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来自[具体来源未提及]的新型细胞毒性前弥罗松烷型二萜对乳腺癌细胞的作用

New Cytotoxic Premyrsinane-Type Diterpenes from Against Breast Cancer Cells.

作者信息

Zolfaghari Behzad, Farahani Ali, Jannesari Amin, Aghaei Mahmoud, Ghanadian Mustafa

机构信息

Department of Pharmacognosy, School of Pharmacy, Isfahan University of Medical Science, Isfahan, Iran.

Department of clinical Biochemistry, School of Pharmacy, Isfahan University of Medical Sciences, Isfahan, Iran.

出版信息

Iran J Pharm Res. 2022 May 10;21(1):e127028. doi: 10.5812/ijpr-127028. eCollection 2022 Dec.

DOI:10.5812/ijpr-127028
PMID:36060915
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9420223/
Abstract

is used in traditional medicine to remove warts, possibly due to its cytotoxic or antiviral effects. This study investigated its phytochemistry and bioactive compounds. from the family was collected from Kuhdasht, Lorestan, Iran. Plant material was dried and ground. Extraction was performed by maceration using a dichloromethane-acetone solvent. After removing fatty contents, fractionation was done by open column chromatography. Based on the initial H-NMR spectra, fractions containing diterpenoid compounds were identified. The Sephadex column and HPLC performed isolation. The HPLC was done with a regular YMC silica column using a hexane: Ethyl acetate (70: 30) solvent. The selected sub-fractions were identified by one and two-dimensional corelative NMR spectra. Accurate mass spectra confirmed the molecular formula of the obtained structures. Cytotoxicity was assessed using a standard MTT assay against breast cancer cells. The NMR and mass analysis identified compound 1 as a newly described and compound 2 as a pre-defined compound as 3, 7, 15β-triacetyl-5α-tigliate-13(17)-α-epoxy-14-oxopremyrsinane and 3, 7, 14, 15, 17-pentaacetyl-5-tigliate-13(17)-epoxypremyrsinane, respectively. Compound 1 showed moderate cytotoxicity, and compound 2 exhibited a potent cytotoxic effect dose-dependently against MCF-7 and MDA-MB 231 breast cancer cells, probably because of 14-O-acetyl and 17-O-acetylated hemiacetal groups.

摘要

传统医学中使用它来去除疣,可能是由于其细胞毒性或抗病毒作用。本研究调查了其植物化学和生物活性化合物。从伊朗洛雷斯坦省库赫达什特采集了该科植物。将植物材料干燥并研磨。使用二氯甲烷 - 丙酮溶剂通过浸渍法进行提取。去除脂肪成分后,通过开放柱色谱法进行分馏。根据初始的氢核磁共振谱,鉴定出含有二萜类化合物的馏分。使用葡聚糖凝胶柱和高效液相色谱进行分离。高效液相色谱使用常规的YMC硅胶柱,以己烷:乙酸乙酯(70:30)为溶剂。通过一维和二维相关核磁共振谱对选定的亚馏分进行鉴定。精确质谱确定了所得结构的分子式。使用标准MTT法评估对乳腺癌细胞的细胞毒性。核磁共振和质谱分析确定化合物1为新描述的化合物,化合物2为预先定义的化合物,分别为3,7,15β - 三乙酰基 - 5α - 惕各酰基 - 13(17) - α - 环氧 - 14 - 氧代前瑞香烷和3,7,14,15,17 - 五乙酰基 - 5 - 惕各酰基 - 13(17) - 环氧前瑞香烷。化合物1表现出中等细胞毒性,化合物2对MCF - 7和MDA - MB 231乳腺癌细胞呈现剂量依赖性的强效细胞毒性作用,可能是由于14 - O - 乙酰基和17 - O - 乙酰化半缩醛基团。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/4c6761fa37d4/ijpr-21-1-127028-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/9181a72bf0de/ijpr-21-1-127028-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/f2851f0983d8/ijpr-21-1-127028-i001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/528479fe6ea4/ijpr-21-1-127028-i002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/bffbc2e4861d/ijpr-21-1-127028-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/4c6761fa37d4/ijpr-21-1-127028-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/9181a72bf0de/ijpr-21-1-127028-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/f2851f0983d8/ijpr-21-1-127028-i001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/528479fe6ea4/ijpr-21-1-127028-i002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/bffbc2e4861d/ijpr-21-1-127028-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daf3/9420223/4c6761fa37d4/ijpr-21-1-127028-g003.jpg

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