Harmine (BioDeep_00000324323)

Main id: BioDeep_00000000782

Secondary id: BioDeep_00000866797

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Harmine

化学式: C13H12N2O (212.09495819999998)
中文名称: 哈尔碱, 肉叶云香碱
谱图信息: 最多检出来源 Viridiplantae(plant) 0.61%

分子结构信息

SMILES: CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC
InChI: InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3

描述信息

Origin: Plant; SubCategory_DNP: Alkaloids derived from tryptophan, beta-Carboline alkaloids, Indole alkaloids
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors
C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor
Annotation level-1
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.622
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.620
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.613
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].

同义名列表

2 个代谢物同义名

Harmine; Telepathine



数据库引用编号

86 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(1)

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)

118 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

  • Eleanor White, Tom Kennedy, Simon Ruffell, Daniel Perkins, Jerome Sarris. Ayahuasca and Dimethyltryptamine Adverse Events and Toxicity Analysis: A Systematic Thematic Review. International journal of toxicology. 2024 May; 43(3):327-339. doi: 10.1177/10915818241230916. [PMID: 38363085]
  • Ya-Li Guo, Jing-Wen Yu, Yan Cao, Ke-Xin Cheng, Suo-Nan-Mu Dong-Zhi, Yan-Fei Zhang, Qing-Jia Ren, Yong Yin, Cao-Long Li. Design, synthesis, and biological evaluation of harmine derivatives as topoisomerase I inhibitors for cancer treatment. European journal of medicinal chemistry. 2024 Feb; 265(?):116061. doi: 10.1016/j.ejmech.2023.116061. [PMID: 38154256]
  • Phumudzo P Tshikhudo, Tafadzwanashe Mabhaudhi, Neil A Koorbanally, Fhatuwani N Mudau, Edgardo Oscar Avendaño Caceres, Dragos Popa, Daniela Calina, Javad Sharifi-Rad. Anticancer Potential of β-Carboline Alkaloids: An Updated Mechanistic Overview. Chemistry & biodiversity. 2023 Dec; ?(?):e202301263. doi: 10.1002/cbdv.202301263. [PMID: 38108650]
  • Ahmed H Abdelazim, Majed A Algarni, Atiah H Almalki. Innovative spectrofluorometric method for determination of harmaline and harmine in different matrices. Scientific reports. 2023 11; 13(1):19951. doi: 10.1038/s41598-023-46041-y. [PMID: 37968310]
  • Bao Tan Nguyen, Nguyen Thi Hai Yen, Ninh Khac Thanh Tung, Gil-Saeng Jeong, Jong Seong Kang, Nguyen Phuoc Long, Hyung Min Kim. Lipid class-dependent alterations of Caenorhabditis elegans under harmane exposure. Journal of pharmaceutical and biomedical analysis. 2023 Jul; 231(?):115401. doi: 10.1016/j.jpba.2023.115401. [PMID: 37105045]
  • Yuanyuan Wang, Maofeng Dong, Limin Guo, Yamin Zhu, Qingqing Jiang, Jianbo Xiao, Mingfu Wang, Yueliang Zhao. Effect of acrolein on the formation of harman and norharman in chemical models and roast beef patties. Food research international (Ottawa, Ont.). 2023 02; 164(?):112465. doi: 10.1016/j.foodres.2023.112465. [PMID: 36738015]
  • Summya Rashid, Maryam Sameti, Mohammed H Alqarni, Fatma M Abdel Bar. In vivo investigation of the inhibitory effect of Peganum harmala L. and its major alkaloids on ethylene glycol-induced urolithiasis in rats. Journal of ethnopharmacology. 2023 Jan; 300(?):115752. doi: 10.1016/j.jep.2022.115752. [PMID: 36174807]
