Chaconine (BioDeep_00000395644)

Main id: BioDeep_00000003994

 

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

化学式: C45H73NO14 (851.5030797999999)
中文名称: 阿尔法卡茄碱, 卡茄碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
InChI: InChI=1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/t19-,20+,21-,22-,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34+,35+,36+,37+,38-,39+,40+,41-,42-,43+,44-,45-/m0/s1

描述信息

Alpha-Chaconine is a steroid saponin and a glycoalkaloid.
alpha-Chaconine is a natural product found in Solanum acaule, Solanum americanum, and other organisms with data available.

同义名列表

17 个代谢物同义名

(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol; .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.)-SOLANID-5-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->4))-; beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-4))-; 4-21-00-01401 (Beilstein Handbook Reference); .ALPHA.-CHACONINE [MI]; .alpha.-Chaconine; alpha-?Chaconine; alpha -Chaconine; alpha-Chaconine; UNII-5QOL0LIM81; ??-?Chaconine; α-​Chaconine; α-Chaconine; 5QOL0LIM81; Chaconine; Conine; alpha-Chaconine



数据库引用编号

14 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)

0 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

  • Ekta Bhattacharya, Suparna Mandal Biswas, Panchanan Pramanik. Maleic and L-tartaric acids as new anti-sprouting agents for potatoes during storage in comparison to other efficient sprout suppressants. Scientific reports. 2021 10; 11(1):20029. doi: 10.1038/s41598-021-99187-y. [PMID: 34625595]
  • Masaru Nakayasu, Naoyuki Umemoto, Ryota Akiyama, Kiyoshi Ohyama, Hyoung J Lee, Haruka Miyachi, Bunta Watanabe, Toshiya Muranaka, Kazuki Saito, Yukihiro Sugimoto, Masaharu Mizutani. Characterization of C-26 aminotransferase, indispensable for steroidal glycoalkaloid biosynthesis. The Plant journal : for cell and molecular biology. 2021 10; 108(1):81-92. doi: 10.1111/tpj.15426. [PMID: 34273198]
  • Ryota Akiyama, Bunta Watanabe, Masaru Nakayasu, Hyoung Jae Lee, Junpei Kato, Naoyuki Umemoto, Toshiya Muranaka, Kazuki Saito, Yukihiro Sugimoto, Masaharu Mizutani. The biosynthetic pathway of potato solanidanes diverged from that of spirosolanes due to evolution of a dioxygenase. Nature communications. 2021 02; 12(1):1300. doi: 10.1038/s41467-021-21546-0. [PMID: 33637735]
  • Miia J Rainio, Aigi Margus, Valtteri Virtanen, Leena Lindström, Juha-Pekka Salminen, Kari Saikkonen, Marjo Helander. Glyphosate-based herbicide has soil-mediated effects on potato glycoalkaloids and oxidative status of a potato pest. Chemosphere. 2020 Nov; 258(?):127254. doi: 10.1016/j.chemosphere.2020.127254. [PMID: 32559492]
  • Rosanna C Hennessy, Søren D Nielsen, Mathias Greve-Poulsen, Lotte Bach Larsen, Ole Bandsholm Sørensen, Peter Stougaard. Discovery of a Bacterial Gene Cluster for Deglycosylation of Toxic Potato Steroidal Glycoalkaloids α-Chaconine and α-Solanine. Journal of agricultural and food chemistry. 2020 Feb; 68(5):1390-1396. doi: 10.1021/acs.jafc.9b07632. [PMID: 31935098]
