Hyoscyamine (BioDeep_00000406224)

Main id: BioDeep_00000000748

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (3-ENDO)-8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, (.ALPHA.S)-

化学式: C17H23NO3 (289.1678)
中文名称: 莨菪碱, 菱胺, L-天仙子胺, L-莨菪碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1C2CCC1CC(C2)OC(=O)C(CO)C1=CC=CC=C1
InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3

描述信息

(S)-atropine is an atropine with a 2S-configuration. It is functionally related to a (S)-tropic acid. It is a conjugate base of a (S)-atropinium.
Hyoscyamine is a tropane alkaloid and the levo-isomer of [atropine]. It is commonly extracted from plants in the Solanaceae or nightshade family. Research into the action of hyoscyamine in published literature dates back to 1826. Hyoscyamine is used for a wide variety of treatments and therapeutics due to its antimuscarinic properties. Although hyoscyamine is marketed in the United States, it is not FDA approved.
Hyoscyamine as a natural plant alkaloid derivative and anticholinergic that is used to treat mild to moderate nausea, motion sickness, hyperactive bladder and allergic rhinitis. Hyoscyamine has not been implicated in causing liver enzyme elevations or clinically apparent acute liver injury.
L-Hyoscyamine is a natural product found in Datura ferox, Crenidium spinescens, and other organisms with data available.
Hyoscyamine is a belladonna alkaloid derivative and the levorotatory form of racemic atropine isolated from the plants Hyoscyamus niger or Atropa belladonna, which exhibits anticholinergic activity. Hyoscyamine functions as a non-selective, competitive antagonist of muscarinic receptors, thereby inhibiting the parasympathetic activities of acetylcholine on the salivary, bronchial, and sweat glands, as well as the eye, heart, bladder, and gastrointestinal tract. These inhibitory effects cause a decrease in saliva, bronchial mucus, gastric juices, and sweat. Furthermore, its inhibitory action on smooth muscle prevents bladder contraction and decreases gastrointestinal motility.
The 3(S)-endo isomer of atropine.
A - Alimentary tract and metabolism > A03 - Drugs for functional gastrointestinal disorders > A03B - Belladonna and derivatives, plain > A03BA - Belladonna alkaloids, tertiary amines
C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D009184 - Mydriatics
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D002491 - Central Nervous System Agents
An atropine with a 2S-configuration.
Annotation level-1
L-Hyoscyamine (Daturine), a natural plant tropane alkaloid, is a potent and competitive muscarinic receptor (MR) antagonist. L-Hyoscyamine is a levo-isomer to Atropine (HY-B1205)[1][2].
L-Hyoscyamine (Daturine), a natural plant tropane alkaloid, is a potent and competitive muscarinic receptor (MR) antagonist. L-Hyoscyamine is a levo-isomer to Atropine (HY-B1205)[1][2].
L-Hyoscyamine (Daturine), a natural plant tropane alkaloid, is a potent and competitive muscarinic receptor (MR) antagonist. L-Hyoscyamine is a levo-isomer to Atropine (HY-B1205)[1][2].