  • Dongyan Hu, Guangtian Han, Huazhong Ren, Xinwei Li, Xi'an Li, Lirong Yue, Jiao Xu, Jiafu Feng, Li Guo. Synthesis, biological evaluation and preliminary mechanisms of 6-amino substituted harmine derivatives as potential antitumor agents. Fitoterapia. 2022 Nov; 163(?):105329. doi: 10.1016/j.fitote.2022.105329. [PMID: 36209955]
  • Albert Katchborian-Neto, Mário Ferreira Conceição Santos, Diego Fernandes Vilas-Boas, Elda Gonçalves Dos Santos, Márcia Paranho Veloso, Paula Carolina Pires Bueno, Ivo Santana Caldas, Marisi Gomes Soares, Danielle Ferreira Dias, Daniela Aparecida Chagas-Paula. Immunological Modulation and Control of Parasitaemia by Ayahuasca Compounds: Therapeutic Potential for Chagas's Disease. Chemistry & biodiversity. 2022 Oct; 19(10):e202200409. doi: 10.1002/cbdv.202200409. [PMID: 36163588]
  • Lucia Jimenez, Andreia Silva, Giampaolo Calissi, Inês Grenho, Rita Monteiro, Victor Mayoral-Varo, Carmen Blanco-Aparicio, Joaquin Pastor, Victor Bustos, Franz Bracher, Diego Megías, Bibiana I Ferreira, Wolfgang Link. Screening Health-Promoting Compounds for Their Capacity to Induce the Activity of FOXO3. The journals of gerontology. Series A, Biological sciences and medical sciences. 2022 08; 77(8):1485-1493. doi: 10.1093/gerona/glab265. [PMID: 34508571]
  • Zhezhe Li, Yipaerguli Apizi, Chengzhong Zhang, Zhaozhi Wang, Hongji He, Xiaoya Li, Yina Zhu, Jishun Yang, Liang Xiao, Mei Wang. Synthesis of harmine-nitric oxide donor derivatives as potential antitumor agents. Bioorganic & medicinal chemistry letters. 2022 06; 65(?):128698. doi: 10.1016/j.bmcl.2022.128698. [PMID: 35341920]
  • Caizhi Tian, Shuoqi Huang, Zihua Xu, Wenwu Liu, Deping Li, Mingyue Liu, Chengze Zhu, Limeng Wu, Xiaowen Jiang, Huaiwei Ding, Qingchun Zhao. Design, synthesis, and biological evaluation of β-carboline 1,3,4-oxadiazole based hybrids as HDAC inhibitors with potential antitumor effects. Bioorganic & medicinal chemistry letters. 2022 05; 64(?):128663. doi: 10.1016/j.bmcl.2022.128663. [PMID: 35272009]
  • Soching Luikham, Mavani A, Jhimli Bhattacharyya. Deciphering binding affinity, energetics, and base specificity of plant alkaloid Harmane with AT and GC hairpin duplex DNA. Luminescence : the journal of biological and chemical luminescence. 2022 May; 37(5):691-701. doi: 10.1002/bio.4210. [PMID: 35156295]
  • Shi-Ming Huang, Shu-Bei Li, Hong-Tao Deng, Qing-Qing Jiang, Yi-Bo Gu, Xue Ying. [Preparation and effect against cervical cancer invasion in vitro of harmine-loaded photosensitive liposomes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 May; 47(10):2643-2651. doi: 10.19540/j.cnki.cjcmm.20210520.301. [PMID: 35718482]
  • Beatriz Werneck Lopes Santos, Daniel Carneiro Moreira, Tatiana Karla Dos Santos Borges, Eloisa Dutra Caldas. Components of Banisteriopsis caapi, a Plant Used in the Preparation of the Psychoactive Ayahuasca, Induce Anti-Inflammatory Effects in Microglial Cells. Molecules (Basel, Switzerland). 2022 Apr; 27(8):. doi: 10.3390/molecules27082500. [PMID: 35458698]
  • You-Xu Wang, Ning Cao, Hui-Da Guan, Xue-Mei Cheng, Chang-Hong Wang. Heme peroxidases are responsible for the dehydrogenation and oxidation metabolism of harmaline into harmine. Chinese journal of natural medicines. 2022 Mar; 20(3):194-201. doi: 10.1016/s1875-5364(22)60151-1. [PMID: 35369963]
  • Weiyi Qu, Ze Chen, Xing Hu, Toujun Zou, Yongping Huang, Yanyan Zhang, Yufeng Hu, Song Tian, Juan Wan, Rufang Liao, Lan Bai, Jinhua Xue, Yi Ding, Manli Hu, Xiao-Jing Zhang, Xin Zhang, Jingjing Zhao, Xu Cheng, Zhi-Gang She, Hongliang Li. Profound Perturbation in the Metabolome of a Canine Obesity and Metabolic Disorder Model. Frontiers in endocrinology. 2022; 13(?):849060. doi: 10.3389/fendo.2022.849060. [PMID: 35620391]