  • Weina Zhang, Cunwu Zuo, Zhongjian Chen, Yichen Kang, Shuhao Qin. RNA Sequencing Reveals That Both Abiotic and Biotic Stress-Responsive Genes are Induced during Expression of Steroidal Glycoalkaloid in Potato Tuber Subjected to Light Exposure. Genes. 2019 11; 10(11):. doi: 10.3390/genes10110920. [PMID: 31718041]
  • Rémi Beaulieu, Eric Grand, Imane Stasik, Jacques Attoumbré, Quentin Chesnais, Virginie Gobert, Arnaud Ameline, Philippe Giordanengo, José Kovensky. Synthesis and insecticidal activities of novel solanidine derivatives. Pest management science. 2019 Mar; 75(3):793-800. doi: 10.1002/ps.5180. [PMID: 30136365]
  • Paul Dahlin, Marion C Müller, Sophia Ekengren, Lauren S McKee, Vincent Bulone. The Impact of Steroidal Glycoalkaloids on the Physiology of Phytophthora infestans, the Causative Agent of Potato Late Blight. Molecular plant-microbe interactions : MPMI. 2017 07; 30(7):531-542. doi: 10.1094/mpmi-09-16-0186-r. [PMID: 28510502]
  • Naoyuki Umemoto, Masaru Nakayasu, Kiyoshi Ohyama, Mari Yotsu-Yamashita, Masaharu Mizutani, Hikaru Seki, Kazuki Saito, Toshiya Muranaka. Two Cytochrome P450 Monooxygenases Catalyze Early Hydroxylation Steps in the Potato Steroid Glycoalkaloid Biosynthetic Pathway. Plant physiology. 2016 08; 171(4):2458-67. doi: 10.1104/pp.16.00137. [PMID: 27307258]
  • Louise Vida Traill Shepherd, Christine Anne Hackett, Colin James Alexander, James William McNicol, Julia Anne Sungurtas, Diane McRae, Kent Frank McCue, William Richardson Belknap, Howard Vivian Davies. Impact of light-exposure on the metabolite balance of transgenic potato tubers with modified glycoalkaloid biosynthesis. Food chemistry. 2016 Jun; 200(?):263-73. doi: 10.1016/j.foodchem.2015.12.095. [PMID: 26830588]
  • A F Sánchez-Maldonado, A Schieber, M G Gänzle. Antifungal activity of secondary plant metabolites from potatoes (Solanum tuberosum L.): Glycoalkaloids and phenolic acids show synergistic effects. Journal of applied microbiology. 2016 Apr; 120(4):955-65. doi: 10.1111/jam.13056. [PMID: 26786886]
  • Mohammad B Hossain, Nigel P Brunton, Dilip K Rai. Effect of Drying Methods on the Steroidal Alkaloid Content of Potato Peels, Shoots and Berries. Molecules (Basel, Switzerland). 2016 Mar; 21(4):403. doi: 10.3390/molecules21040403. [PMID: 27023503]
  • Roberta Fogliatto Mariot, Luisa Abruzzi de Oliveira, Marleen M Voorhuijzen, Martijn Staats, Ronald C B Hutten, Jeroen P van Dijk, Esther J Kok, Jeverson Frazzon. Characterization and Transcriptional Profile of Genes Involved in Glycoalkaloid Biosynthesis in New Varieties of Solanum tuberosum L. Journal of agricultural and food chemistry. 2016 Feb; 64(4):988-96. doi: 10.1021/acs.jafc.5b05519. [PMID: 26768994]
  • Emanuela Ventrella, Zbigniew Adamski, Ewa Chudzińska, Mariola Miądowicz-Kobielska, Paweł Marciniak, Ender Büyükgüzel, Kemal Büyükgüzel, Meltem Erdem, Patrizia Falabella, Laura Scrano, Sabino Aurelio Bufo. Solanum tuberosum and Lycopersicon esculentum Leaf Extracts and Single Metabolites Affect Development and Reproduction of Drosophila melanogaster. PloS one. 2016; 11(5):e0155958. doi: 10.1371/journal.pone.0155958. [PMID: 27213896]
