Piperidine (BioDeep_00000400257)

Main id: BioDeep_00000003051

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Piperidine

化学式: C5H11N (85.0891)
中文名称: 六氢吡啶, 哌啶
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1ccncc1
InChI: InChI=1/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2

描述信息

An azacycloalkane that is cyclohexane in which one of the carbons is replaced by a nitrogen. It is a metabolite of cadaverine, a polyamine found in the human intestine.
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D000077264 - Calcium-Regulating Hormones and Agents
D049990 - Membrane Transport Modulators

同义名列表

3 个代谢物同义名

Piperidine; Piperidine; Piperidine



数据库引用编号

15 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(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)

23 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。

亚细胞结构定位 关联基因列表
Cytoplasm 6 CAT, CCR5, CYP3A4, SLC6A3, TP53, TRIM63
Peripheral membrane protein 2 ACHE, CYP1B1
Endosome membrane 1 SLC6A4
Endoplasmic reticulum membrane 4 CD4, CYP1B1, CYP3A4, FAAH
Nucleus 4 ACHE, SPI1, TP53, TRIM63
cytosol 2 CAT, TP53
dendrite 2 HTR1A, OPRM1
centrosome 1 TP53
nucleoplasm 2 SPI1, TP53
Cell membrane 10 ACHE, CCR5, CD4, HTR1A, KCNH2, OPRD1, OPRM1, SLC6A2, SLC6A3, SLC6A4
Cell projection, axon 2 OPRM1, SLC6A3
Multi-pass membrane protein 9 CCR5, FAAH, HTR1A, KCNH2, OPRD1, OPRM1, SLC6A2, SLC6A3, SLC6A4
Synapse 4 ACHE, HTR1A, OPRM1, SLC6A4
cell surface 5 ACHE, CCR5, KCNH2, SLC6A2, SLC6A3
glutamatergic synapse 1 FAAH
Golgi apparatus 2 ACHE, OPRM1
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 1 SLC6A3
postsynapse 1 FAAH
presynaptic membrane 4 OPRD1, SLC6A2, SLC6A3, SLC6A4
Lysosome 1 GAA
Presynapse 2 FAAH, SLC6A4
endosome 2 CCR5, OPRM1
plasma membrane 13 ACHE, BCHE, CCR5, CD4, GAA, HTR1A, KCNH2, OPRD1, OPRM1, REN, SLC6A2, SLC6A3, SLC6A4
synaptic vesicle membrane 2 OPRD1, SLC6A2
Membrane 16 ACHE, CAT, CCR5, CYP1B1, CYP3A4, FAAH, GAA, KCNH2, OPRD1, OPRM1, REN, SLC6A2, SLC6A3, SLC6A4, SPI1, TP53
axon 3 OPRM1, SLC6A2, SLC6A3
extracellular exosome 2 CAT, GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 3 FAAH, OPRM1, TP53
extracellular space 3 ACHE, BCHE, REN
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, KCNH2
mitochondrion 3 CAT, CYP1B1, TP53
protein-containing complex 2 CAT, TP53
intracellular membrane-bounded organelle 4 CAT, CYP1B1, CYP3A4, GAA
Microsome membrane 3 CYP1B1, CYP3A4, FAAH
Single-pass type I membrane protein 1 CD4
Secreted 4 ACHE, BCHE, GAA, REN
extracellular region 5 ACHE, BCHE, CAT, GAA, REN
Single-pass membrane protein 1 FAAH
neuronal cell body membrane 2 SLC6A2, SLC6A3
Mitochondrion matrix 1 TP53
mitochondrial matrix 2 CAT, TP53
Extracellular side 1 ACHE
transcription regulator complex 2 SPI1, TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
external side of plasma membrane 2 CCR5, CD4
perikaryon 1 OPRM1
Z disc 1 TRIM63
nucleolus 1 TP53
Early endosome 1 CD4
apical part of cell 1 REN
postsynaptic membrane 2 SLC6A3, SLC6A4
Membrane raft 3 CD4, SLC6A3, SLC6A4
Cell junction, focal adhesion 1 SLC6A4
Cytoplasm, cytoskeleton 2 FAAH, TP53
focal adhesion 2 CAT, SLC6A4
microtubule 1 TRIM63
flotillin complex 1 SLC6A3
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 TP53
PML body 1 TP53
Cell projection, neuron projection 2 SLC6A3, SLC6A4
neuron projection 4 OPRD1, OPRM1, SLC6A3, SLC6A4
chromatin 2 SPI1, TP53
cytoskeleton 1 FAAH
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
organelle membrane 1 FAAH
site of double-strand break 1 TP53
Endomembrane system 2 FAAH, SLC6A4
M band 1 TRIM63
monoatomic ion channel complex 1 KCNH2
Cell projection, dendrite 2 HTR1A, OPRM1
tertiary granule membrane 1 GAA
side of membrane 1 ACHE
germ cell nucleus 1 TP53
replication fork 1 TP53
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 1 KCNH2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 2 BCHE, CD4
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
axon terminus 2 OPRD1, SLC6A3
azurophil granule membrane 1 GAA
postsynaptic density membrane 1 OPRD1
neuronal dense core vesicle 1 OPRD1
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 CD4
[Isoform 1]: Nucleus 1 TP53
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
dopaminergic synapse 1 SLC6A3
dendrite membrane 1 OPRD1
T cell receptor complex 1 CD4
catalase complex 1 CAT
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
serotonergic synapse 1 SLC6A4
[Isoform 12]: Cytoplasm 1 OPRM1
spine apparatus 1 OPRD1


