• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

萜类化合物和植物大麻素在菌株中共产生,表现出对细胞细胞毒性活性的特定相互作用。

Terpenoids and Phytocannabinoids Co-Produced in Strains Show Specific Interaction for Cell Cytotoxic Activity.

机构信息

Institute of Plant Sciences, Agricultural Research Organization, Volcani Center, Bet Dagan 7505101, Israel.

Israeli Gene Bank, Volcani Center, Bet Dagan 7505101, Israel.

出版信息

Molecules. 2019 Aug 21;24(17):3031. doi: 10.3390/molecules24173031.

DOI:10.3390/molecules24173031
PMID:31438532
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6749504/
Abstract

Mixtures of different phytocannabinoids are more active biologically than single phytocannabinoids. However, cannabis terpenoids as potential instigators of phytocannabinoid activity have not yet been explored in detail. Terpenoid groups were statistically co-related to certain cannabis strains rich in Δ-tetrahydrocannabinolic acid (THCA) or cannabidiolic acid (CBDA), and their ability to enhance the activity of decarboxylase phytocannabinoids (i.e., THC or CBD) was determined. Analytical HPLC and GC/MS were used to identify and quantify the secondary metabolites in 17 strains of , and correlations between cannabinoids and terpenoids in each strain were determined. Column separation was used to separate and collect the compounds, and cell viability assay was used to assess biological activity. We found that in "high THC" or "high CBD" strains, phytocannabinoids are produced alongside certain sets of terpenoids. Only co-related terpenoids enhanced the cytotoxic activity of phytocannabinoids on MDA-MB-231 and HCT-116 cell lines. This was found to be most effective in natural ratios found in extracts of cannabis inflorescence. The correlation in a particular strain between THCA or CBDA and a certain set of terpenoids, and the partial specificity in interaction may have influenced the cultivation of cannabis and may have implications for therapeutic treatments.

摘要

不同植物大麻素的混合物在生物学上比单一植物大麻素更活跃。然而,作为植物大麻素活性的潜在引发剂的大麻萜烯类化合物尚未得到详细研究。萜烯类化合物在统计学上与富含Δ-四氢大麻酸(THCA)或大麻二酚酸(CBDA)的某些大麻品种相关,并且测定了它们增强脱羧酶植物大麻素(即 THC 或 CBD)活性的能力。采用分析型 HPLC 和 GC/MS 鉴定和定量了 17 种大麻品种中的次生代谢物,并确定了每种品种中大麻素和萜烯之间的相关性。采用柱分离法分离和收集化合物,并采用细胞活力测定法评估生物活性。我们发现,在“高 THC”或“高 CBD”品种中,与某些萜烯类化合物一起产生植物大麻素。只有相关的萜烯类化合物增强了植物大麻素对 MDA-MB-231 和 HCT-116 细胞系的细胞毒性活性。在大麻花序提取物中发现的天然比例下,这种作用最为有效。在特定品种中,THCA 或 CBDA 与某些萜烯类化合物之间的相关性以及相互作用的部分特异性可能会影响大麻的种植,并可能对治疗方法产生影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/3c43f65460ee/molecules-24-03031-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/228dd05cefef/molecules-24-03031-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/9822253121ab/molecules-24-03031-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/3c43f65460ee/molecules-24-03031-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/228dd05cefef/molecules-24-03031-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/9822253121ab/molecules-24-03031-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8123/6749504/3c43f65460ee/molecules-24-03031-g003.jpg