  • Limin Liu, Xiaoxuan Ning, Lei Wei, Ying Zhou, Lijuan Zhao, Feng Ma, Ming Bai, Xiaoxia Yang, Di Wang, Shiren Sun. Twist1 downregulation of PGC-1α decreases fatty acid oxidation in tubular epithelial cells, leading to kidney fibrosis. Theranostics. 2022; 12(8):3758-3775. doi: 10.7150/thno.71722. [PMID: 35664054]
  • Wei Liu, Zhaoyu Yang, Lili Shi, Ziyu Cui, Yun Li. Degradation of β-Carbolines Harman and Norharman in Edible Oils during Heating. Molecules (Basel, Switzerland). 2021 Nov; 26(22):. doi: 10.3390/molecules26227018. [PMID: 34834111]
  • Bo Luo, Xinqiang Song. A comprehensive overview of β-carbolines and its derivatives as anticancer agents. European journal of medicinal chemistry. 2021 Nov; 224(?):113688. doi: 10.1016/j.ejmech.2021.113688. [PMID: 34332400]
  • Cheng-Peng Sun, Jing Yi, Fan Wei, Xia Lv, Sa Deng, Bao-Jing Zhang, Wen-Yu Zhao, Xiao-Chi Ma. UV-light-driven photooxidation of harmaline catalyzed by riboflavin: Product characterization and mechanisms. Fitoterapia. 2021 Nov; 155(?):105054. doi: 10.1016/j.fitote.2021.105054. [PMID: 34626737]
  • Andrew B Hawkey, Julia Hoeng, Manuel C Peitsch, Edward D Levin, Kyoko Koshibu. Subchronic effects of plant alkaloids on anxiety-like behavior in zebrafish. Pharmacology, biochemistry, and behavior. 2021 08; 207(?):173223. doi: 10.1016/j.pbb.2021.173223. [PMID: 34197843]
  • Abde El-Galil E Amr, Ayman H Kamel, Abdulrahman A Almehizia, Ahmed Y A Sayed, Hisham S M Abd-Rabboh. Solid-Contact Potentiometric Sensors Based on Main-Tailored Bio-Mimics for Trace Detection of Harmine Hallucinogen in Urine Specimens. Molecules (Basel, Switzerland). 2021 Jan; 26(2):. doi: 10.3390/molecules26020324. [PMID: 33435196]
  • Yang Lv, Hongyu Liang, Jun Li, Xiuxiu Li, Xiaohui Tang, Songyu Gao, Hao Zou, Jing Zhang, Mei Wang, Liang Xiao. Central inhibition prevents the in vivo acute toxicity of harmine in mice. The Journal of toxicological sciences. 2021; 46(6):289-301. doi: 10.2131/jts.46.289. [PMID: 34078836]
  • Jared P Taylor, Lucas H Armitage, Daniel L Aldridge, Melanie N Cash, Mark A Wallet. Harmine enhances the activity of the HIV-1 latency-reversing agents ingenol A and SAHA. Biology open. 2020 12; 9(12):. doi: 10.1242/bio.052969. [PMID: 33234703]
  • Vivek Lawana, Se Young Um, Rachel M Foguth, Jason R Cannon. Neuromelanin formation exacerbates HAA-induced mitochondrial toxicity and mitophagy impairments. Neurotoxicology. 2020 12; 81(?):147-160. doi: 10.1016/j.neuro.2020.10.005. [PMID: 33058929]
  • Liang Zhang, Dengchang Li, Shenglan Yu. Pharmacological effects of harmine and its derivatives: a review. Archives of pharmacal research. 2020 Dec; 43(12):1259-1275. doi: 10.1007/s12272-020-01283-6. [PMID: 33206346]
  • Simon Ruffell, Nige Netzband, Catherine Bird, Allan H Young, Mario F Juruena. The pharmacological interaction of compounds in ayahuasca: a systematic review. Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999). 2020 Nov; 42(6):646-656. doi: 10.1590/1516-4446-2020-0884. [PMID: 32638916]
  • Chen-Xia Zhang, Jun Xi, Tian-Pei Zhao, Yu-Xiang Ma, Xue-De Wang. β-carbolines norharman and harman in vegetable oils in China. Food additives & contaminants. Part B, Surveillance. 2020 Sep; 13(3):193-199. doi: 10.1080/19393210.2020.1759701. [PMID: 32364007]
