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从 Tetradenia riparia 精油中提取的具有细胞毒性和抗氧化活性的新天然二萜型枞烷。

New natural diterpene-type abietane from Tetradenia riparia essential oil with cytotoxic and antioxidant activities.

机构信息

Postgraduate Program in Biotechnology Applied to Agriculture, University, Umuarama, PR 87.502-210, Brazil.

Laboratory of Experimental Oncology, Federal University of Ceará, Fortaleza, CE 60.455-970, Brazil.

出版信息

Molecules. 2014 Jan 3;19(1):514-24. doi: 10.3390/molecules19010514.

DOI:10.3390/molecules19010514
PMID:24451247
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6271109/
Abstract

Tetradenia riparia (Hochstetter) Codd belongs to the Lamiaceae family and it was introduced in Brazil as an exotic ornamental plant. A previous study showed its antimicrobial, acaricidal and analgesic activities. Two compounds were isolated from essential oil of T. riparia leaves and identified as 9β,13β-epoxy-7-abietene (1), a new one, and 6,7-dehydroroyleanone (2), already reported for another plant. The structure of these compounds was determined by spectroscopic analysis and by comparison with literature data. The cytotoxic activities of the essential oil and compounds 1 and 2 were determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, and by tumor cells MDA-MB-435 (human breast carcinoma), HCT-8 (human colon), SF-295 (human nervous system) and HL-60 (human promyelocytic leukemia). The essential oil and compound 1 showed high cytotoxic potential of the cell lines SF-295 (78.06% and 94.80%, respectively), HCT-8 (85.00% and 86.54%, respectively) and MDA-MB-435 (59.48% and 45.43%, respectively). Compound 2 had no cytotoxic activity. The antioxidant activity was determined by 2,2-diphenyl-1-picryl-hydrazyl (DPPH), β-carotene-linoleic acid system and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The inhibitory concentration (IC50 in µg mL-1) for essential oil and compound 2 was, respectively 15.63 and 0.01 for DPPH; 130.1 and 109.6 for β-carotene-linoleic acid and 1524 and 1024 for ABTS. Compound 1 had no antioxidant activity. By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential.

摘要

拉拉藤(Tetradenia riparia)(Hochstetter)Codd 属于唇形科,作为外来观赏植物引入巴西。先前的研究表明它具有抗菌、杀螨和镇痛活性。从拉拉藤叶的精油中分离出两种化合物,并鉴定为 9β,13β-环氧-7-枞烯(1),一种新化合物,和 6,7-脱水罗伊酮(2),已在另一种植物中报道。这些化合物的结构通过光谱分析和与文献数据的比较来确定。通过 3-(4,5-二甲基噻唑-2-基)-2,5-二苯基-2H-四唑溴盐(MTT)测定法和肿瘤细胞 MDA-MB-435(人乳腺癌)、HCT-8(人结肠)、SF-295(人神经系统)和 HL-60(人早幼粒细胞白血病)来确定精油和化合物 1 和 2 的细胞毒性活性。精油和化合物 1 对 SF-295(分别为 78.06%和 94.80%)、HCT-8(分别为 85.00%和 86.54%)和 MDA-MB-435(分别为 59.48%和 45.43%)细胞系具有高细胞毒性潜力。化合物 2 没有细胞毒性活性。抗氧化活性通过 2,2-二苯基-1-苦基肼(DPPH)、β-胡萝卜素-亚油酸系统和 2,2'-联氮双-(3-乙基苯并噻唑啉-6-磺酸)(ABTS)测定法来确定。精油和化合物 2 的抑制浓度(IC50 在 µg mL-1 中)分别为 DPPH 的 15.63 和 0.01;β-胡萝卜素-亚油酸的 130.1 和 109.6;ABTS 的 1524 和 1024。化合物 1 没有抗氧化活性。通过对油进行分级,可以鉴定出两种未发表的化合物:1 具有高细胞毒性潜力,2 具有高抗氧化潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/956de69d2312/molecules-19-00514-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/f3a640abafc3/molecules-19-00514-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/91bf252dcad2/molecules-19-00514-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/956de69d2312/molecules-19-00514-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/f3a640abafc3/molecules-19-00514-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/91bf252dcad2/molecules-19-00514-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4478/6271109/956de69d2312/molecules-19-00514-g003.jpg

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2
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Exp Parasitol. 2011 Oct;129(2):175-8. doi: 10.1016/j.exppara.2011.06.011. Epub 2011 Jul 5.
3
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4
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A First Metabolite Analysis of Norfolk Island Pine Resin and Its Hepatoprotective Potential to Alleviate Methotrexate (MTX)-Induced Hepatic Injury.诺福克岛松树脂的首次代谢物分析及其减轻甲氨蝶呤(MTX)诱导的肝损伤的肝脏保护潜力
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