同义名列表

89 个代谢物同义名

BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (3-ENDO)-8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, (.ALPHA.S)-; Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, (.alpha.S)-; Benzeneacetic acid, alpha-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, (alphaS)-; Benzeneacetic acid, alpha-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (alphaS)-; Benzeneacetic acid, alpha-(hydroxymethyl)-, 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (3(S)-endo)-; Benzeneacetic acid, a-(hydroxymethyl)-, (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, (aS)-; [3(S)-endo]-alpha-(hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; [3(S)-endo]-a-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; (2S)-3-hydroxy-2-phenylpropanoic acid [(5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester; [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenyl-propanoate; [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate; [(1S,5R)-8-methyl-8-Azabicyclo[3.2.1]Oct-3-yl] (2S)-3-Hydroxy-2-Phenyl-Propanoate; (1s,5r)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2s)-3-hydroxy-2-phenylpropanoate; (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate; (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate; (3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate; (1R,5S)-8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL (2R)-3-HYDROXY-2-PHENYLPROPANOATE; (8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)(2R)-3-hydroxy-2-phenylpropanoate; 1alphaH,5alphaH-Tropan-3alpha-ol (-)-tropate (ester); tropan-3alpha-yl (2S)-3-hydroxy-2-phenylpropanoate; Tropic acid, (-)-, ester with tropine; Atropine Sulfate, 3(S)-endo-Isomer; L-TROPIC ACID ESTER WITH TROPINE; Hyoscyamine Sulfate Anhydrous; Tropine, (-)-tropate (ester); HYOSCYAMINE [USP MONOGRAPH]; RKUNBYITZUJHSG-FXUDXRNXSA-N; Atropine, 3(S)-endo-Isomer; Hyoscyamine Hydrochloride; Hyoscyamine Hydrobromide; (S)-(leo)-hyoscyamine; Hyoscyamine [USP:BAN]; Tropine, (-)-tropate; HYOSCYAMINE [WHO-DD]; HYOSCYAMINUM [HPUS]; HYOSCYAMINE [MART.]; (3beta)-Hyoscyamine; Hyoscyamine Sulfate; HYOSCYAMINE [VANDF]; (S)-(-)-Hyoscyamine; HYOSCYAMINE [HSDB]; (leo)-hyoscyamine; Hyoscyamine (USP); Prestwick3_000233; Tropine-L-tropate; L-Tropine tropate; HYOSCYAMINE [MI]; (-)-Hyoscyamine; Hyoscyamine, l-; Hyoscyamine (L); UNII-PX44XO846X; l-Hyopscyamine; (-)-Hyoscyamin; Atropine, (s)-; (leo)-atropine; 1-Hyoscyamine; L-Hyoscyamine; BPBio1_000337; ENDO-ATROPINE; Symax Duotab; L-Hyoscamine; Hyoscyaminum; (-)-Atropine; (S)-Atropine; Levsinex SR; Bellafoline; Hyoscyamine; (S)atropine; l-Atropine; Hyocyamine; PX44XO846X; Duboisine; Levsin SL; Cystospaz; Daturine; Symax SR; Symax SL; Cytospaz; Anaspaz; Daturin; Hyosyne; Hyospaz; Levbid; Levsin; 2arm; HYO; OIN; L-Hyoscyamine; (-)-Atropine



数据库引用编号

39 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)

