Trigonelline (BioDeep_00000395823)
Main id: BioDeep_00000230845
PANOMIX_OTCML-2023
代谢物信息卡片
Pyridinium, 3-carboxy-1-methyl-, chloride (1:1); 3-Carboxy-1-methylpyridinium chloride (7CI); Pyridinium, 3-carboxy-1-methyl-, chloride (8CI,9CI); Trigonelline, chloride (6CI); N-Methyl-3-carboxypyridinium chloride; Trigonelline hydrochloride
化学式: C7H8ClNO2 (173.0243538)
中文名称: 胡芦巴碱盐酸盐, 盐酸葫芦巴碱, 葫芦巴碱盐酸盐
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C[N+]1=CC(C(O)=O)=CC=C1.[Cl-]
InChI: 1H
描述信息
Trigonelline chloride is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline chloride is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline chloride also has anti-HSV-1, antibacterial, and antifungal activity, and induces ferroptosis.
Trigonelline chloride is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline chloride is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline chloride also has anti-HSV-1, antibacterial, and antifungal activity, and induces ferroptosis.
同义名列表
33 个代谢物同义名
Pyridinium, 3-carboxy-1-methyl-, chloride (1:1); 3-Carboxy-1-methylpyridinium chloride (7CI); Pyridinium, 3-carboxy-1-methyl-, chloride (8CI,9CI); Trigonelline, chloride (6CI); N-Methyl-3-carboxypyridinium chloride; Trigonelline hydrochloride; 1-methylpyridin-1-ium-3-carboxylic acid;chloride; Trigonelline hydrochloride, analytical standard; PYRIDINIUM, 3-CARBOXY-1-METHYL-, CHLORIDE (1:1); 1-Methylpyridinium-3-carboxylate hydrochloride; Pyridinium,3-carboxy-1-methyl-,hydroxide(1:1); N-Methylnicotinic acid betaine hydrochloride; Nicotinic acid N-methylbetaine Hydrochloride; 1-methylpyridine-3-carboxylic acid, chloride; Pyridinium, 3-carboxy-1-methyl-, chloride; Trigonelline hydrochloride, >=98.0\\% (AT); 3-carboxy-1-methylpyridin-1-ium chloride; 3-Carboxy-1-methylpyridinium chloride; N-Methyl-3-carboxypyridinium chloride; 3-Carboxy-1-methylpyridiniumchlorid; (1S,2R)-(+)-EPHEDRINEHYDROCHLORIDE; N-Methylnicotinic acid chloride; Trigonelline hydrochloride; Trigonelline-Hydrochloride; Trigonellinehydrochloride; Coffearine Hydrochloride; Trigonelline (chloride); Gynesine Hydrochloride; Trigonelline, chloride; trigonelline tosylate; trigonelline chloride; trigonelline iodide; trigonelline ion; trigonelline HCl; UNII-89A86B74I9; Trigonelline; 89A86B74I9; Trigonelline (hydrochloride)
数据库引用编号
5 个数据库交叉引用编号
- PubChem: 134606
- MeSH: trigonelline
- ChemIDplus: 0006138416
- CAS: 6138-41-6
- medchemexpress: HY-N0415
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Menna S Zeyada, Salma M Eraky, Mamdouh M El-Shishtawy. Trigonelline mitigates bleomycin-induced pulmonary inflammation and fibrosis: Insight into NLRP3 inflammasome and SPHK1/S1P/Hippo signaling modulation.
Life sciences.
2024 Jan; 336(?):122272. doi:
10.1016/j.lfs.2023.122272. [PMID: 37981228] - Minmin Gong, Yujin Guo, Hui Dong, Wenbin Wu, Fan Wu, Fuer Lu. Trigonelline inhibits tubular epithelial-mesenchymal transformation in diabetic kidney disease via targeting Smad7.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2023 Dec; 168(?):115747. doi:
10.1016/j.biopha.2023.115747. [PMID: 37864898] - Sharmin Aktar, Farhana Ferdousi, Shinji Kondo, Tamami Kagawa, Hiroko Isoda. Transcriptomics and biochemical evidence of trigonelline ameliorating learning and memory decline in the senescence-accelerated mouse prone 8 (SAMP8) model by suppressing proinflammatory cytokines and elevating neurotransmitter release.
GeroScience.
2023 Sep; ?(?):. doi:
10.1007/s11357-023-00919-x. [PMID: 37721682] - Nick Konstantinidis, Heike Franke, Steffen Schwarz, Dirk W Lachenmeier. Risk Assessment of Trigonelline in Coffee and Coffee By-Products.
Molecules (Basel, Switzerland).
2023 Apr; 28(8):. doi:
10.3390/molecules28083460. [PMID: 37110693] - Youdan Liang, Xiaolin Dai, Yi Cao, Xian Wang, Jing Lu, Long Xie, Kai Liu, Xiaofang Li. The neuroprotective and antidiabetic effects of trigonelline: A review of signaling pathways and molecular mechanisms.
Biochimie.
2023 Mar; 206(?):93-104. doi:
10.1016/j.biochi.2022.10.009. [PMID: 36257493] - M A Hamzawy, A M Abo-Youssef, M N Malak, M M Khalaf. Multiple targets of Nrf 2 inhibitor; trigonelline in combating urethane-induced lung cancer by caspase-executioner apoptosis, cGMP and limitation of cyclin D1 and Bcl2.
European review for medical and pharmacological sciences.
2022 12; 26(24):9393-9408. doi:
10.26355/eurrev_202212_30690. [PMID: 36591848] - Moein Masjedi, Aida Solhjoo. Does trigonelline help skin tone? Molecular docking studies of trigonelline on the human tyrosinase, formulation, optimization, and characterization of an emulgel-containing Trigonella foenum-graecum L. fenugreek standardized hydroalcoholic extract.