文献列表

  • Kazuki Hashiba, Masamitsu Taguchi, Sachiko Sakamoto, Ayaka Otsu, Yoshiki Maeda, Hirofumi Ebe, Arimichi Okazaki, Hideyoshi Harashima, Yusuke Sato. Overcoming thermostability challenges in mRNA-lipid nanoparticle systems with piperidine-based ionizable lipids. Communications biology. 2024 May; 7(1):556. doi: 10.1038/s42003-024-06235-0. [PMID: 38730092]
  • Lav Singh, Atul K Upadhyay, Pooja Dixit, Arpit Singh, Divyanshu Yadav, Apurv Chhavi, Suraj Konar, Ravi Prakash Srivastava, Shivaraman Pandey, Hari Prasad Devkota, Praveen C Verma, Gauri Saxena. A Review of Chemistry and Pharmacology of Piperidine Alkaloids of Pinus and Related Genera. Current pharmaceutical biotechnology. 2022; 23(9):1132-1141. doi: 10.2174/1389201022666210812123815. [PMID: 34387162]
  • Adedamola A Opalade, Elizabeth N Grotemeyer, Timothy A Jackson. Mimicking Elementary Reactions of Manganese Lipoxygenase Using Mn-hydroxo and Mn-alkylperoxo Complexes. Molecules (Basel, Switzerland). 2021 Nov; 26(23):. doi: 10.3390/molecules26237151. [PMID: 34885729]
  • Botao Cheng, Heng Guo, Haoyang Wang, Qunfei Zhao, Wen Liu. Dissection of the Enzymatic Process for Forming a Central Imidazopiperidine Heterocycle in the Biosynthesis of a Series c Thiopeptide Antibiotic. Journal of the American Chemical Society. 2021 09; 143(34):13790-13797. doi: 10.1021/jacs.1c05956. [PMID: 34405994]
  • Ryan S Nett, Yaereen Dho, Yun-Yee Low, Elizabeth S Sattely. A metabolic regulon reveals early and late acting enzymes in neuroactive Lycopodium alkaloid biosynthesis. Proceedings of the National Academy of Sciences of the United States of America. 2021 06; 118(24):. doi: 10.1073/pnas.2102949118. [PMID: 34112718]
  • Sylvia Richard-Bildstein, Hamed Aissaoui, Julien Pothier, Gabriel Schäfer, Carmela Gnerre, Eleanor Lindenberg, François Lehembre, Laetitia Pouzol, Philippe Guerry. Discovery of the Potent, Selective, Orally Available CXCR7 Antagonist ACT-1004-1239. Journal of medicinal chemistry. 2020 12; 63(24):15864-15882. doi: 10.1021/acs.jmedchem.0c01588. [PMID: 33314938]
  • Elisa Bonandi, Giada Tedesco, Dario Perdicchia, Daniele Passarella. Total Synthesis of (-)-Anaferine: A Further Ramification in a Diversity-Oriented Approach. Molecules (Basel, Switzerland). 2020 Feb; 25(5):. doi: 10.3390/molecules25051057. [PMID: 32120931]
  • Michela Di Napoli, Mario Varcamonti, Adriana Basile, Maurizio Bruno, Filippo Maggi, Anna Zanfardino. Anti-Pseudomonas aeruginosa activity of hemlock (Conium maculatum, Apiaceae) essential oil. Natural product research. 2019 Dec; 33(23):3436-3440. doi: 10.1080/14786419.2018.1477151. [PMID: 29781307]