257 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 9 ABCB1, ARG1, CAT, FTO, MMP3, ODC1, TLR3, TLR4, TLR7
Peripheral membrane protein 2 ACHE, CYP1B1
Endosome membrane 4 TLR3, TLR4, TLR7, TLR8
Endoplasmic reticulum membrane 4 CYP1B1, TLR3, TLR7, TLR8
Nucleus 4 ACHE, ARG1, FTO, MMP3
cytosol 7 ARG1, CAT, FTO, GPT, MMP3, ODC1, SRM
nucleoplasm 1 FTO
Cell membrane 4 ABCB1, ACHE, TLR4, TNFRSF21
Cytoplasmic granule 1 ARG1
Multi-pass membrane protein 2 ABCB1, CACNA1I
Synapse 1 ACHE
cell surface 3 ABCB1, ACHE, TLR4
Golgi apparatus 1 ACHE
Golgi membrane 3 TLR3, TLR7, TLR8
lysosomal membrane 1 TLR3
neuromuscular junction 1 ACHE
Lysosome 1 TLR7
endosome 2 TLR7, TLR8
plasma membrane 11 ABCB1, ACHE, BCHE, CACNA1I, FTO, GCG, TLR3, TLR4, TLR7, TLR8, TNFRSF21
Membrane 9 ABCB1, ACHE, CACNA1I, CAT, CYP1B1, TLR3, TLR4, TLR7, TLR8
apical plasma membrane 1 ABCB1
extracellular exosome 3 ABCB1, CAT, GPT
endoplasmic reticulum 1 TLR7
extracellular space 8 ACHE, ARG1, BCHE, GCG, IL10, IL4, MMP3, TLR3
perinuclear region of cytoplasm 2 ACHE, TLR4
mitochondrion 3 CAT, CYP1B1, MMP3
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 3 CAT, CYP1B1, FTO
Microsome membrane 1 CYP1B1
Single-pass type I membrane protein 5 TLR3, TLR4, TLR7, TLR8, TNFRSF21
Secreted 6 ACHE, BCHE, GCG, IL10, IL4, MMP3
extracellular region 8 ACHE, ARG1, BCHE, CAT, GCG, IL10, IL4, MMP3
Single-pass membrane protein 1 TLR3
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
external side of plasma membrane 2 TLR4, TLR8
Early endosome 2 TLR3, TLR4
Apical cell membrane 1 ABCB1
focal adhesion 1 CAT
extracellular matrix 2 MMP3, TLR3
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
nuclear speck 1 FTO
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 TLR4, TLR7
phagocytic cup 1 TLR4
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
Endomembrane system 2 TLR7, TLR8
Nucleus speckle 1 FTO
side of membrane 1 ACHE
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, GCG
endoplasmic reticulum lumen 2 BCHE, GCG
voltage-gated calcium channel complex 1 CACNA1I
specific granule lumen 1 ARG1
azurophil granule lumen 1 ARG1
nuclear envelope lumen 1 BCHE
synaptic cleft 1 ACHE
external side of apical plasma membrane 1 ABCB1
endolysosome membrane 3 TLR3, TLR7, TLR8
early phagosome 1 TLR7
Cytoplasmic vesicle, phagosome 1 TLR7
[Glucagon-like peptide 1]: Secreted 1 GCG
catalase complex 1 CAT
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Yuqin Gou, Yanming Jing, Jiaxin Song, Mohammad Mahmoud Nagdy, Chao Peng, Lingjiang Zeng, Min Chen, Xiaozhong Lan, Zun Lai Lai Htun, Zhihua Liao, Yan Li. A novel bHLH gene responsive to low nitrogen positively regulates the biosynthesis of medicinal tropane alkaloids in Atropa belladonna. International journal of biological macromolecules. 2024 May; 266(Pt 1):131012. doi: 10.1016/j.ijbiomac.2024.131012. [PMID: 38522709]
  • Juan M Minoia, María E Villanueva, Guillermo J Copello, Julián Rodríguez Talou, Alejandra B Cardillo. Recycling of hyoscyamine 6β-hydroxylase for the in vitro production of anisodamine and scopolamine. Applied microbiology and biotechnology. 2023 Apr; ?(?):. doi: 10.1007/s00253-023-12537-w. [PMID: 37099059]
  • Yong-Jiang Wang, Tian Tain, Jia-Yi Yu, Jie Li, Bingyan Xu, Jianghua Chen, John C D'Auria, Jian-Ping Huang, Sheng-Xiong Huang. Genomic and structural basis for evolution of tropane alkaloid biosynthesis. Proceedings of the National Academy of Sciences of the United States of America. 2023 Apr; 120(17):e2302448120. doi: 10.1073/pnas.2302448120. [PMID: 37068250]
  • Fangyuan Zhang, Fei Qiu, Junlan Zeng, Zhichao Xu, Yueli Tang, Tengfei Zhao, Yuqin Gou, Fei Su, Shiyi Wang, Xiuli Sun, Zheyong Xue, Weixing Wang, Chunxian Yang, Lingjiang Zeng, Xiaozhong Lan, Min Chen, Junhui Zhou, Zhihua Liao. Revealing evolution of tropane alkaloid biosynthesis by analyzing two genomes in the Solanaceae family. Nature communications. 2023 Mar; 14(1):1446. doi: 10.1038/s41467-023-37133-4. [PMID: 36922496]
  • Tian Tian, Yong-Jiang Wang, Jian-Ping Huang, Jie Li, Bingyan Xu, Yin Chen, Li Wang, Jing Yang, Yijun Yan, Sheng-Xiong Huang. Catalytic innovation underlies independent recruitment of polyketide synthases in cocaine and hyoscyamine biosynthesis. Nature communications. 2022 08; 13(1):4994. doi: 10.1038/s41467-022-32776-1. [PMID: 36008484]
