胞系(HL-60、A-549、SMMC-7721、MDA-MB-231 和 SW-480)具有显著的细胞毒性作用,IC50 值从 1.27 ± 0.08 到 7.52 ± 0.33 μM。
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来源期刊
Natural Products and Bioprospecting
Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-
CiteScore
8.30
自引率
2.10%
发文量
39
审稿时长
13 weeks
期刊介绍: Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.
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