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遗传转化的大戟根中生物活性二萜代谢和细胞毒性活性。

Bioactive diterpenoid metabolism and cytotoxic activities of genetically transformed Euphorbia lathyris roots.

机构信息

USDA-ARS, Honey Bee Breeding, Genetics and Physiology Research, Baton Rouge, LA, 70820, USA.

Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC, 27402, USA.

出版信息

Phytochemistry. 2020 Nov;179:112504. doi: 10.1016/j.phytochem.2020.112504. Epub 2020 Sep 25.

Abstract

Plants in the genus Euphorbia produce a wide variety of pharmacologically active diterpenoids with anticancer, multidrug resistance reversal, and antiviral properties. Some are the primary industrial source of ingenol mebutate, which is approved for treatment of the precancerous skin condition actinic keratosis. Similar to other high value phytochemicals, Euphorbia diterpenoids accumulate at low concentrations in planta and chemical synthesis produces similarly low yields. We established genetically transformed root cultures of Euphorbia lathryis as a strategy to gain greater access to diterpenoids from this genus. Transformed roots produced via stem explant infection with Agrobacterium rhizogenes strain 15834 recapitulated the metabolite profiles of field-grown plant roots and aerial tissues. Several putative diterpenoids were present in transformed roots, including ingenol and closely related structures, indicating that root cultures are a promising approach to Euphorbia-specific diterpenoid production. Treatment with methyl jasmonate led to a significant, albeit transient increase in mRNA levels of early diterpenoid biosynthetic enzymes (farnesyl pyrophosphate synthase, geranylgeranyl pyrophosphate synthase, and casbene synthase), suggesting that elicitation could prove useful in future pathway characterization and metabolic engineering efforts. We also show the potential of transformed E. lathyris root cultures for natural product drug discovery applications by measuring their cytotoxic activities using a panel of human carcinoma cell lines derived from prostate, cervix, breast, and lung.

摘要

大戟属植物产生多种具有抗癌、多药耐药逆转和抗病毒特性的药理学活性二萜类化合物。其中一些是 ingenol mebutate 的主要工业来源,后者已被批准用于治疗癌前皮肤疾病光化性角化病。与其他高价值植物化学物质类似,二萜类化合物在植物体内的浓度较低,化学合成的产量也类似较低。我们建立了大戟属植物大狼毒的遗传转化根培养物,作为从该属获得更多二萜类化合物的策略。通过茎外植体感染根癌农杆菌菌株 15834 产生的转化根再现了田间生长植物根和地上组织的代谢物图谱。转化根中存在几种推定的二萜类化合物,包括 ingenol 和密切相关的结构,表明根培养物是一种很有前途的方法,可以生产特定于大戟属的二萜类化合物。茉莉酸甲酯处理导致早期二萜生物合成酶(法呢基焦磷酸合酶、香叶基香叶基焦磷酸合酶和贝壳杉烯合酶)的 mRNA 水平显著但短暂增加,表明诱导可能在未来的途径特征和代谢工程努力中证明是有用的。我们还通过使用源自前列腺、宫颈、乳房和肺的人癌细胞系的细胞毒性测定来显示转化的 E. lathyris 根培养物在天然产物药物发现应用中的潜力。

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本文引用的文献

2
Assessing Specialized Metabolite Diversity in the Cosmopolitan Plant Genus L.
Front Plant Sci. 2019 Jul 2;10:846. doi: 10.3389/fpls.2019.00846. eCollection 2019.
4
Lathyrane-Type Diterpenoids from the Seeds of Euphorbia lathyris L. with Inhibitory Effects on NO Production in RAW 264.7 Cells.
Chem Biodivers. 2018 Oct;15(10):e1800144. doi: 10.1002/cbdv.201800144. Epub 2018 Oct 3.
5
Analysis and determination of diterpenoids in unprocessed and processed seeds by HPLC-ESI-MS.
J Pharm Anal. 2011 Aug;1(3):197-202. doi: 10.1016/j.jpha.2011.06.003. Epub 2011 Jul 30.
6
High-titer production of lathyrane diterpenoids from sugar by engineered Saccharomyces cerevisiae.
Metab Eng. 2018 Jan;45:142-148. doi: 10.1016/j.ymben.2017.12.007. Epub 2017 Dec 14.
7
Ingenol mebutate for the treatment of actinic keratosis: effectiveness and safety in 246 patients treated in real-life clinical practice.
J Dermatolog Treat. 2018 Jun;29(4):393-399. doi: 10.1080/09546634.2017.1386272. Epub 2017 Nov 8.
9
Ethnophytotechnology: Harnessing the Power of Ethnobotany with Biotechnology.
Trends Biotechnol. 2017 Sep;35(9):802-806. doi: 10.1016/j.tibtech.2017.07.003. Epub 2017 Jul 24.
10
Euphorbia factor L2 induces apoptosis in A549 cells through the mitochondrial pathway.
Acta Pharm Sin B. 2017 Jan;7(1):59-64. doi: 10.1016/j.apsb.2016.06.008. Epub 2016 Jul 30.

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