  • Renata Zawirska-Wojtasiak, Agnieszka Fedoruk-Wyszomirska, Paulina Piechowska, Sylwia Mildner-Szkudlarz, Joanna Bajerska, Elżbieta Wojtowicz, Krzysztof Przygoński, Dorota Gurda, Wiktoria Kubicka, Eliza Wyszko. β-Carbolines in Experiments on Laboratory Animals. International journal of molecular sciences. 2020 Jul; 21(15):. doi: 10.3390/ijms21155245. [PMID: 32722000]
  • Laura Lewerenz, Tahani Hijazin, Sara Abouzeid, Robert Hänsch, Dirk Selmar. Pilot study on the uptake and modification of harmaline in acceptor plants: An innovative approach to visualize the interspecific transfer of natural products. Phytochemistry. 2020 Jun; 174(?):112362. doi: 10.1016/j.phytochem.2020.112362. [PMID: 32229335]
  • Haiqi Wang, Hongjian Song. Synthesis of Four Optical Isomers of Antiviral Agent NK0209 and Determination of Their Configurations and Activities against a Plant Virus. Journal of agricultural and food chemistry. 2020 Mar; 68(9):2631-2638. doi: 10.1021/acs.jafc.9b07694. [PMID: 32023057]
  • Jizong Jiang, Tingyun Ma, Liuhong Zhang, Xuemei Cheng, Changhong Wang. The transdermal performance, pharmacokinetics, and anti-inflammatory pharmacodynamics evaluation of harmine-loaded ethosomes. Drug development and industrial pharmacy. 2020 Jan; 46(1):101-108. doi: 10.1080/03639045.2019.1706549. [PMID: 31851523]
  • Zhi Xu, Shi-Jia Zhao, Yi Liu. 1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships. European journal of medicinal chemistry. 2019 Dec; 183(?):111700. doi: 10.1016/j.ejmech.2019.111700. [PMID: 31546197]
  • Bo Jiang, Liyuan Meng, Nan Zou, Hanxue Wang, Shuping Li, Lifeng Huang, Xuemei Cheng, Zhengtao Wang, Wansheng Chen, Changhong Wang. Mechanism-based pharmacokinetics-pharmacodynamics studies of harmine and harmaline on neurotransmitters regulatory effects in healthy rats: Challenge on monoamine oxidase and acetylcholinesterase inhibition. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Sep; 62(?):152967. doi: 10.1016/j.phymed.2019.152967. [PMID: 31154274]
  • Rita C Z Souza, Flávia S Zandonadi, Donizete P Freitas, Luís F F Tófoli, Alessandra Sussulini. Validation of an analytical method for the determination of the main ayahuasca active compounds and application to real ayahuasca samples from Brazil. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Aug; 1124(?):197-203. doi: 10.1016/j.jchromb.2019.06.014. [PMID: 31220748]
  • Yu Ding, Jinrong He, Juan Huang, Tong Yu, Xiaoyan Shi, Tianzhu Zhang, Ge Yan, Shanshan Chen, Caixia Peng. Harmine induces anticancer activity in breast cancer cells via targeting TAZ. International journal of oncology. 2019 Jun; 54(6):1995-2004. doi: 10.3892/ijo.2019.4777. [PMID: 31081045]
  • Falco Beer, Felix Urbat, Charles M A P Franz, Melanie Huch, Sabine E Kulling, Mirko Bunzel, Diana Bunzel. The Human Fecal Microbiota Metabolizes Foodborne Heterocyclic Aromatic Amines by Reuterin Conjugation and Further Transformations. Molecular nutrition & food research. 2019 05; 63(10):e1801177. doi: 10.1002/mnfr.201801177. [PMID: 30815965]
  • Xiaofeng Niu, Qing Yao, Weifeng Li, Lulu Zang, Wenqi Li, Jinmeng Zhao, Fang Liu, Wenbing Zhi. Harmine mitigates LPS-induced acute kidney injury through inhibition of the TLR4-NF-κB/NLRP3 inflammasome signalling pathway in mice. European journal of pharmacology. 2019 Apr; 849(?):160-169. doi: 10.1016/j.ejphar.2019.01.062. [PMID: 30716318]