Journal of cosmetic dermatology.
2022 Dec; 21(12):7178-7193. doi:
10.1111/jocd.15453. [PMID: 36217567] - Paleerath Peerapen, Wanida Boonmark, Visith Thongboonkerd. Trigonelline prevents kidney stone formation processes by inhibiting calcium oxalate crystallization, growth and crystal-cell adhesion, and downregulating crystal receptors.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2022 May; 149(?):112876. doi:
10.1016/j.biopha.2022.112876. [PMID: 35367760] - Geetika Wadhwa, Kowthavarapu Venkata Krishna, Rajeev Taliyan, Neeraj Tandon, Satyapal Singh Yadav, Dipankar Banerjee, Avinash Narwaria, Chandrakant Katiyar, Sunil Kumar Dubey. A novel UPLC-MS/MS method for simultaneous quantification of trigonelline, 4-hydroxyisoleucine, and diosgenin from Trigonella foenum-graecum extract: Application to pharmacokinetic study in healthy and type 2 diabetic rats.
Biomedical chromatography : BMC.
2022 Feb; 36(2):e5275. doi:
10.1002/bmc.5275. [PMID: 34738247] - Weijie Zou, Shuang Yang, Li Chen, Su Hu, Guangyu Hao, Chunhong Hu. Iodixanol activation of mast cells: Implications in the pathogenesis of iodixanol-induced delayed cutaneous adverse reactions.
Toxicology.
2022 01; 465(?):153034. doi:
10.1016/j.tox.2021.153034. [PMID: 34774977] - Gustavo Galo Marcheafave, Cláudia Domiciano Tormena, Amelia Elena Terrile, Carlos Alberto Rossi Salamanca-Neto, Elen Romão Sartori, Miroslava Rakocevic, Roy Edward Bruns, Ieda Spacino Scarminio, Elis Daiane Pauli. Ecometabolic mixture design-fingerprints from exploratory multi-block data analysis in Coffea arabica beans from climate changes: Elevated carbon dioxide and reduced soil water availability.
Food chemistry.
2021 Nov; 362(?):129716. doi:
10.1016/j.foodchem.2021.129716. [PMID: 34006394] - Nuntouchaporn Hutachok, Pimpisid Koonyosying, Tanachai Pankasemsuk, Pongsak Angkasith, Chaiwat Chumpun, Suthat Fucharoen, Somdet Srichairatanakool. Chemical Analysis, Toxicity Study, and Free-Radical Scavenging and Iron-Binding Assays Involving Coffee (Coffea arabica) Extracts.
Molecules (Basel, Switzerland).
2021 Jul; 26(14):. doi:
10.3390/molecules26144169. [PMID: 34299444] - Lone A Nazir, Malik A Tanveer, Sheikh A Umar, Sharma Love, Gupta Divya, Sheikh A Tasduq. Inhibition of Ultraviolet-B Radiation Induced Photodamage by Trigonelline Through Modulation of Mitogen Activating Protein Kinases and Nuclear Factor-κB Signaling Axis in Skin.
Photochemistry and photobiology.
2021 07; 97(4):785-794. doi:
10.1111/php.13369. [PMID: 33345344] - Neda Mohamadi, Fariba Sharififar, Mehdi Ansari, Mostafa Pournamdari, Mahdieh Rezaei, Navid Hassanabadi. Pharmacokinetic profile of diosgenin and trigonelline following intravenous and oral administration of fenugreek seed extract and pure compound in rabbit.
Journal of Asian natural products research.
2021 May; 23(5):466-477. doi:
10.1080/10286020.2020.1769609. [PMID: 32447972] - Maria Alessia Schouten, Silvia Tappi, Simone Angeloni, Manuela Cortese, Giovanni Caprioli, Sauro Vittori, Santina Romani. Acrylamide formation and antioxidant activity in coffee during roasting - A systematic study.
Food chemistry.
2021 May; 343(?):128514. doi:
10.1016/j.foodchem.2020.128514. [PMID: 33187741] - Minji Choi, Sulagna Mukherjee, Jong Won Yun. Trigonelline induces browning in 3T3-L1 white adipocytes.
Phytotherapy research : PTR.
2021 Feb; 35(2):1113-1124. doi:
10.1002/ptr.6892. [PMID: 33015893] - Neda Mohamadi, Fariba Sharififar, Mostafa Pournamdari, Mehdi Ansari. Determination of trigonelline in human plasma by magnetic solid-phase extraction: a pharmacokinetic study.
Nanomedicine (London, England).
2021 02; 16(4):323-333. doi:
10.2217/nnm-2020-0365. [PMID: 33501838] - Flávia de Abreu Pinheiro, Luzia Ferreira Elias, Milton de Jesus Filho, Mariana Uliana Modolo, Juliana de Cássia Gomes Rocha, Mayara Fumiere Lemos, Rodrigo Scherer, Wilton Soares Cardoso. Arabica and Conilon coffee flowers: Bioactive compounds and antioxidant capacity under different processes.
Food chemistry.
2021 Jan; 336(?):127701. doi:
10.1016/j.foodchem.2020.127701. [PMID: 32781354] - Wen-Yu Zeng, Lin Tan, Cong Han, Zhuo-Ya Zheng, Gui-Sheng Wu, Huai-Rong Luo, Su-Lian Li. Trigonelline Extends the Lifespan of C. Elegans and Delays the Progression of Age-Related Diseases by Activating AMPK, DAF-16, and HSF-1.
Oxidative medicine and cellular longevity.