  • Qiaozhuo Zhang, Mengjiao Liang, Junlan Zeng, Chunxian Yang, Jianbo Qin, Wei Qiang, Xiaozhong Lan, Min Chen, Min Lin, Zhihua Liao. Engineering tropane alkaloid production and glyphosate resistance by overexpressing AbCaM1 and G2-EPSPS in Atropa belladonna. Metabolic engineering. 2022 07; 72(?):237-246. doi: 10.1016/j.ymben.2022.03.014. [PMID: 35390492]
  • Xinxin Xu, Wenliang Ge, Steven Suryoprabowo, Xin Guo, Jianping Zhu, Liqiang Liu, Chuanlai Xu, Hua Kuang. Fluorescence-based immunochromatographic test strip for the detection of hyoscyamine. The Analyst. 2022 Jan; 147(2):293-302. doi: 10.1039/d1an01973b. [PMID: 34907412]
  • Vincent Courdavault, Julien Cassereau, Nicolas Papon. Engineered Microbes for Producing Anticholinergics. Chembiochem : a European journal of chemical biology. 2021 04; 22(8):1368-1370. doi: 10.1002/cbic.202000757. [PMID: 33215811]
  • Lingjiang Zeng, Qiaozhuo Zhang, Chunxue Jiang, Yueyue Zheng, Youwei Zuo, Jianbo Qin, Zhihua Liao, Hongping Deng. Development of Atropa belladonna L. Plants with High-Yield Hyoscyamine and without Its Derivatives Using the CRISPR/Cas9 System. International journal of molecular sciences. 2021 Feb; 22(4):. doi: 10.3390/ijms22041731. [PMID: 33572199]
  • Wilfred A Abia, Holly Montgomery, Anne P Nugent, Christopher T Elliott. Tropane alkaloid contamination of agricultural commodities and food products in relation to consumer health: Learnings from the 2019 Uganda food aid outbreak. Comprehensive reviews in food science and food safety. 2021 01; 20(1):501-525. doi: 10.1111/1541-4337.12664. [PMID: 33443796]
  • Prashanth Srinivasan, Christina D Smolke. Biosynthesis of medicinal tropane alkaloids in yeast. Nature. 2020 09; 585(7826):614-619. doi: 10.1038/s41586-020-2650-9. [PMID: 32879484]
  • Durdana Shah, Azra N Kamili, Aijaz A Wani, Umer Majeed, Zubair Ahmad Wani, Nasreena Sajjad, Parvaiz Ahmad. Promoting the accumulation of scopolamine and hyoscyamine in Hyoscyamus niger L. through EMS based mutagenesis. PloS one. 2020; 15(5):e0231355. doi: 10.1371/journal.pone.0231355. [PMID: 32437389]
  • Boualem Harfi, Lakhdar Khelifi, Majda Khelifi-Slaoui, Corinne Assaf-Ducrocq, Eric Gontier. Tropane alkaloids GC/MS analysis and low dose elicitors' effects on hyoscyamine biosynthetic pathway in hairy roots of Algerian Datura species. Scientific reports. 2018 12; 8(1):17951. doi: 10.1038/s41598-018-36625-4. [PMID: 30560886]
  • Yi Yang, Cui-Ping Zhang, Xing Liu, Yue Wei, Neng-Biao Wu. [Effects of methyl jasmonate on metabolism of topical alkaloids and expression of relate genes in Atropa belladonna]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Oct; 43(20):4044-4049. doi: 10.19540/j.cnki.cjcmm.20180726.018. [PMID: 30486528]
  • Gunnar F Kwakye, Jennifer Jiménez, Jessica A Jiménez, Michael Aschner. Atropa belladonna neurotoxicity: Implications to neurological disorders. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Jun; 116(Pt B):346-353. doi: 10.1016/j.fct.2018.04.022. [PMID: 29653183]
  • Shuang Guo, Yi Yang, Xing Liu, Neng-Biao Wu. [Mechanism exploration on nitrogen metabolism and secondary metabolism in Atropa belladonna hairy roots treated with yeast extract]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Apr; 43(8):1610-1617. doi: 10.19540/j.cnki.cjcmm.20180201.008. [PMID: 29751707]
  • Kathrin Laura Kohnen, Selahaddin Sezgin, Michael Spiteller, Hansjörg Hagels, Oliver Kayser. Localization and Organization of Scopolamine Biosynthesis in Duboisia myoporoides R. Br. Plant & cell physiology. 2018 Jan; 59(1):107-118. doi: 10.1093/pcp/pcx165. [PMID: 29095998]
  • Yue Wei, Cui-Ping Zhang, Shuang Guo, Ke-Huan Lu, Xing Liu, Yi Yang, Zhi-Hua Liao, Neng-Biao Wu. [Effects of nitrogen form on accumulation of alkaloids and expression of relative genes in Atropa belladonna]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Jan; 43(1):72-78. doi: 10.19540/j.cnki.cjcmm.2018.0003. [PMID: 29552814]
  • Xiao Li, Wei Qiang, Fei Qiu, Min Chen, Xiao-zhong Lan, Zhi-hua Liao, Xiao-qiang Liu. [Cloning and characterization of an aromatic amino acid aminotransferase(ArAT) gene involved in tropane alkaloid biosynthesis from Hyoscyamus niger]. Yao xue xue bao = Acta pharmaceutica Sinica. 2017 Jan; 52(1):172-9. doi: . [PMID: 29911833]