  • Mendel Friedman. Chemistry and anticarcinogenic mechanisms of glycoalkaloids produced by eggplants, potatoes, and tomatoes. Journal of agricultural and food chemistry. 2015 Apr; 63(13):3323-37. doi: 10.1021/acs.jafc.5b00818. [PMID: 25821990]
  • Xiuyao Zhang, Xinxin Cai, Xiaoyi Zhang. [Determination of alpha-solanine, alpha-chaconine and solanidine in plasma and urine by ultra-performance liquid chromatography-triple quadrupole mass spectrometry]. Se pu = Chinese journal of chromatography. 2014 Jun; 32(6):586-90. doi: 10.3724/sp.j.1123.2014.03001. [PMID: 25269255]
  • Jesus Valcarcel, Kim Reilly, Michael Gaffney, Nora O'Brien. Effect of genotype and environment on the glycoalkaloid content of rare, heritage, and commercial potato varieties. Journal of food science. 2014 May; 79(5):T1039-48. doi: 10.1111/1750-3841.12443. [PMID: 24697731]
  • Shiro Yamashoji, Takako Matsuda. Synergistic cytotoxicity induced by α-solanine and α-chaconine. Food chemistry. 2013 Nov; 141(2):669-74. doi: 10.1016/j.foodchem.2013.03.104. [PMID: 23790833]
  • Erik V Petersson, Usman Arif, Vera Schulzova, Veronika Krtková, Jana Hajšlová, Johan Meijer, Hans Christer Andersson, Lisbeth Jonsson, Folke Sitbon. Glycoalkaloid and calystegine levels in table potato cultivars subjected to wounding, light, and heat treatments. Journal of agricultural and food chemistry. 2013 Jun; 61(24):5893-902. doi: 10.1021/jf400318p. [PMID: 23692427]
  • Olivia M Kenny, Catherine M McCarthy, Nigel P Brunton, Mohammad B Hossain, Dilip K Rai, Stuart G Collins, Peter W Jones, Anita R Maguire, Nora M O'Brien. Anti-inflammatory properties of potato glycoalkaloids in stimulated Jurkat and Raw 264.7 mouse macrophages. Life sciences. 2013 Apr; 92(13):775-82. doi: 10.1016/j.lfs.2013.02.006. [PMID: 23454444]
  • Hannah Deusser, Cédric Guignard, Lucien Hoffmann, Danièle Evers. Polyphenol and glycoalkaloid contents in potato cultivars grown in Luxembourg. Food chemistry. 2012 Dec; 135(4):2814-24. doi: 10.1016/j.foodchem.2012.07.028. [PMID: 22980877]
  • Jacques Attoumbré, David Lesur, Philippe Giordanengo, Sylvie Baltora-Rosset. Preparative separation of glycoalkaloids α-solanine and α-chaconine by centrifugal partition chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Nov; 908(?):150-4. doi: 10.1016/j.jchromb.2012.09.025. [PMID: 23040988]
  • Søren Langkilde, Malene Schrøder, Thomas Frank, Louise V T Shepherd, Sean Conner, Howard V Davies, Otto Meyer, Jürgen Danier, Michael Rychlik, William R Belknap, Kent F McCue, Karl-Heinz Engel, Derek Stewart, Ib Knudsen, Morten Poulsen. Compositional and toxicological analysis of a GM potato line with reduced α-solanine content--a 90-day feeding study in the Syrian Golden hamster. Regulatory toxicology and pharmacology : RTP. 2012 Oct; 64(1):177-85. doi: 10.1016/j.yrtph.2012.06.018. [PMID: 22796474]
  • Idit Ginzberg, Muddarangappa Thippeswamy, Edna Fogelman, Ufuk Demirel, Alice M Mweetwa, James Tokuhisa, Richard E Veilleux. Induction of potato steroidal glycoalkaloid biosynthetic pathway by overexpression of cDNA encoding primary metabolism HMG-CoA reductase and squalene synthase. Planta. 2012 Jun; 235(6):1341-53. doi: 10.1007/s00425-011-1578-6. [PMID: 22205426]