2021; 2021(?):7656834. doi:
10.1155/2021/7656834. [PMID: 34616504] - Grace F Crotty, Romeo Maciuca, Eric A Macklin, Junhua Wang, Manuel Montalban, Sonnet S Davis, Jamal I Alkabsh, Rachit Bakshi, Xiqun Chen, Alberto Ascherio, Giuseppe Astarita, Sarah Huntwork-Rodriguez, Michael A Schwarzschild. Association of caffeine and related analytes with resistance to Parkinson disease among LRRK2 mutation carriers: A metabolomic study.
Neurology.
2020 12; 95(24):e3428-e3437. doi:
10.1212/wnl.0000000000010863. [PMID: 32999056] - Anbazhagan Sathiyaseelan, Kandasamy Saravanakumar, Jothi Jayalakshmi, Margabandhu Gopi, Azeez Shajahan, Kaliyan Barathikannan, Pudupalayam Thangavelu Kalaichelvan, Myeong-Hyeon Wang. Trigonelline-loaded chitosan nanoparticles prompted antitumor activity on glioma cells and biocompatibility with pheochromocytoma cells.
International journal of biological macromolecules.
2020 Nov; 163(?):36-43. doi:
10.1016/j.ijbiomac.2020.06.165. [PMID: 32585274] - Taehoon Lee, Hyesung Park, Pradeep Puligundla, Gwi-Hee Koh, Jungro Yoon, Chulkyoon Mok. Degradation of benzopyrene and acrylamide in roasted coffee beans by corona discharge plasma jet (CDPJ) and its effects on biochemical and sensory properties.
Food chemistry.
2020 Oct; 328(?):127117. doi:
10.1016/j.foodchem.2020.127117. [PMID: 32474240] - Mai M Farid, Ximeng Yang, Tomoharu Kuboyama, Chihiro Tohda. Trigonelline recovers memory function in Alzheimer's disease model mice: evidence of brain penetration and target molecule.
Scientific reports.
2020 10; 10(1):16424. doi:
10.1038/s41598-020-73514-1. [PMID: 33009465] - Juliana dePaula, Sara C Cunha, Ildi Revi, Alessandro M Batista, Soraia V M D Sá, Veronica Calado, José O Fernandes, Adriano Cruz, Adriana Farah. Contents of key bioactive and detrimental compounds in health performance coffees compared to conventional types of coffees sold in the United States market.
Food & function.
2020 Sep; 11(9):7561-7575. doi:
10.1039/d0fo01674h. [PMID: 32820768] - Letizia Bresciani, Michele Tassotti, Alice Rosi, Daniela Martini, Monica Antonini, Alessandra Dei Cas, Riccardo Bonadonna, Furio Brighenti, Daniele Del Rio, Pedro Mena. Absorption, Pharmacokinetics, and Urinary Excretion of Pyridines After Consumption of Coffee and Cocoa-Based Products Containing Coffee in a Repeated Dose, Crossover Human Intervention Study.
Molecular nutrition & food research.
2020 09; 64(18):e2000489. doi:
10.1002/mnfr.202000489. [PMID: 32776430] - Mar Garcia-Aloy, Marynka Ulaszewska, Pietro Franceschi, Sheila Estruel-Amades, Christoph H Weinert, Alba Tor-Roca, Mireia Urpi-Sarda, Fulvio Mattivi, Cristina Andres-Lacueva. Discovery of Intake Biomarkers of Lentils, Chickpeas, and White Beans by Untargeted LC-MS Metabolomics in Serum and Urine.
Molecular nutrition & food research.
2020 07; 64(13):e1901137. doi:
10.1002/mnfr.201901137. [PMID: 32420683] - Maho Sasaki, Yuri Nonoshita, Takashi Kajiya, Nobuhiko Atsuchi, Megumi Kido, Djong-Chi Chu, Lekh Raj Juneja, Yuji Minami, Katsuko Kajiya. Characteristic Analysis of Trigonelline Contained in Raphanus sativus Cv. Sakurajima Daikon and Results from the First Trial Examining Its Vasodilator Properties in Humans.
Nutrients.
2020 Jun; 12(6):. doi:
10.3390/nu12061872. [PMID: 32585930] - Wenjing Liu, Mengqin Xia, Li Yang, Zhengtao Wang, Rui Wang, Yanhong Shi. Development and optimization of a method for determining betaine and trigonelline in the fruits of Lycium species by using solid-phase extraction combined with high-performance liquid chromatography-diode array detector.
Journal of separation science.
2020 Jun; 43(11):2073-2078. doi:
10.1002/jssc.201901124. [PMID: 32129569] - Guilin Hu, Xingrong Peng, Xia Wang, Xian Li, Xing Li, Minghua Qiu. Excavation of coffee maturity markers and further research on their changes in coffee cherries of different maturity.
Food research international (Ottawa, Ont.).
2020 06; 132(?):109121. doi:
10.1016/j.foodres.2020.109121. [PMID: 32331680] - Akshoo Rathi, Mohd Ishaq, Abul Kalam Najmi, Mohd Akhtar. Trigonelline Demonstrated Ameliorative Effects in Dexamethasone Induced Osteoporotic Rats.
Drug research.
2020 Jun; 70(6):257-264. doi:
10.1055/a-1147-5724. [PMID: 32289834] - Mayara Fumiere Lemos, Consuelo Perez, Pedro Henrique Pereira da Cunha, Paulo Roberto Filgueiras, Lucas Louzada Pereira, Aymbiré Francisco Almeida da Fonseca, Demian R Ifa, Rodrigo Scherer. Chemical and sensory profile of new genotypes of Brazilian Coffea canephora.
Food chemistry.