相似文献

1
Terpenoids and Phytocannabinoids Co-Produced in Strains Show Specific Interaction for Cell Cytotoxic Activity.萜类化合物和植物大麻素在菌株中共产生,表现出对细胞细胞毒性活性的特定相互作用。
Molecules. 2019 Aug 21;24(17):3031. doi: 10.3390/molecules24173031.
2
The chemical composition of ethanolic extracts from six genotypes of medical cannabis (Cannabis sativa L.) and their selective cytotoxic activity.六种医用大麻(大麻属)基因型的乙醇提取物的化学成分及其选择性细胞毒性活性。
Chem Biol Interact. 2022 Feb 1;353:109800. doi: 10.1016/j.cbi.2022.109800. Epub 2022 Jan 5.
3
Cis-Δ-tetrahydrocannabinolic acid occurrence in Cannabis sativa L.顺式-Δ-四氢大麻酸在大麻属植物中的存在
J Pharm Biomed Anal. 2022 Sep 20;219:114958. doi: 10.1016/j.jpba.2022.114958. Epub 2022 Jul 22.
4
Fertilization Following Pollination Predominantly Decreases Phytocannabinoids Accumulation and Alters the Accumulation of Terpenoids in Cannabis Inflorescences.授粉后的受精主要会减少大麻花序中植物大麻素的积累,并改变萜类化合物的积累。
Front Plant Sci. 2021 Nov 5;12:753847. doi: 10.3389/fpls.2021.753847. eCollection 2021.
5
Enantioseparation of chiral phytocannabinoids in medicinal cannabis.药用大麻中手性植物大麻素的对映体拆分
J Chromatogr B Analyt Technol Biomed Life Sci. 2023 Apr 15;1221:123682. doi: 10.1016/j.jchromb.2023.123682. Epub 2023 Mar 21.
6
Isolation, Purification, and Antimicrobial Characterization of Cannabidiolic Acid and Cannabidiol from L.从 L. 中分离、纯化大麻二酚酸和大麻二酚,并对其进行抗菌特性分析。
Biomolecules. 2020 Jun 12;10(6):900. doi: 10.3390/biom10060900.
7
Selective Cytotoxicity of Medical Cannabis ( L.) Extracts Across the Whole Vegetation Cycle Under Various Hydroponic and Nutritional Treatments.不同水培和营养处理下医用大麻(L.)提取物在整个生长周期中的选择性细胞毒性
Cannabis Cannabinoid Res. 2024 Feb;9(1):409-420. doi: 10.1089/can.2022.0243. Epub 2022 Dec 1.
8
Phytocannabinoids - An Overview of the Analytical Methodologies for Detection and Quantification of Therapeutically and Recreationally Relevant Cannabis Compounds.植物大麻素——治疗和娱乐相关大麻化合物检测与定量分析方法概述
Crit Rev Anal Chem. 2023;53(1):211-231. doi: 10.1080/10408347.2021.1949694. Epub 2021 Jul 30.
9
In vitro and in vivo pharmacological activity of minor cannabinoids isolated from Cannabis sativa.大麻中二大麻素的体外和体内药理学活性。
Sci Rep. 2020 Nov 23;10(1):20405. doi: 10.1038/s41598-020-77175-y.
10
Effect of Cannabis sativa L. extracts, phytocannabinoids and their acetylated derivates on the SHSY-5Y neuroblastoma cells' viability and caspases 3/7 activation.大麻二酚提取物、植物大麻素及其乙酰化衍生物对 SHSY-5Y 神经母细胞瘤细胞活力和半胱天冬酶 3/7 激活的影响。
Biol Res. 2024 May 27;57(1):33. doi: 10.1186/s40659-024-00506-0.

引用本文的文献

1
Uncovering the molecular targets of phytocannabinoids: mechanistic insights from inverse molecular docking fingerprint approaches.揭示植物大麻素的分子靶点:反向分子对接指纹方法的机制洞察
Front Pharmacol. 2025 Jun 27;16:1611461. doi: 10.3389/fphar.2025.1611461. eCollection 2025.
2
Sorbent-Based Sampling With Two-Stage Trapping/Desorption Coupled to Comprehensive Two-Dimensional Gas Chromatography and Mass Spectrometry for Terpenoids Profiling in Cannabis.基于吸附剂的两级捕集/解吸采样与全二维气相色谱-质谱联用用于大麻中萜类化合物的分析
Anal Sci Adv. 2024 Dec 7;6(1):e202400044. doi: 10.1002/ansa.202400044. eCollection 2025 Jun.
3