  • Raja S Payyavula, Duroy A Navarre, Joseph C Kuhl, Alberto Pantoja, Syamkumar S Pillai. Differential effects of environment on potato phenylpropanoid and carotenoid expression. BMC plant biology. 2012 Mar; 12(?):39. doi: 10.1186/1471-2229-12-39. [PMID: 22429339]
  • Fang Sun, Shengyu Li, Dajun He, Gang Cao, Xiuzhen Ni, Guihua Tai, Yifa Zhou, Deli Wang. Effects of glycoalkaloids from Solanum plants on cucumber root growth. Phytochemistry. 2010 Sep; 71(13):1534-8. doi: 10.1016/j.phytochem.2010.06.002. [PMID: 20591452]
  • Cecil Stushnoff, Laurence J M Ducreux, Robert D Hancock, Pete E Hedley, David G Holm, Gordon J McDougall, James W McNicol, Jenny Morris, Wayne L Morris, Julie A Sungurtas, Susan R Verrall, Tatiana Zuber, Mark A Taylor. Flavonoid profiling and transcriptome analysis reveals new gene-metabolite correlations in tubers of Solanum tuberosum L. Journal of experimental botany. 2010 Feb; 61(4):1225-38. doi: 10.1093/jxb/erp394. [PMID: 20110266]
  • Lavanya Reddivari, Jairam Vanamala, Stephen H Safe, J Creighton Miller. The bioactive compounds alpha-chaconine and gallic acid in potato extracts decrease survival and induce apoptosis in LNCaP and PC3 prostate cancer cells. Nutrition and cancer. 2010; 62(5):601-10. doi: 10.1080/01635580903532358. [PMID: 20574921]
  • Ming-Kun Lu, Pei-Hsieng Chen, Yuan-Wei Shih, Ya-Ting Chang, En-Tze Huang, Cheng-Ruei Liu, Pin-Shern Chen. alpha-Chaconine inhibits angiogenesis in vitro by reducing matrix metalloproteinase-2. Biological & pharmaceutical bulletin. 2010; 33(4):622-30. doi: 10.1248/bpb.33.622. [PMID: 20410596]
  • Søren Langkilde, Tafadzwa Mandimika, Malene Schrøder, Otto Meyer, Wout Slob, Ad Peijnenburg, Morten Poulsen. A 28-day repeat dose toxicity study of steroidal glycoalkaloids, alpha-solanine and alpha-chaconine in the Syrian Golden hamster. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2009 Jun; 47(6):1099-108. doi: 10.1016/j.fct.2009.01.045. [PMID: 19217925]
  • Pia H Jensen, Bjarne W Strobel, Hans Christian B Hansen, Ole Stig Jacobsen. Fate of toxic potato glycoalkaloids in a potato field. Journal of agricultural and food chemistry. 2009 Apr; 57(7):2862-7. doi: 10.1021/jf803564v. [PMID: 19253952]
  • Salvatore Savarese, Anna Andolfi, Alessio Cimmino, Domenico Carputo, Luigi Frusciante, Antonio Evidente. Glycoalkaloids as biomarkers for recognition of cultivated, wild, and somatic hybrids of potato. Chemistry & biodiversity. 2009 Apr; 6(4):437-46. doi: 10.1002/cbdv.200800247. [PMID: 19353547]
  • Søren Langkilde, Malene Schrøder, Derek Stewart, Otto Meyer, Sean Conner, Howard Davies, Morten Poulsen. Acute toxicity of high doses of the glycoalkaloids, alpha-solanine and alpha-chaconine, in the Syrian Golden hamster. Journal of agricultural and food chemistry. 2008 Sep; 56(18):8753-60. doi: 10.1021/jf8012794. [PMID: 18710251]
  • Kirsten Kørup Sørensen, Hanne Grethe Kirk, Kerstin Olsson, Rodrigo Labouriau, Jørgen Christiansen. A major QTL and an SSR marker associated with glycoalkaloid content in potato tubers from Solanum tuberosum x S. sparsipilum located on chromosome I. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2008 Jun; 117(1):1-9. doi: 10.1007/s00122-008-0745-z. [PMID: 18373078]