2020 Apr; 310(?):125850. doi:
10.1016/j.foodchem.2019.125850. [PMID: 31771915] - Erikka Loftfield, Joseph A Rothwell, Rashmi Sinha, Pekka Keski-Rahkonen, Nivonirina Robinot, Demetrius Albanes, Stephanie J Weinstein, Andriy Derkach, Joshua Sampson, Augustin Scalbert, Neal D Freedman. Prospective Investigation of Serum Metabolites, Coffee Drinking, Liver Cancer Incidence, and Liver Disease Mortality.
Journal of the National Cancer Institute.
2020 03; 112(3):286-294. doi:
10.1093/jnci/djz122. [PMID: 31168595] - Yin-Pan Chau, Philip C M Au, Gloria H Y Li, Chor-Wing Sing, Vincent K F Cheng, Kathryn C B Tan, Annie W C Kung, Ching-Lung Cheung. Serum Metabolome of Coffee Consumption and its Association With Bone Mineral Density: The Hong Kong Osteoporosis Study.
The Journal of clinical endocrinology and metabolism.
2020 03; 105(3):. doi:
10.1210/clinem/dgz210. [PMID: 31750515] - Mariana Campos Costa, Tayra Ferreira Oliveira Lima, Carlos Alberto Arcaro, Maiara Destro Inacio, Alexander Batista-Duharte, Iracilda Zeppone Carlos, Luís Carlos Spolidorio, Renata Pires Assis, Iguatemy Lourenço Brunetti, Amanda Martins Baviera. Trigonelline and curcumin alone, but not in combination, counteract oxidative stress and inflammation and increase glycation product detoxification in the liver and kidney of mice with high-fat diet-induced obesity.
The Journal of nutritional biochemistry.
2020 02; 76(?):108303. doi:
10.1016/j.jnutbio.2019.108303. [PMID: 31812909] - Arita Dewi Nugrahini, Momoko Ishida, Toshifumi Nakagawa, Kosuke Nishi, Takuya Sugahara. Trigonelline: An alkaloid with anti-degranulation properties.
Molecular immunology.
2020 02; 118(?):201-209. doi:
10.1016/j.molimm.2019.12.020. [PMID: 31896496] - Zhengguo Qiu, Kefeng Wang, Chao Jiang, Yuqiang Su, Xiaoying Fan, Jing Li, Sha Xue, Li Yao. Trigonelline protects hippocampal neurons from oxygen-glucose deprivation-induced injury through activating the PI3K/Akt pathway.
Chemico-biological interactions.
2020 Feb; 317(?):108946. doi:
10.1016/j.cbi.2020.108946. [PMID: 31935362] - Zahra Lorigooini, Keyhan Sadeghi Dehsahraei, Elham Bijad, Saied Habibian Dehkordi, Hossein Amini-Khoei. Trigonelline through the Attenuation of Oxidative Stress Exerts Antidepressant- and Anxiolytic-Like Effects in a Mouse Model of Maternal Separation Stress.
Pharmacology.
2020; 105(5-6):289-299. doi:
10.1159/000503728. [PMID: 31630147] - Paleerath Peerapen, Visith Thongboonkerd. Protective roles of trigonelline against oxalate-induced epithelial-to-mesenchymal transition in renal tubular epithelial cells: An in vitro study.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 Jan; 135(?):110915. doi:
10.1016/j.fct.2019.110915. [PMID: 31669600] - Hossein Omidi-Ardali, Zahra Lorigooini, Amin Soltani, Shima Balali-Dehkordi, Hossein Amini-Khoei. Inflammatory responses bridge comorbid cardiac disorder in experimental model of IBD induced by DSS: protective effect of the trigonelline.
Inflammopharmacology.
2019 Dec; 27(6):1265-1273. doi:
10.1007/s10787-019-00581-w. [PMID: 30924005] - Joseph A Rothwell, Pekka Keski-Rahkonen, Nivonirina Robinot, Nada Assi, Corinne Casagrande, Mazda Jenab, Pietro Ferrari, Marie-Christine Boutron-Ruault, Yahya Mahamat-Saleh, Francesca Romana Mancini, Heiner Boeing, Verena Katzke, Tilman Kühn, Katerina Niforou, Antonia Trichopoulou, Elisavet Valanou, Vittorio Krogh, Amalia Mattiello, Domenico Palli, Carlotta Sacerdote, Rosario Tumino, Augustin Scalbert. A Metabolomic Study of Biomarkers of Habitual Coffee Intake in Four European Countries.
Molecular nutrition & food research.
2019 11; 63(22):e1900659. doi:
10.1002/mnfr.201900659. [PMID: 31483556] - Thomas Sevrin, Marie-Cécile Alexandre-Gouabau, Blandine Castellano, Audrey Aguesse, Khadija Ouguerram, Patrick Ngyuen, Dominique Darmaun, Clair-Yves Boquien. Impact of Fenugreek on Milk Production in Rodent Models of Lactation Challenge.
Nutrients.
2019 Oct; 11(11):. doi:
10.3390/nu11112571. [PMID: 31653107] - Xiaona Shao, Chen Chen, Chunsheng Miao, Xiaoyan Yu, Xiangjun Li, Jianan Geng, Dongyan Fan, Xueyuan Lin, Zhen Chen, Yan Shi. Expression analysis of microRNAs and their target genes during experimental diabetic renal lesions in rats administered with ginsenoside Rb1 and trigonelline.
Die Pharmazie.
2019 08; 74(8):492-498. doi:
10.1691/ph.2019.8903. [PMID: 31526443] - Kanta Pravalika, Deepaneeta Sarmah, Harpreet Kaur, Kanchan Vats, Jackson Saraf, Madhuri Wanve, Kiran Kalia, Anupom Borah, Dileep R Yavagal, Kunjan R Dave, Pallab Bhattacharya. Trigonelline therapy confers neuroprotection by reduced glutathione mediated myeloperoxidase expression in animal model of ischemic stroke.