  • Christopher L Cioffi, Boglarka Racz, Andras Varadi, Emily E Freeman, Michael P Conlon, Ping Chen, Lei Zhu, Douglas B Kitchen, Keith D Barnes, William H Martin, Paul G Pearson, Graham Johnson, William S Blaner, Konstantin Petrukhin. Design, Synthesis, and Preclinical Efficacy of Novel Nonretinoid Antagonists of Retinol-Binding Protein 4 in the Mouse Model of Hepatic Steatosis. Journal of medicinal chemistry. 2019 06; 62(11):5470-5500. doi: 10.1021/acs.jmedchem.9b00352. [PMID: 31079449]
  • Lisa M Broad, Helen E Sanger, Adrian J Mogg, Ellen M Colvin, Ruud Zwart, David A Evans, Francesca Pasqui, Emanuele Sher, Graham N Wishart, Vanessa N Barth, Christian C Felder, Paul J Goldsmith. Identification and pharmacological profile of SPP1, a potent, functionally selective and brain penetrant agonist at muscarinic M1 receptors. British journal of pharmacology. 2019 01; 176(1):110-126. doi: 10.1111/bph.14510. [PMID: 30276808]
  • Rosimeire Borges Moreira Lacerda, Thamires Rodrigues Freitas, Mário Machado Martins, Thaise Lara Teixeira, Cláudio Vieira da Silva, Pamela Aparecida Candido, Ronaldo Junio de Oliveira, Claudio Viegas Júnior, Vanderlan da Silva Bolzani, Amanda Danuello, Marcos Pivatto. Isolation, leishmanicidal evaluation and molecular docking simulations of piperidine alkaloids from Senna spectabilis. Bioorganic & medicinal chemistry. 2018 12; 26(22):5816-5823. doi: 10.1016/j.bmc.2018.10.032. [PMID: 30413343]
  • Hidekazu Tokuhara, Yasuhiro Imaeda, Yoshiyuki Fukase, Koichi Iwanaga, Naohiro Taya, Koji Watanabe, Ray Kanagawa, Keisuke Matsuda, Yumiko Kajimoto, Keiji Kusumoto, Mitsuyo Kondo, Gyorgy Snell, Craig A Behnke, Takanobu Kuroita. Discovery of benzimidazole derivatives as orally active renin inhibitors: Optimization of 3,5-disubstituted piperidine to improve pharmacokinetic profile. Bioorganic & medicinal chemistry. 2018 07; 26(12):3261-3286. doi: 10.1016/j.bmc.2018.04.051. [PMID: 29754833]
  • Qi-Bin Chen, Jie Gao, Guo-An Zou, Xue-Lei Xin, Haji Akber Aisa. Piperidine Alkaloids with Diverse Skeletons from Anacyclus pyrethrum. Journal of natural products. 2018 06; 81(6):1474-1482. doi: 10.1021/acs.jnatprod.8b00239. [PMID: 29775308]
  • Xuebo Zhang, Peng Lei, Tengda Sun, Xiaoyu Jin, Xinling Yang, Yun Ling. Design, Synthesis, and Fungicidal Activity of Novel Thiosemicarbazide Derivatives Containing Piperidine Fragments. Molecules (Basel, Switzerland). 2017 Dec; 22(12):. doi: 10.3390/molecules22122085. [PMID: 29232885]
  • Jian-Cheng Ni, Jian-Ting Shi, Qing-Wei Tan, Qi-Jian Chen. Phenylpropionamides, Piperidine, and Phenolic Derivatives from the Fruit of Ailanthus altissima. Molecules (Basel, Switzerland). 2017 Dec; 22(12):. doi: 10.3390/molecules22122107. [PMID: 29207525]