  • Pinchas Krits, Edna Fogelman, Idit Ginzberg. Potato steroidal glycoalkaloid levels and the expression of key isoprenoid metabolic genes. Planta. 2007 Dec; 227(1):143-50. doi: 10.1007/s00425-007-0602-3. [PMID: 17701426]
  • Tafadzwa Mandimika, Hakan Baykus, Yvonne Vissers, Prescilla Jeurink, Jenneke Poortman, Cutberto Garza, Harry Kuiper, Ad Peijnenburg. Differential gene expression in intestinal epithelial cells induced by single and mixtures of potato glycoalkaloids. Journal of agricultural and food chemistry. 2007 Nov; 55(24):10055-66. doi: 10.1021/jf0724320. [PMID: 17973450]
  • Michael J Wach, Stuart B Krasnoff, Rosemary Loria, Donna M Gibson. Effect of carbohydrates on the production of thaxtomin A by Streptomyces acidiscabies. Archives of microbiology. 2007 Jul; 188(1):81-8. doi: 10.1007/s00203-007-0225-x. [PMID: 17340119]
  • Mendel Friedman, Kap-Rang Lee, Hyun-Jeong Kim, In-Seon Lee, Nobuyuke Kozukue. Anticarcinogenic effects of glycoalkaloids from potatoes against human cervical, liver, lymphoma, and stomach cancer cells. Journal of agricultural and food chemistry. 2005 Jul; 53(15):6162-9. doi: 10.1021/jf050620p. [PMID: 16029012]
  • Ivonne M C M Rietjens, Martijn J Martena, Marelle G Boersma, Wim Spiegelenberg, Gerrit M Alink. Molecular mechanisms of toxicity of important food-borne phytotoxins. Molecular nutrition & food research. 2005 Feb; 49(2):131-58. doi: 10.1002/mnfr.200400078. [PMID: 15635687]
  • Marja Turakainen, Tiina Väänänen, Katja Anttila, Velimatti Ollilainen, Helinä Hartikainen, Mervi Seppänen. Effect of selenate supplementation on glycoalkaloid content of potato (Solanum tuberosum L.). Journal of agricultural and food chemistry. 2004 Nov; 52(23):7139-43. doi: 10.1021/jf049132s. [PMID: 15537329]
  • Marlène Backleh, Perihan Ekici, Günther Leupold, Mehmet Coelhan, Harun Parlar. Enrichment of the glycoalkaloids alpha-solanine and alpha-chaconine from potato juice by adsorptive bubble separation using a pH gradient. Journal of separation science. 2004 Aug; 27(12):1042-4. doi: 10.1002/jssc.200301685. [PMID: 15352726]
  • Kap-Rang Lee, Nobuyuki Kozukue, Jae-Sook Han, Joon-Hong Park, Eun-Young Chang, Eun-Jung Baek, Jong-Sun Chang, Mendel Friedman. Glycoalkaloids and metabolites inhibit the growth of human colon (HT29) and liver (HepG2) cancer cells. Journal of agricultural and food chemistry. 2004 May; 52(10):2832-9. doi: 10.1021/jf030526d. [PMID: 15137822]
  • Christine A Armer. Colorado potato beetle toxins revisited: evidence the beetle does not sequester host plant glycoalkaloids. Journal of chemical ecology. 2004 Apr; 30(4):883-8. doi: 10.1023/b:joec.0000028495.26931.c7. [PMID: 15260230]
  • Yaroslav I Korpan, Elena A Nazarenko, Irina V Skryshevskaya, Claude Martelet, Nicole Jaffrezic-Renault, Anna V El'skaya. Potato glycoalkaloids: true safety or false sense of security?. Trends in biotechnology. 2004 Mar; 22(3):147-51. doi: 10.1016/j.tibtech.2004.01.009. [PMID: 15036866]