Life sciences.
2019 Jan; 216(?):49-58. doi:
10.1016/j.lfs.2018.11.014. [PMID: 30414429] - Claire Lande, Sujaya Rao, Jeffrey T Morré, Gracie Galindo, Julie Kirby, Patrick N Reardon, Gerd Bobe, Jan Frederik Stevens. Linden (Tilia cordata) associated bumble bee mortality: Metabolomic analysis of nectar and bee muscle.
PloS one.
2019; 14(7):e0218406. doi:
10.1371/journal.pone.0218406. [PMID: 31291287] - Mi Ni, Qiong Wu, Gui S Wang, Qian Q Liu, Mei X Yu, Jun Tang. Analysis of metabolic changes in Trichoderma asperellum TJ01 at different fermentation time-points by LC-QQQ-MS.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.
2019; 54(1):20-26. doi:
10.1080/03601234.2018.1507227. [PMID: 30896331] - Daiha Shin, Eun Hye Kim, Jaewang Lee, Jong-Lyel Roh. Nrf2 inhibition reverses resistance to GPX4 inhibitor-induced ferroptosis in head and neck cancer.
Free radical biology & medicine.
2018 12; 129(?):454-462. doi:
10.1016/j.freeradbiomed.2018.10.426. [PMID: 30339884] - Love Sharma, Nazir A Lone, Rachel M Knott, Adil Hassan, Tasduq Abdullah. Trigonelline prevents high cholesterol and high fat diet induced hepatic lipid accumulation and lipo-toxicity in C57BL/6J mice, via restoration of hepatic autophagy.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2018 Nov; 121(?):283-296. doi:
10.1016/j.fct.2018.09.011. [PMID: 30208301] - Filipe Corrêa Guizellini, Gustavo Galo Marcheafave, Miroslava Rakocevic, Roy Edward Bruns, Ieda Spacino Scarminio, Patricia Kaori Soares. PARAFAC HPLC-DAD metabolomic fingerprint investigation of reference and crossed coffees.
Food research international (Ottawa, Ont.).
2018 11; 113(?):9-17. doi:
10.1016/j.foodres.2018.06.070. [PMID: 30195550] - Pedram Shokouh, Per Bendix Jeppesen, Kjeld Hermansen, Christoffer Laustsen, Hans Stødkilde-Jørgensen, Stephen Jacques Hamilton-Dutoit, Mette Søndergaard Schmedes, Haiyun Qi, Thomas Stokholm Nørlinger, Søren Gregersen. Effects of Unfiltered Coffee and Bioactive Coffee Compounds on the Development of Metabolic Syndrome Components in a High-Fat-/High-Fructose-Fed Rat Model.
Nutrients.
2018 Oct; 10(10):. doi:
10.3390/nu10101547. [PMID: 30347674] - Lu Liu, Xiaohuang Du, Zuo Zhang, Jiyin Zhou. Trigonelline inhibits caspase 3 to protect β cells apoptosis in streptozotocin-induced type 1 diabetic mice.
European journal of pharmacology.
2018 Oct; 836(?):115-121. doi:
10.1016/j.ejphar.2018.08.025. [PMID: 30130525] - S E G van Raaij, R Masereeuw, D W Swinkels, R P L van Swelm. Inhibition of Nrf2 alters cell stress induced by chronic iron exposure in human proximal tubular epithelial cells.
Toxicology letters.
2018 Oct; 295(?):179-186. doi:
10.1016/j.toxlet.2018.06.1218. [PMID: 29959986] - Siraj Anwar, Uma Bhandari, Bibhu Prasad Panda, Kiran Dubey, Washim Khan, Sayeed Ahmad. Trigonelline inhibits intestinal microbial metabolism of choline and its associated cardiovascular risk.
Journal of pharmaceutical and biomedical analysis.
2018 Sep; 159(?):100-112. doi:
10.1016/j.jpba.2018.06.027. [PMID: 29980011] - Mohsen Khalili, Mitra Alavi, Elham Esmaeil-Jamaat, Tourandokht Baluchnejadmojarad, Mehrdad Roghani. Trigonelline mitigates lipopolysaccharide-induced learning and memory impairment in the rat due to its anti-oxidative and anti-inflammatory effect.
International immunopharmacology.
2018 Aug; 61(?):355-362. doi:
10.1016/j.intimp.2018.06.019. [PMID: 29935483] - Francisco Madrid-Gambin, Carl Brunius, Mar Garcia-Aloy, Sheila Estruel-Amades, Rikard Landberg, Cristina Andres-Lacueva. Untargeted 1H NMR-Based Metabolomics Analysis of Urine and Serum Profiles after Consumption of Lentils, Chickpeas, and Beans: An Extended Meal Study To Discover Dietary Biomarkers of Pulses.
Journal of agricultural and food chemistry.
2018 Jul; 66(27):6997-7005. doi:
10.1021/acs.jafc.8b00047. [PMID: 29920085] - Roshana Devi Vellai, Sharmila Chandiran, Subramanian Sorimuthu Pillai. GTF-231, a Mixture of Gymnemic Acid, Trigonelline and Ferulic Acid Significantly Ameliorates Oxidative Stress in Experimental Type 2 Diabetes in Rats.
Canadian journal of diabetes.
2018 Jun; 42(3):237-244. doi:
10.1016/j.jcjd.2017.05.007. [PMID: 28728928] - Amrita A Chowdhury, Nitin B Gawali, Renuka Munshi, Archana R Juvekar. Trigonelline insulates against oxidative stress, proinflammatory cytokines and restores BDNF levels in lipopolysaccharide induced cognitive impairment in adult mice.