  • Surya N Meena, Mahesh S Majik, Sanjeev C Ghadi, Santosh G Tilve. Quick Identification of Piperidine Alkaloid from Roots of Grewia nervosa and Their Glucosidase Inhibitory Activity. Chemistry & biodiversity. 2017 Dec; 14(12):. doi: 10.1002/cbdv.201700400. [PMID: 29044865]
  • Ken Yamada, Margaret Brousseau, Wataru Honma, Akiko Iimura, Hidetomo Imase, Yuki Iwaki, Toshio Kawanami, Daniel LaSala, Guiqing Liang, Hironobu Mitani, Kazuhiko Nonomura, Osamu Ohmori, Meihui Pan, Dean F Rigel, Ichiro Umemura, Kayo Yasoshima, Guoming Zhu, Muneto Mogi. Discovery of a Novel Piperidine-Based Inhibitor of Cholesteryl Ester Transfer Protein (CETP) That Retains Activity in Hypertriglyceridemic Plasma. Journal of medicinal chemistry. 2017 10; 60(20):8466-8481. doi: 10.1021/acs.jmedchem.7b00900. [PMID: 29035537]
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  • Somnuk Bunsupa, Mami Yamazaki, Kazuki Saito. Lysine-derived Alkaloids: Overview and Update on Biosynthesis and Medicinal Applications with Emphasis on Quinolizidine Alkaloids. Mini reviews in medicinal chemistry. 2017; 17(12):1002-1012. doi: 10.2174/1389557516666160506151213. [PMID: 27151143]
  • Victor D A Silva, Carlos Cuevas, Patricia Muñoz, Monica Villa, Ulises Ahumada-Castro, Sandro Huenchuguala, Cleonice C Dos Santos, Fillipe M DE Araujo, Rafael S Ferreira, Vanessa B DA Silva, Juliana H C E Silva, Érica N Soares, Eudes S Velozo, Juan Segura-Aguilar, Silvia L Costa. Autophagy protects against neural cell death induced by piperidine alkaloids present in Prosopis juliflora (Mesquite). Anais da Academia Brasileira de Ciencias. 2017 Jan; 89(1):247-261. doi: 10.1590/0001-3765201720160477. [PMID: 28423083]
  • Suresh Paudel, Yongkai Cao, Shuohan Guo, Byeongkwan An, Kyeong-Man Kim, Seung Hoon Cheon. Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors. Bioorganic & medicinal chemistry. 2015 Oct; 23(19):6418-26. doi: 10.1016/j.bmc.2015.08.022. [PMID: 26337019]
  • F Ivy Carroll, Moses G Gichinga, Chad M Kormos, Rangan Maitra, Scott P Runyon, James B Thomas, S Wayne Mascarella, Ann M Decker, Hernán A Navarro. Design, synthesis, and pharmacological evaluation of JDTic analogs to examine the significance of the 3- and 4-methyl substituents. Bioorganic & medicinal chemistry. 2015 Oct; 23(19):6379-88. doi: 10.1016/j.bmc.2015.08.025. [PMID: 26342544]
  • P Patrizia Mangione, Stéphanie Deroo, Stephan Ellmerich, Vittorio Bellotti, Simon Kolstoe, Stephen P Wood, Carol V Robinson, Martin D Smith, Glenys A Tennent, Robert J Broadbridge, Claire E Council, Joanne R Thurston, Victoria A Steadman, Antonio K Vong, Christopher J Swain, Mark B Pepys, Graham W Taylor. Bifunctional crosslinking ligands for transthyretin. Open biology. 2015 Sep; 5(9):150105. doi: 10.1098/rsob.150105. [PMID: 26400472]