  • Mendel Friedman, James N Roitman, Nobuyuki Kozukue. Glycoalkaloid and calystegine contents of eight potato cultivars. Journal of agricultural and food chemistry. 2003 May; 51(10):2964-73. doi: 10.1021/jf021146f. [PMID: 12720378]
  • Magdalena Zuk, Anna Prescha, Jan Kepczyński, Jan Szopa. ADP ribosylation factor regulates metabolism and antioxidant capacity of transgenic potato tubers. Journal of agricultural and food chemistry. 2003 Jan; 51(1):288-94. doi: 10.1021/jf020779r. [PMID: 12502423]
  • Giuliana Bianco, Philippe Schmitt-Kopplin, Giuseppe De Benedetto, Antonius Kettrup, Tommaso R I Cataldi. Determination of glycoalkaloids and relative aglycones by nonaqueous capillary electrophoresis coupled with electrospray ionization-ion trap mass spectrometry. Electrophoresis. 2002 Sep; 23(17):2904-12. doi: 10.1002/1522-2683(200209)23:17<2904::aid-elps2904>3.0.co;2-1. [PMID: 12207298]
  • Fabrizio Esposito, Vincenzo Fogliano, Teodoro Cardi, Domenico Carputo, Edgardo Filippone. Glycoalkaloid content and chemical composition of potatoes improved with nonconventional breeding approaches. Journal of agricultural and food chemistry. 2002 Mar; 50(6):1553-61. doi: 10.1021/jf010520t. [PMID: 11879036]
  • M Morillo, V Lequart, E Grand, G Goethals, A Usubillaga, P Villa, P Martin. Synthesis of peracetylated chacotriose. Carbohydrate research. 2001 Sep; 334(4):281-7. doi: 10.1016/s0008-6215(01)00193-8. [PMID: 11527529]
  • J G Roddick, M Weissenberg, A L Leonard. Membrane disruption and enzyme inhibition by naturally-occurring and modified chacotriose-containing Solanum steroidal glycoalkaloids. Phytochemistry. 2001 Mar; 56(6):603-10. doi: 10.1016/s0031-9422(00)00420-9. [PMID: 11281138]
  • D R Driedger, P Sporns. Immunoaffinity sample purification and MALDI-TOF MS analysis of alpha-Solanine and alpha-chaconine in serum. Journal of agricultural and food chemistry. 2001 Feb; 49(2):543-8. doi: 10.1021/jf0004513. [PMID: 11261989]
  • N Kozukue, H Tsuchida, M Friedman. Tracer studies on the incorporation of [2-14C]-DL-mevalonate into chlorophylls a and b, alpha-chaconine, and alpha-solanine of potato sprouts. Journal of agricultural and food chemistry. 2001 Jan; 49(1):92-7. doi: 10.1021/jf0003348. [PMID: 11170564]
  • M L McWilliams, J T Blankemeyer, M Friedman. The folic acid analogue methotrexate protects frog embryo cell membranes against damage by the potato glycoalkaloid alpha-chaconine. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2000 Oct; 38(10):853-9. doi: 10.1016/s0278-6915(00)00090-9. [PMID: 11039318]
  • D S McGehee, M D Krasowski, D L Fung, B Wilson, G A Gronert, J Moss. Cholinesterase inhibition by potato glycoalkaloids slows mivacurium metabolism. Anesthesiology. 2000 Aug; 93(2):510-9. doi: 10.1097/00000542-200008000-00031. [PMID: 10910502]
  • A Nitithamyong, J H Vonelbe, R M Wheeler, T W Tibbitts. Glycoalkaloids in potato tubers grown under controlled environments. American potato journal. 1999 Nov; 76(6):337-43. doi: 10.1007/bf02910006. [PMID: 11543354]
  • M S Brown, G M McDonald, M Friedman. Sampling leaves of young potato (Solanum tuberosum) plants for glycoalkaloid analysis. Journal of agricultural and food chemistry. 1999 Jun; 47(6):2331-4. doi: 10.1021/jf981124m. [PMID: 10794631]