Metabolic brain disease.
2018 06; 33(3):681-691. doi:
10.1007/s11011-017-0147-5. [PMID: 29277879] - Øivind Midttun, Arve Ulvik, Ottar Nygård, Per M Ueland. Performance of plasma trigonelline as a marker of coffee consumption in an epidemiologic setting.
The American journal of clinical nutrition.
2018 06; 107(6):941-947. doi:
10.1093/ajcn/nqy059. [PMID: 29771289] - Nadia Perchat, Pierre-Loïc Saaidi, Ekaterina Darii, Christine Pellé, Jean-Louis Petit, Marielle Besnard-Gonnet, Véronique de Berardinis, Maeva Dupont, Alexandra Gimbernat, Marcel Salanoubat, Cécile Fischer, Alain Perret. Elucidation of the trigonelline degradation pathway reveals previously undescribed enzymes and metabolites.
Proceedings of the National Academy of Sciences of the United States of America.
2018 05; 115(19):E4358-E4367. doi:
10.1073/pnas.1722368115. [PMID: 29686076] - Neda Mohamadi, Fariba Sharififar, Mostafa Pournamdari, Mehdi Ansari. A Review on Biosynthesis, Analytical Techniques, and Pharmacological Activities of Trigonelline as a Plant Alkaloid.
Journal of dietary supplements.
2018 Mar; 15(2):207-222. doi:
10.1080/19390211.2017.1329244. [PMID: 28816550] - Rituraj Khound, Jing Shen, Yongyan Song, Dipak Santra, Qiaozhu Su. Phytoceuticals in Fenugreek Ameliorate VLDL Overproduction and Insulin Resistance via the Insig Signaling Pathway.
Molecular nutrition & food research.
2018 03; 62(5):. doi:
10.1002/mnfr.201700541. [PMID: 29210166] - Damian Szczesny, Ewa Bartosińska, Julia Jacyna, Małgorzata Patejko, Danuta Siluk, Roman Kaliszan. Quantitative determination of trigonelline in mouse serum by means of hydrophilic interaction liquid chromatography-MS/MS analysis: Application to a pharmacokinetic study.
Biomedical chromatography : BMC.
2018 Feb; 32(2):. doi:
10.1002/bmc.4054. [PMID: 28744890] - Mostafa Pournamdari, Ali Mandegary, Fariba Sharififar, Ghazaleh Zarei, Rahele Zareshahi, Amir Asadi, Mohammad Mehdipour. Anti-Inflammatory Subfractions Separated from Acidified Chloroform Fraction of Fenugreek Seeds (Trigonella foenum-graecum L.).
Journal of dietary supplements.
2018 Jan; 15(1):98-107. doi:
10.1080/19390211.2017.1326431. [PMID: 28558255] - Pedram Shokouh, Per Bendix Jeppesen, Kjeld Hermansen, Natalja P Nørskov, Christoffer Laustsen, Stephen Jacques Hamilton-Dutoit, Haiyun Qi, Hans Stødkilde-Jørgensen, Søren Gregersen. A Combination of Coffee Compounds Shows Insulin-Sensitizing and Hepatoprotective Effects in a Rat Model of Diet-Induced Metabolic Syndrome.
Nutrients.
2017 Dec; 10(1):. doi:
10.3390/nu10010006. [PMID: 29271886] - Linda H Münger, Alessia Trimigno, Gianfranco Picone, Carola Freiburghaus, Grégory Pimentel, Kathryn J Burton, François P Pralong, Nathalie Vionnet, Francesco Capozzi, René Badertscher, Guy Vergères. Identification of Urinary Food Intake Biomarkers for Milk, Cheese, and Soy-Based Drink by Untargeted GC-MS and NMR in Healthy Humans.
Journal of proteome research.
2017 09; 16(9):3321-3335. doi:
10.1021/acs.jproteome.7b00319. [PMID: 28753012] - Amat-Alrazaq A Aldakinah, Muhammad Y Al-Shorbagy, Dalaal M Abdallah, Hanan S El-Abhar. Trigonelline and vildagliptin antidiabetic effect: improvement of insulin signalling pathway.
The Journal of pharmacy and pharmacology.
2017 Jul; 69(7):856-864. doi:
10.1111/jphp.12713. [PMID: 28271502] - Wei Li, Fengxia Zhang, Ranran Wu, Lijia Jia, Guosheng Li, Yalong Guo, Cuimin Liu, Guodong Wang. A Novel N-Methyltransferase in Arabidopsis Appears to Feed a Conserved Pathway for Nicotinate Detoxification among Land Plants and Is Associated with Lignin Biosynthesis.
Plant physiology.
2017 Jul; 174(3):1492-1504. doi:
10.1104/pp.17.00259. [PMID: 28533213] - Jong-Lyel Roh, Eun Hye Kim, Hyejin Jang, Daiha Shin. Nrf2 inhibition reverses the resistance of cisplatin-resistant head and neck cancer cells to artesunate-induced ferroptosis.
Redox biology.
2017 04; 11(?):254-262. doi:
10.1016/j.redox.2016.12.010. [PMID: 28012440] - Ji-Yin Zhou, Xiao-Huang Du, Zuo Zhang, Gui-Sheng Qian. Trigonelline Inhibits Inflammation and Protects β Cells to Prevent Fetal Growth Restriction during Pregnancy in a Mouse Model of Diabetes.
Pharmacology.