  • Philip N Collier, David Messersmith, Arnaud Le Tiran, Upul K Bandarage, Christina Boucher, Jon Come, Kevin M Cottrell, Veronique Damagnez, John D Doran, James P Griffith, Suvarna Khare-Pandit, Elaine B Krueger, Mark W Ledeboer, Brian Ledford, Yusheng Liao, Sudipta Mahajan, Cameron S Moody, Setu Roday, Tiansheng Wang, Jinwang Xu, Alex M Aronov. Discovery of Highly Isoform Selective Thiazolopiperidine Inhibitors of Phosphoinositide 3-Kinase γ. Journal of medicinal chemistry. 2015 Jul; 58(14):5684-8. doi: 10.1021/acs.jmedchem.5b00498. [PMID: 26121481]
  • Guoxin Wang, Longjian Chen, Tongmei Xian, Yujie Liang, Xintao Zhang, Zhen Yang, Ming Luo. Discovery and SAR study of piperidine-based derivatives as novel influenza virus inhibitors. Organic & biomolecular chemistry. 2014 Oct; 12(40):8048-60. doi: 10.1039/c4ob01079e. [PMID: 25184371]
  • Patrick R Gentry, Masaya Kokubo, Thomas M Bridges, Meredith J Noetzel, Hyekyung P Cho, Atin Lamsal, Emery Smith, Peter Chase, Peter S Hodder, Colleen M Niswender, J Scott Daniels, P Jeffrey Conn, Craig W Lindsley, Michael R Wood. Development of a highly potent, novel M5 positive allosteric modulator (PAM) demonstrating CNS exposure: 1-((1H-indazol-5-yl)sulfoneyl)-N-ethyl-N-(2-(trifluoromethyl)benzyl)piperidine-4-carboxamide (ML380). Journal of medicinal chemistry. 2014 Sep; 57(18):7804-10. doi: 10.1021/jm500995y. [PMID: 25147929]
  • Christopher L Cioffi, Nicoleta Dobri, Emily E Freeman, Michael P Conlon, Ping Chen, Douglas G Stafford, Daniel M C Schwarz, Kathy C Golden, Lei Zhu, Douglas B Kitchen, Keith D Barnes, Boglarka Racz, Qiong Qin, Enrique Michelotti, Charles L Cywin, William H Martin, Paul G Pearson, Graham Johnson, Konstantin Petrukhin. Design, synthesis, and evaluation of nonretinoid retinol binding protein 4 antagonists for the potential treatment of atrophic age-related macular degeneration and Stargardt disease. Journal of medicinal chemistry. 2014 Sep; 57(18):7731-57. doi: 10.1021/jm5010013. [PMID: 25210858]
  • Virpi Virjamo, Sirkka Sutinen, Riitta Julkunen-Tiitto. Combined effect of elevated UVB, elevated temperature and fertilization on growth, needle structure and phytochemistry of young Norway spruce (Picea abies) seedlings. Global change biology. 2014 Jul; 20(7):2252-60. doi: 10.1111/gcb.12464. [PMID: 24804850]
  • Carrie K Jones, Douglas J Sheffler, Richard Williams, Sataya B Jadhav, Andrew S Felts, Ryan D Morrison, Colleen M Niswender, J Scott Daniels, P Jeffrey Conn, Craig W Lindsley. Novel GlyT1 inhibitor chemotypes by scaffold hopping. Part 1: development of a potent and CNS penetrant [3.1.0]-based lead. Bioorganic & medicinal chemistry letters. 2014 Feb; 24(4):1067-70. doi: 10.1016/j.bmcl.2014.01.013. [PMID: 24461352]