本文引用的文献

1
Absence of Entourage: Terpenoids Commonly Found in Do Not Modulate the Functional Activity of Δ-THC at Human CB and CB Receptors.无伴随物:大麻中常见的萜类化合物不会调节Δ-THC在人CB1和CB2受体上的功能活性。
Cannabis Cannabinoid Res. 2019 Sep 23;4(3):165-176. doi: 10.1089/can.2019.0016. eCollection 2019.
2
The origins of cannabis smoking: Chemical residue evidence from the first millennium BCE in the Pamirs.大麻吸烟的起源:帕米尔地区公元前一千年的化学残留证据。
Sci Adv. 2019 Jun 12;5(6):eaaw1391. doi: 10.1126/sciadv.aaw1391. eCollection 2019 Jun.
3
Future Aspects for Cannabinoids in Breast Cancer Therapy.
In the weeds: A comprehensive review of cannabis; its chemical complexity, biosynthesis, and healing abilities.
深入探讨:大麻的全面综述;其化学复杂性、生物合成及治疗能力
Toxicol Rep. 2024 Jun 29;13:101685. doi: 10.1016/j.toxrep.2024.101685. eCollection 2024 Dec.
4
Optimization of Trimming Techniques for Enhancing Cannabinoid and Terpene Content in Medical Cannabis Inflorescences.优化修剪技术以提高医用大麻花序中的大麻素和萜烯含量
Med Cannabis Cannabinoids. 2024 Jun 27;7(1):111-118. doi: 10.1159/000539192. eCollection 2024 Jan-Dec.
5
Antibiofilm and Immune-Modulatory Activity of Cannabidiol and Cannabigerol in Oral Environments-In Vitro Study.大麻二酚和大麻萜酚在口腔环境中的抗生物膜和免疫调节活性——体外研究
Antibiotics (Basel). 2024 Apr 9;13(4):342. doi: 10.3390/antibiotics13040342.
6
In Pursuit of Optimal Quality: Cultivar-Specific Drying Approaches for Medicinal Cannabis.追求最佳品质:药用大麻的品种特异性干燥方法
Plants (Basel). 2024 Apr 8;13(7):1049. doi: 10.3390/plants13071049.
7
The Neurotherapeutic Arsenal in : Insights into Anti-Neuroinflammatory and Neuroprotective Activity and Potential Entourage Effects.神经治疗武器库:神经抗炎和神经保护活性的深入了解及潜在伴生效应。
Molecules. 2024 Jan 15;29(2):410. doi: 10.3390/molecules29020410.
8
Prevalence, reasons for use, perceived benefits, and awareness of health risks of cannabis use among cancer survivors - implications for policy and interventions.癌症幸存者中大麻使用的流行率、使用原因、感知益处及对健康风险的认知——对政策和干预措施的启示
J Cancer Surviv. 2025 Jun;19(3):1010-1018. doi: 10.1007/s11764-023-01526-7. Epub 2023 Dec 29.
9
Effects of Full-Spectrum Cannabis Oil with a Cannabidiol:Tetrahydrocannabinol 2:1 Ratio on the Mechanisms Involved in Hepatic Steatosis and Oxidative Stress in Rats Fed a Sucrose-Rich Diet.富含蔗糖饮食喂养的大鼠中,大麻二酚与四氢大麻酚比例为2:1的全谱大麻油对肝脂肪变性和氧化应激相关机制的影响
Med Cannabis Cannabinoids. 2023 Nov 15;6(1):170-183. doi: 10.1159/000534610. eCollection 2023 Jan-Dec.
10
Characterization of the Chemopreventive Properties of L. Inflorescences from Monoecious Cultivars Grown in Central Italy.意大利中部种植的雌雄同株品种L. 花序的化学预防特性表征
Plants (Basel). 2023 Nov 9;12(22):3814. doi: 10.3390/plants12223814.
大麻素类药物在乳腺癌治疗中的未来展望。
Int J Mol Sci. 2019 Apr 3;20(7):1673. doi: 10.3390/ijms20071673.
4
Promoting cannabis products to pharmaceutical drugs.将大麻产品推向药品。
Eur J Pharm Sci. 2019 Apr 30;132:118-120. doi: 10.1016/j.ejps.2019.02.027. Epub 2019 Mar 7.
5
The Case for the Entourage Effect and Conventional Breeding of Clinical Cannabis: No "Strain," No Gain.临床大麻的随行效应及传统育种论据:无“品系”,则无收获。
Front Plant Sci. 2019 Jan 9;9:1969. doi: 10.3389/fpls.2018.01969. eCollection 2018.
6
L. and Nonpsychoactive Cannabinoids: Their Chemistry and Role against Oxidative Stress, Inflammation, and Cancer.大麻素及其非精神活性类似物:它们的化学性质及其在对抗氧化应激、炎症和癌症中的作用。
Biomed Res Int. 2018 Dec 4;2018:1691428. doi: 10.1155/2018/1691428. eCollection 2018.
7
Potential Clinical Benefits of CBD-Rich Extracts Over Purified CBD in Treatment-Resistant Epilepsy: Observational Data Meta-analysis.富含大麻二酚(CBD)的提取物相较于纯化CBD在难治性癫痫治疗中的潜在临床益处:观察性数据荟萃分析
Front Neurol. 2018 Sep 12;9:759. doi: 10.3389/fneur.2018.00759. eCollection 2018.
8
A new ESI-LC/MS approach for comprehensive metabolic profiling of phytocannabinoids in Cannabis.一种用于大麻中植物大麻素综合代谢组学分析的新型 ESI-LC/MS 方法。
Sci Rep. 2018 Sep 24;8(1):14280. doi: 10.1038/s41598-018-32651-4.
9
Terpenes from essential oils and hydrolate of triggered apoptotic events dependent on caspases activation and PARP cleavage in human colon cancer cells through decreased protein expressions.精油和纯露中的萜类物质通过降低蛋白质表达,引发了依赖于半胱天冬酶激活和聚(ADP-核糖)聚合酶裂解的凋亡事件,从而作用于人类结肠癌细胞。
Oncotarget. 2018 Aug 17;9(64):32305-32320. doi: 10.18632/oncotarget.25955.
10
Identification of Synergistic Interaction Between Cannabis-Derived Compounds for Cytotoxic Activity in Colorectal Cancer Cell Lines and Colon Polyps That Induces Apoptosis-Related Cell Death and Distinct Gene Expression.大麻衍生化合物对结肠癌细胞系和结肠息肉细胞毒性活性的协同相互作用的鉴定,该活性诱导与凋亡相关的细胞死亡和独特的基因表达。
Cannabis Cannabinoid Res. 2018 Jun 1;3(1):120-135. doi: 10.1089/can.2018.0010. eCollection 2018.