  • H N Nigg, L E Ramos, E M Graham, J Sterling, S Brown, J A Cornell. Inhibition of human plasma and serum butyrylcholinesterase (EC 3.1.1.8) by alpha-chaconine and alpha-solanine. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1996 Oct; 33(2):272-81. doi: 10.1006/faat.1996.0165. [PMID: 8921346]
  • B J Phillips, J A Hughes, J C Phillips, D G Walters, D Anderson, C S Tahourdin. A study of the toxic hazard that might be associated with the consumption of green potato tops. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1996 May; 34(5):439-48. doi: 10.1016/0278-6915(96)87354-6. [PMID: 8655092]
  • M Friedman, P R Henika, B E Mackey. Feeding of potato, tomato and eggplant alkaloids affects food consumption and body and liver weights in mice. The Journal of nutrition. 1996 Apr; 126(4):989-99. doi: 10.1093/jn/126.4.989. [PMID: 8613903]
  • E A Keukens, T de Vrije, C H Fabrie, R A Demel, W M Jongen, B de Kruijff. Dual specificity of sterol-mediated glycoalkaloid induced membrane disruption. Biochimica et biophysica acta. 1992 Oct; 1110(2):127-36. doi: 10.1016/0005-2736(92)90349-q. [PMID: 1390841]
  • K E Hellenäs, E Cekan, P Slanina, K Bergman. Studies of embryotoxicity and the incidence of external malformations after continuous intravenous infusion of alpha-chaconine in pregnant rats. Pharmacology & toxicology. 1992 May; 70(5 Pt 1):381-3. doi: 10.1111/j.1600-0773.1992.tb00491.x. [PMID: 1608927]
  • K E Hellenäs, A Nyman, P Slanina, L Lööf, J Gabrielsson. Determination of potato glycoalkaloids and their aglycone in blood serum by high-performance liquid chromatography. Application to pharmacokinetic studies in humans. Journal of chromatography. 1992 Jan; 573(1):69-78. doi: 10.1016/0378-4347(92)80476-7. [PMID: 1564109]
  • J M Wierenga, R M Hollingworth. Inhibition of insect acetylcholinesterase by the potato glycoalkaloid alpha-chaconine. Natural toxins. 1992; 1(2):96-9. doi: 10.1002/nt.2620010207. [PMID: 1344914]
  • M Friedman, J R Rayburn, J A Bantle. Developmental toxicology of potato alkaloids in the frog embryo teratogenesis assay--Xenopus (FETAX). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1991 Aug; 29(8):537-47. doi: 10.1016/0278-6915(91)90046-a. [PMID: 1894220]
  • J de Kanel, L Dunlap, T D Hall. Extending the detection limit of the TDx fluorescence polarization immunoassay for benzoylecgonine in urine. Clinical chemistry. 1989 Oct; 35(10):2110-2. doi: 10.1093/clinchem/35.10.2110. [PMID: 2791279]
  • T W Tibbitts, R M Wheeler. Utilization of potatoes in bioregenerative life support systems. Advances in space research : the official journal of the Committee on Space Research (COSPAR). 1987; 7(4):115-22. doi: 10.1016/0273-1177(87)90042-1. [PMID: 11537260]
  • S O Alozie, R P Sharma, D K Salunkhe. Excretion of alpha-chaconine-3H, a steroidal glycoalkaloid from Solanum tuberosum L. and its metabolites in hamsters. Pharmacological research communications. 1979 Jun; 11(6):483-90. doi: 10.1016/s0031-6989(79)80020-x. [PMID: 504322]
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