  • Douglas J Sheffler, Michael T Nedelcovych, Richard Williams, Stephen C Turner, Brittany B Duerk, Megan R Robbins, Sataya B Jadhav, Colleen M Niswender, Carrie K Jones, P Jeffrey Conn, R Nathan Daniels, Craig W Lindsley. Novel GlyT1 inhibitor chemotypes by scaffold hopping. Part 2: development of a [3.3.0]-based series and other piperidine bioisosteres. Bioorganic & medicinal chemistry letters. 2014 02; 24(4):1062-6. doi: 10.1016/j.bmcl.2014.01.011. [PMID: 24462664]
  • Benedict T Green, Stephen T Lee, Kevin D Welch, Kip E Panter. Plant alkaloids that cause developmental defects through the disruption of cholinergic neurotransmission. Birth defects research. Part C, Embryo today : reviews. 2013 Dec; 99(4):235-46. doi: 10.1002/bdrc.21049. [PMID: 24339035]
  • Sandeep B Rajput, S Mohan Karuppayil. Small molecules inhibit growth, viability and ergosterol biosynthesis in Candida albicans. SpringerPlus. 2013 Dec; 2(1):26. doi: 10.1186/2193-1801-2-26. [PMID: 23449869]
  • Yu Tang, Yan Fu, Juan Xiong, Ming Li, Guang-Lei Ma, Guo-Xun Yang, Bang-Guo Wei, Yun Zhao, Hai-Yan Zhang, Jin-Feng Hu. Casuarinines A-J, lycodine-type alkaloids from Lycopodiastrum casuarinoides. Journal of natural products. 2013 Aug; 76(8):1475-84. doi: 10.1021/np4003355. [PMID: 23941108]
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  • Niina Aaltonen, Juha R Savinainen, Casandra Riera Ribas, Jani Rönkkö, Anne Kuusisto, Jani Korhonen, Dina Navia-Paldanius, Jukka Häyrinen, Piia Takabe, Heikki Käsnänen, Tatu Pantsar, Tuomo Laitinen, Marko Lehtonen, Sanna Pasonen-Seppänen, Antti Poso, Tapio Nevalainen, Jarmo T Laitinen. Piperazine and piperidine triazole ureas as ultrapotent and highly selective inhibitors of monoacylglycerol lipase. Chemistry & biology. 2013 Mar; 20(3):379-90. doi: 10.1016/j.chembiol.2013.01.012. [PMID: 23521796]
  • Katarzyna Cieślik-Boczula, Rafał Michał Petrus, Gottfried Köhler, Tadeusz Lis, Aleksander Koll. Interaction of piperidin derivative of Mannich base with DPPC liposomes. The journal of physical chemistry. B. 2013 Mar; 117(10):2938-46. doi: 10.1021/jp311825h. [PMID: 23425432]
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  • Shezeng Li, Xixuan Jin, Jian Chen. Effects of piperidine and piperideine alkaloids from the venom of red imported fire ants, Solenopsis invicta Buren, on Pythium ultimum Trow growth in vitro and the application of piperideine alkaloids to control cucumber damping-off in the greenhouse. Pest management science. 2012 Dec; 68(12):1546-52. doi: 10.1002/ps.3337. [PMID: 22685059]
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