  • Hong Quan, Ke Xia, Jun-lan Zeng, Min Chen, Xiao-zhong Lan, Zhi-hua Liao. [Overexpression of NtPMT and HnH6H changed hyoscyamine-rich Atropa belladonna to scopolamine-rich varieties]. Yao xue xue bao = Acta pharmaceutica Sinica. 2016 12; 51(12):1913-9. doi: ". [PMID: 29923697]
  • Yue-De Cao, Yu-Cai He, Hao Li, Guo-Yin Kai, Jian-He Xu, Hui-Lei Yu. Efficient biosynthesis of rare natural product scopolamine using E. coli cells expressing a S14P/K97A mutant of hyoscyamine 6β-hydroxylase AaH6H. Journal of biotechnology. 2015 Oct; 211(?):123-9. doi: 10.1016/j.jbiotec.2015.07.019. [PMID: 26239231]
  • Wei Qiang, Yan-ling Hou, Xiao Li, Ke Xia, Zhi-hua Liao. [Cloning and expression of the key enzyme hyoscyamine 6 beta-hydroxylase gene (DaH6H) in scopolamine biosynthesis of Datura arborea]. Yao xue xue bao = Acta pharmaceutica Sinica. 2015 Oct; 50(10):1346-55. doi: . [PMID: 26837185]
  • Szymon Dziomba, Teresa Łepek, Zbigniew Jaremicz, Maria Łuczkiewicz, Adam Prahl, Piotr Kowalski. Simultaneous determination of scopolamine, hyoscyamine and anisodamine in in vitro growth media of selected Solanaceae hairy roots by CE method. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Sep; 1001(?):17-21. doi: 10.1016/j.jchromb.2015.06.029. [PMID: 26253806]
  • Annette Naumann, Lukas Kurtze, Andrea Krähmer, Hansjoerg Hagels, Hartwig Schulz. Discrimination of Solanaceae taxa and quantification of scopolamine and hyoscyamine by ATR-FTIR spectroscopy. Planta medica. 2014 Oct; 80(15):1315-20. doi: 10.1055/s-0034-1383046. [PMID: 25248046]
  • Wei Qiang, Ya-Xiong Wang, Qiao-Zhuo Zhang, Jin-Di Li, Ke Xia, Neng-Biao Wu, Zhi-Hua Liao. [Expression pattern of genes involved in tropane alkaloids biosynthesis and tropane alkaloids accumulation in Atropa belladonna]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Jan; 39(1):52-8. doi: . [PMID: 24754168]
  • Zbigniew Jaremicz, Maria Luczkiewicz, Mariusz Kisiel, Rafael Zárate, Nabil El Jaber-Vazdekis, Piotr Migas. Multi-development-HPTLC method for quantitation of hyoscyamine, scopolamine and their biosynthetic precursors in selected solanaceae plants grown in natural conditions and as in vitro cultures. Phytochemical analysis : PCA. 2014 Jan; 25(1):29-35. doi: 10.1002/pca.2455. [PMID: 23839972]
  • Patrício M V Simões, Jeremy E Niven, Swidbert R Ott. Phenotypic transformation affects associative learning in the desert locust. Current biology : CB. 2013 Dec; 23(23):2407-12. doi: 10.1016/j.cub.2013.10.016. [PMID: 24268415]
  • Esmail Dehghan, Farajollah Shahriari Ahmadi, Elnaz Ghotbi Ravandi, Darwin W Reed, Patrick S Covello, Ahmad Reza Bahrami. An atypical pattern of accumulation of scopolamine and other tropane alkaloids and expression of alkaloid pathway genes in Hyoscyamus senecionis. Plant physiology and biochemistry : PPB. 2013 Sep; 70(?):188-94. doi: 10.1016/j.plaphy.2013.05.007. [PMID: 23786817]
  • Shi-Ping Long, Yan Lu, Ya-Xiong Wang, Chun-Xian Yang, Xiao-Zhong Lan, Zhi-Hua Liao. [Enhancement of tropane alkaloids production in transgenic hair roots of Atropa belladonna by overexpressing endogenous genes AbPMT and AbH6H]. Yao xue xue bao = Acta pharmaceutica Sinica. 2013 Feb; 48(2):243-9. doi: . [PMID: 23672021]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Guoyin Kai, Ang Zhang, Yingying Guo, Li Li, Lijie Cui, Xiuqin Luo, Cong Liu, Jianbo Xiao. Enhancing the production of tropane alkaloids in transgenic Anisodus acutangulus hairy root cultures by over-expressing tropinone reductase I and hyoscyamine-6β-hydroxylase. Molecular bioSystems. 2012 Nov; 8(11):2883-90. doi: 10.1039/c2mb25208b. [PMID: 22955966]
  • Jieyin Sun, Takayoshi Awakawa, Hiroshi Noguchi, Ikuro Abe. Induced production of mycotoxins in an endophytic fungus from the medicinal plant Datura stramonium L. Bioorganic & medicinal chemistry letters. 2012 Oct; 22(20):6397-400. doi: 10.1016/j.bmcl.2012.08.063. [PMID: 22967766]
  • Jing Li, Marco J van Belkum, John C Vederas. Functional characterization of recombinant hyoscyamine 6β-hydroxylase from Atropa belladonna. Bioorganic & medicinal chemistry. 2012 Jul; 20(14):4356-63. doi: 10.1016/j.bmc.2012.05.042. [PMID: 22705021]
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