  • Yunpeng Zhang, Shuping Li, Youxu Wang, Gang Deng, Ning Cao, Chao Wu, Wenzheng Ding, Yuwen Wang, Xuemei Cheng, Changhong Wang. Potential Pharmacokinetic Drug⁻Drug Interaction Between Harmine, a Cholinesterase Inhibitor, and Memantine, a Non-Competitive N-Methyl-d-Aspartate Receptor Antagonist. Molecules (Basel, Switzerland). 2019 Apr; 24(7):. doi: 10.3390/molecules24071430. [PMID: 30978991]
  • Paulina Piechowska, Renata Zawirska-Wojtasiak, Sylwia Mildner-Szkudlarz. Bioactive β-Carbolines in Food: A Review. Nutrients. 2019 Apr; 11(4):. doi: 10.3390/nu11040814. [PMID: 30978920]
  • Fábio Kummrow, Bianca S Maselli, Rafael Lanaro, José Luis Costa, Gisela A Umbuzeiro, Alessandra Linardi. Mutagenicity of Ayahuasca and Their Constituents to the Salmonella/Microsome Assay. Environmental and molecular mutagenesis. 2019 04; 60(3):269-276. doi: 10.1002/em.22263. [PMID: 30488498]
  • Sueli Moreira Mello, Paula Christiane Soubhia, Gabriela Silveira, Nelson Francisco Corrêa-Neto, Rafael Lanaro, José Luiz Costa, Alessandra Linardi. Effect of Ritualistic Consumption of Ayahuasca on Hepatic Function in Chronic Users. Journal of psychoactive drugs. 2019 Jan; 51(1):3-11. doi: 10.1080/02791072.2018.1557355. [PMID: 30582439]
  • Vikalp Vishwakarma, Jacob New, Dhruv Kumar, Vusala Snyder, Levi Arnold, Emily Nissen, Qingting Hu, Nikki Cheng, David Miller, Ahia Rael Thomas, Yelizaveta Shnayder, Kiran Kakarala, Terance Ted Tsue, Douglas A Girod, Sufi Mary Thomas. Potent Antitumor Effects of a Combination of Three Nutraceutical Compounds. Scientific reports. 2018 08; 8(1):12163. doi: 10.1038/s41598-018-29683-1. [PMID: 30111862]
  • Ram B Jain. Concentrations of selected heterocyclic aromatic amines among US population aged ≥ 6 years: data from NHANES 2013-2014. Environmental science and pollution research international. 2018 Jul; 25(20):19859-19874. doi: 10.1007/s11356-018-2210-0. [PMID: 29737487]
  • Deyan Chen, Xiaoyan Tian, Xue Zou, Shijie Xu, Huanru Wang, Nan Zheng, Zhiwei Wu. Harmine, a small molecule derived from natural sources, inhibits enterovirus 71 replication by targeting NF-κB pathway. International immunopharmacology. 2018 Jul; 60(?):111-120. doi: 10.1016/j.intimp.2018.04.050. [PMID: 29730555]
  • Xinran Geng, Yichang Ren, Fangfang Wang, Danmei Tian, Xinsheng Yao, Youwei Zhang, Jinshan Tang. Harmines inhibit cancer cell growth through coordinated activation of apoptosis and inhibition of autophagy. Biochemical and biophysical research communications. 2018 03; 498(1):99-104. doi: 10.1016/j.bbrc.2018.02.205. [PMID: 29501493]
  • Roudaina Benzekri, Lamjed Bouslama, Adele Papetti, Majdi Hammami, Abderrazak Smaoui, Ferid Limam. Anti HSV-2 activity of Peganum harmala (L.) and isolation of the active compound. Microbial pathogenesis. 2018 Jan; 114(?):291-298. doi: 10.1016/j.micpath.2017.12.017. [PMID: 29223449]
  • Tomás Herraiz, Hugo Guillén. Monoamine Oxidase-A Inhibition and Associated Antioxidant Activity in Plant Extracts with Potential Antidepressant Actions. BioMed research international. 2018; 2018(?):4810394. doi: 10.1155/2018/4810394. [PMID: 29568754]
  • Monaj Karar, Suvendu Paul, Arabinda Mallick, Tapas Majumdar. Shipment of a photodynamic therapy agent into model membrane and its controlled release: A photophysical approach. Chemistry and physics of lipids. 2018 01; 210(?):122-128. doi: 10.1016/j.chemphyslip.2017.10.005. [PMID: 29056528]
  • Nan Zou, Yue Wei, Fenghua Li, Yang Yang, Xuemei Cheng, Changhong Wang. The inhibitory effects of compound Muniziqi granule against B16 cells and harmine induced autophagy and apoptosis by inhibiting Akt/mTOR pathway. BMC complementary and alternative medicine. 2017 Dec; 17(1):517. doi: 10.1186/s12906-017-2017-4. [PMID: 29197358]