2017; 100(5-6):209-217. doi:
10.1159/000479088. [PMID: 28723688] - Xu-jiang Yuan, Ping Zhang, Chun-yang Li, Wu-zhen Huo, Xiang-e Lu, Yan-hong Wu. [One new truxillic amide compound from Abrus mollis leaves].
Yao xue xue bao = Acta pharmaceutica Sinica.
2016 10; 51(10):1595-9. doi:
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Journal of the science of food and agriculture.
2016 Aug; 96(10):3300-12. doi:
10.1002/jsfa.7692. [PMID: 26919810] - Hiroshi Ashihara. De novo Biosynthesis of Trigonelline in Fenugreek (Trigonellafoenum-graecum) seedlings.
Natural product communications.
2016 Aug; 11(8):1093-1096. doi:
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Journal of ethnopharmacology.
2016 Apr; 182(?):80-9. doi:
10.1016/j.jep.2016.02.015. [PMID: 26899442] - Joanna Folwarczna, Aleksandra Janas, Maria Pytlik, Urszula Cegieła, Leszek Śliwiński, Zora Krivošíková, Kornélia Štefíková, Martin Gajdoš. Effects of Trigonelline, an Alkaloid Present in Coffee, on Diabetes-Induced Disorders in the Rat Skeletal System.
Nutrients.
2016 Mar; 8(3):133. doi:
10.3390/nu8030133. [PMID: 26950142] - Paulrayer Antonisamy, Mariadhas Valan Arasu, Muniappan Dhanasekaran, Ki Choon Choi, Adithan Aravinthan, Nam Soo Kim, Chang-Won Kang, Jong-Hoon Kim. Protective effects of trigonelline against indomethacin-induced gastric ulcer in rats and potential underlying mechanisms.
Food & function.
2016 Jan; 7(1):398-408. doi:
10.1039/c5fo00403a. [PMID: 26499137] - Mohamed A Farag, Andrea Porzel, Ludger A Wessjohann. Unraveling the active hypoglycemic agent trigonelline in Balanites aegyptiaca date fruit using metabolite fingerprinting by NMR.
Journal of pharmaceutical and biomedical analysis.
2015 Nov; 115(?):383-7. doi:
10.1016/j.jpba.2015.08.003. [PMID: 26275727] - Sk Milan Ahmmed, Pulok K Mukherjee, Shiv Bahadur, Amit Kar, Kakali Mukherjee, Sanmoy Karmakar, Arun Bandyopadhyay. Interaction potential of Trigonella foenum graceum through cytochrome P450 mediated inhibition.
Indian journal of pharmacology.
2015 Sep; 47(5):530-4. doi:
10.4103/0253-7613.165179. [PMID: 26600643] - Youn Hee Nam, Bin Na Hong, Isabel Rodriguez, Min Gun Ji, Keonwoo Kim, Ung-Jin Kim, Tong Ho Kang. Synergistic Potentials of Coffee on Injured Pancreatic Islets and Insulin Action via KATP Channel Blocking in Zebrafish.
Journal of agricultural and food chemistry.
2015 Jun; 63(23):5612-21. doi:
10.1021/acs.jafc.5b00027. [PMID: 25993315] - T Bakuradze, R Lang, T Hofmann, G Eisenbrand, D Schipp, J Galan, E Richling. Consumption of a dark roast coffee decreases the level of spontaneous DNA strand breaks: a randomized controlled trial.
European journal of nutrition.
2015 Feb; 54(1):149-56. doi:
10.1007/s00394-014-0696-x. [PMID: 24740588] - Justyna Godos, Francesca Romana Pluchinotta, Stefano Marventano, Silvio Buscemi, Giovanni Li Volti, Fabio Galvano, Giuseppe Grosso. Coffee components and cardiovascular risk: beneficial and detrimental effects.
International journal of food sciences and nutrition.
2014 12; 65(8):925-36. doi:
10.3109/09637486.2014.940287. [PMID: 25046596] - M Tharaheswari, N Jayachandra Reddy, R Kumar, K C Varshney, M Kannan, S Sudha Rani. Trigonelline and diosgenin attenuate ER stress, oxidative stress-mediated damage in pancreas and enhance adipose tissue PPARγ activity in type 2 diabetic rats.
Molecular and cellular biochemistry.
2014 Nov; 396(1-2):161-74. doi:
10.1007/s11010-014-2152-x. [PMID: 25070833] - Iziar A Ludwig, Michael N Clifford, Michael E J Lean, Hiroshi Ashihara, Alan Crozier. Coffee: biochemistry and potential impact on health.
Food & function.
2014 Aug; 5(8):1695-717. doi:
10.1039/c4fo00042k. [PMID: 24671262] - Lauren M Schwartz, Andrew J Wooda, David J Gibson. Trigonelline accumulation in leaves of Panicum virgatum seedlings.
Natural product communications.
2014 Aug; 9(8):1163-6. doi:
". [PMID: 25233598] - Hiroshi Ashihara, Shin Watanabe. Accumulation and function of trigonelline in non-leguminous plants.
Natural product communications.
2014 Jun; 9(6):795-8. doi:
". [PMID: 25115081] - Soundharrajan Ilavenil, Mariadhas Valan Arasu, Jeong-Chae Lee, Da Hye Kim, Sang Gun Roh, Hyung Su Park, Gi Jun Choi, Vijayakumar Mayakrishnan, Ki Choon Choi. Trigonelline attenuates the adipocyte differentiation and lipid accumulation in 3T3-L1 cells.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2014 Apr; 21(5):758-65. doi:
10.1016/j.phymed.2013.11.007. [PMID: 24369814] - Bartlomiej Kalaska, Lukasz Piotrowski, Agnieszka Leszczynska, Bartosz Michalowski, Karol Kramkowski, Tomasz Kaminski, Jan Adamus, Andrzej Marcinek, Jerzy Gebicki, Andrzej Mogielnicki, Wlodzimierz Buczko. Antithrombotic effects of pyridinium compounds formed from trigonelline upon coffee roasting.
