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来自[植物名称未给出]嫩枝的罕见异戊烯基化异黄酮及其细胞毒性活性。

Rare prenylated isoflavonoids from the young twigs of and their cytotoxic activities.

作者信息

Cheenpracha Sarot, Chokchaisiri Ratchanaporn, Laphookhieo Surat, Limtharakul Thunwadee, Thepmalee Chutamas

机构信息

Division of Chemistry, School of Science, University of Phayao Phayao 56000 Thailand

Center of Chemical Innovation for Sustainability (CIS), School of Science, Mae Fah Luang University Chiang Rai 57100 Thailand.

出版信息

RSC Adv. 2022 Oct 24;12(47):30359-30364. doi: 10.1039/d2ra05950a.

DOI:10.1039/d2ra05950a
PMID:36337981
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9590589/
Abstract

Three new isoflavonoids, millexatins N-P (1-3), along with seven known compounds (6-10), were isolated from the acetone extract of the young twigs of . The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isoflavone with a modified ring A. Millexatin P (3) is an unusual isoflavone with a cyclohexyl substituent on ring B, which is extremely rare in nature. The isolated metabolites (1, 2, and 6-10) were evaluated for cytotoxicities against MDA-MB231, Huh-7, KKU-100 and normal human dermal fibroblast (NHDF) cell lines. Only compounds 1, 6 and 8 showed cytotoxicities against all cell lines with IC values ranging from 13.9 to 30.9 μM.

摘要

从……幼嫩枝条的丙酮提取物中分离出三种新的异黄酮类化合物,即密列克沙汀N - P(1 - 3),以及七种已知化合物(6 - 10)。通过核磁共振光谱和质谱分析对其结构进行了表征。密列克沙汀N(1)是一种具有修饰A环的不寻常的偕二异戊烯基化异黄酮。密列克沙汀P(3)是一种在B环上带有环己基取代基的不寻常异黄酮,这在自然界中极为罕见。对分离得到的代谢产物(1、2和6 - 10)进行了针对MDA - MB231、Huh - 7、KKU - 100和正常人皮肤成纤维细胞(NHDF)细胞系的细胞毒性评估。只有化合物1、6和8对所有细胞系均显示出细胞毒性,IC值范围为13.9至30.9μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/5ab13c6e265d/d2ra05950a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/5bd92ea18a8e/d2ra05950a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/654f7543e4f0/d2ra05950a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/5ab13c6e265d/d2ra05950a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/5bd92ea18a8e/d2ra05950a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/654f7543e4f0/d2ra05950a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5de2/9590589/5ab13c6e265d/d2ra05950a-f3.jpg

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