  • Xin Liu, Mingxia Li, Si Tan, Changhong Wang, Shengjie Fan, Cheng Huang. Harmine is an inflammatory inhibitor through the suppression of NF-κB signaling. Biochemical and biophysical research communications. 2017 07; 489(3):332-338. doi: 10.1016/j.bbrc.2017.05.126. [PMID: 28551404]
  • Jose A Morales-García, Mario de la Fuente Revenga, Sandra Alonso-Gil, María Isabel Rodríguez-Franco, Amanda Feilding, Ana Perez-Castillo, Jordi Riba. The alkaloids of Banisteriopsis caapi, the plant source of the Amazonian hallucinogen Ayahuasca, stimulate adult neurogenesis in vitro. Scientific reports. 2017 07; 7(1):5309. doi: 10.1038/s41598-017-05407-9. [PMID: 28706205]
  • M A Tabari, M R Youssefi, A A Moghadamnia. Antitrichomonal activity of Peganum harmala alkaloid extract against trichomoniasis in pigeon (Columba livia domestica). British poultry science. 2017 Jun; 58(3):236-241. doi: 10.1080/00071668.2017.1280725. [PMID: 28084792]
  • Shuping Li, Liang Teng, Wei Liu, Xuemei Cheng, Bo Jiang, Zhengtao Wang, Changhong Wang. Interspecies metabolic diversity of harmaline and harmine in in vitro 11 mammalian liver microsomes. Drug testing and analysis. 2017 May; 9(5):754-768. doi: 10.1002/dta.2028. [PMID: 27377954]
  • Marcos Tascón, Fernando Benavente, Nora M Vizioli, Leonardo G Gagliardi. A rapid and simple method for the determination of psychoactive alkaloids by CE-UV: application to Peganum Harmala seed infusions. Drug testing and analysis. 2017 Apr; 9(4):596-602. doi: 10.1002/dta.1989. [PMID: 27377797]
  • Haroon Khan, Seema Patel, Mohammad A Kamal. Pharmacological and Toxicological Profile of Harmane-β-Carboline Alkaloid: Friend or Foe. Current drug metabolism. 2017; 18(9):853-857. doi: 10.2174/1389200218666170607100947. [PMID: 28595532]
  • Xiaofei Shang, Xiao Guo, Bing Li, Hu Pan, Jiyu Zhang, Yu Zhang, Xiaolou Miao. Microwave-assisted extraction of three bioactive alkaloids from Peganum harmala L. and their acaricidal activity against Psoroptes cuniculi in vitro. Journal of ethnopharmacology. 2016 Nov; 192(?):350-361. doi: 10.1016/j.jep.2016.07.057. [PMID: 27452655]
  • Shuping Li, Liang Teng, Wei Liu, Xuemei Cheng, Bo Jiang, Zhengtao Wang, Chang-Hong Wang. Pharmacokinetic study of harmane and its 10 metabolites in rat after intravenous and oral administration by UPLC-ESI-MS/MS. Pharmaceutical biology. 2016 Sep; 54(9):1768-81. doi: 10.3109/13880209.2015.1127978. [PMID: 26730489]
  • Frecska Ede, Kovács Attila, Szabó Attila, Ferencz Csaba, Móré Csaba. Basics of the medical use of ayahuasca: physiology of dimethyltryptamine. Lege artis medicinae : uj magyar orvosi hirmondo. 2016 Sep; 26(9-10):413. doi: . [PMID: 29537778]
  • Hongtao Du, Shan Tian, Juncheng Chen, Hongling Gu, Na Li, Junru Wang. Synthesis and biological evaluation of N(9)-substituted harmine derivatives as potential anticancer agents. Bioorganic & medicinal chemistry letters. 2016 08; 26(16):4015-9. doi: 10.1016/j.bmcl.2016.06.087. [PMID: 27397495]
  • Ercument Dirice, Deepika Walpita, Amedeo Vetere, Bennett C Meier, Sevim Kahraman, Jiang Hu, Vlado Dančík, Sean M Burns, Tamara J Gilbert, David E Olson, Paul A Clemons, Rohit N Kulkarni, Bridget K Wagner. Inhibition of DYRK1A Stimulates Human β-Cell Proliferation. Diabetes. 2016 06; 65(6):1660-71. doi: 10.2337/db15-1127. [PMID: 26953159]
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