Journal of agricultural and food chemistry.
2014 Apr; 62(13):2853-60. doi:
10.1021/jf5008538. [PMID: 24650005] - Dan Sato, Masahiro Sugimoto, Hiromichi Akashi, Masaru Tomita, Tomoyoshi Soga. Comparative metabolite profiling of foxglove aphids (Aulacorthum solani Kaltenbach) on leaves of resistant and susceptible soybean strains.
Molecular bioSystems.
2014 Apr; 10(4):909-15. doi:
10.1039/c3mb70595a. [PMID: 24514152] - Shinjiro Ogita, Misako Kato, Shin Watanabe, Hiroshi Ashihara. The co-occurrence of two pyridine alkaloids, mimosine and trigonelline, in Leucaena leucocephala.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2014 Mar; 69(3-4):124-32. doi:
10.5560/znc.2013-0137. [PMID: 24873033] - Yves-Alexis Hammel, Mathieu Dubois, Thierry Delatour, Richard H Stadler. N,N-dimethylpiperidinium (mepiquat): Part 1. Formation in model systems and relevance to roasted food products.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2014; 31(2):226-33. doi:
10.1080/19440049.2013.871584. [PMID: 24303841] - Sunanda Panda, Sagarika Biswas, Anand Kar. Trigonelline isolated from fenugreek seed protects against isoproterenol-induced myocardial injury through down-regulation of Hsp27 and αB-crystallin.
Nutrition (Burbank, Los Angeles County, Calif.).
2013 Nov; 29(11-12):1395-403. doi:
10.1016/j.nut.2013.05.006. [PMID: 24103517] - Roman Lang, Natalie Dieminger, Anja Beusch, Yu-Mi Lee, Andreas Dunkel, Barbara Suess, Thomas Skurk, Anika Wahl, Hans Hauner, Thomas Hofmann. Bioappearance and pharmacokinetics of bioactives upon coffee consumption.
Analytical and bioanalytical chemistry.
2013 Oct; 405(26):8487-503. doi:
10.1007/s00216-013-7288-0. [PMID: 23982107] - Khaled Hamden, Amel Bengara, Zahra Amri, Abdelfattah Elfeki. Experimental diabetes treated with trigonelline: effect on key enzymes related to diabetes and hypertension, β-cell and liver function.
Molecular and cellular biochemistry.
2013 Sep; 381(1-2):85-94. doi:
10.1007/s11010-013-1690-y. [PMID: 23754616] - Jiyin Zhou, Shiwen Zhou, Shengya Zeng. Experimental diabetes treated with trigonelline: effect on β cell and pancreatic oxidative parameters.
Fundamental & clinical pharmacology.
2013 Jun; 27(3):279-87. doi:
10.1111/j.1472-8206.2011.01022.x. [PMID: 22172053] - Vaibhav Gaur, Subhash L Bodhankar, V Mohan, Prasad A Thakurdesai. Neurobehavioral assessment of hydroalcoholic extract of Trigonella foenum-graecum seeds in rodent models of Parkinson's disease.
Pharmaceutical biology.
2013 May; 51(5):550-7. doi:
10.3109/13880209.2012.747547. [PMID: 23368940] - Zai-Xing Cheng, Jin-Jun Wu, Zhong-Qiu Liu, Na Lin. Development of a hydrophilic interaction chromatography-UPLC assay to determine trigonelline in rat plasma and its application in a pharmacokinetic study.
Chinese journal of natural medicines.
2013 Mar; 11(2):164-70. doi:
10.1016/s1875-5364(13)60044-8. [PMID: 23787184] - Orie Yoshinari, Asako Takenake, Kiharu Igarashi. Trigonelline ameliorates oxidative stress in type 2 diabetic Goto-Kakizaki rats.
Journal of medicinal food.
2013 Jan; 16(1):34-41. doi:
10.1089/jmf.2012.2311. [PMID: 23256445] - Arvindkumar E Ghule, Suresh S Jadhav, Subhash L Bodhankar. Trigonelline ameliorates diabetic hypertensive nephropathy by suppression of oxidative stress in kidney and reduction in renal cell apoptosis and fibrosis in streptozotocin induced neonatal diabetic (nSTZ) rats.
International immunopharmacology.
2012 Dec; 14(4):740-8. doi:
10.1016/j.intimp.2012.10.004. [PMID: 23102665] - Hiroshi Ashihara, Yuling Yin, Riko Katahira, Shin Watanabe, Tetsuro Mimura, Hamako Sasamoto. Comparison of the formation of nicotinic acid conjugates in leaves of different plant species.
Plant physiology and biochemistry : PPB.
2012 Nov; 60(?):190-5. doi:
10.1016/j.plaphy.2012.08.007. [PMID: 22983143] - Hiroshi Ashihara, Wei-Wei Deng. Pyridine metabolism in tea plants: salvage, conjugate formation and catabolism.
Journal of plant research.
2012 Nov; 125(6):781-91. doi:
10.1007/s10265-012-0490-x. [PMID: 22527843] - Delia-Irina Corol, Catherine Ravel, Mariann Raksegi, Zoltan Bedo, Gilles Charmet, Michael H Beale, Peter R Shewry, Jane L Ward. Effects of genotype and environment on the contents of betaine, choline, and trigonelline in cereal grains.
Journal of agricultural and food chemistry.
2012 May; 60(21):5471-81. doi:
10.1021/jf3008794. [PMID: 22559314]