(-)-alpha-Narcotine (BioDeep_00000002461)

 

Secondary id: BioDeep_00000397796, BioDeep_00000410588

human metabolite Antitumor activity natural product


代谢物信息卡片


(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one

化学式: C22H23NO7 (413.1474)
中文名称: 那可丁
谱图信息: 最多检出来源 Viridiplantae(plant) 27.68%

分子结构信息

SMILES: CN1CCC2=CC3=C(C(=C2C1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
InChI: InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3

描述信息

(-)-alpha-Narcotine is found in opium poppy. (-)-alpha-Narcotine is an alkaloid from Papaver somniferum (opium poppy).Noscapine (also known as Narcotine, Nectodon, Nospen, and Anarcotine) is a benzylisoquinoline alkaloid from plants of the Papaveraceae family, without significant painkilling properties. This agent is primarily used for its antitussive (cough-suppressing) effects. It has also been shown to have anticancer activity. (Wikipedia).
R - Respiratory system > R05 - Cough and cold preparations > R05D - Cough suppressants, excl. combinations with expectorants > R05DA - Opium alkaloids and derivatives
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D019141 - Respiratory System Agents > D000996 - Antitussive Agents
Alkaloid from Papaver somniferum (opium poppy)
D002491 - Central Nervous System Agents

同义名列表

52 个代谢物同义名

(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one; Embonate, noscapine hydrogen; Hydrogen embonate, noscapine; Noscapine hydrogen embonate; Hydrochloride, noscapine; Noscapine (JP15/usp/inn); Prikkelhoest, librochin; Noscapine hydrochloride; Librochin prikkelhoest; O-Methylnarcotoline; (-)-alpha-Narcotine; Methoxyhydrastine; L-alpha-Narcotine; alpha-Narcotine; (-)-a-Narcotine; (-)-Α-narcotine; Tropfen, capval; Capval tropfen; (-)-Narcotine; a-Narcotine; Narcotussin; Α-narcotine; Gnoscopine; Noscapinum; Tusscapine; Narcompren; Noscapalin; Noscapine; Noscapect; Noscopine; Tuscalman; Noscapina; Narcosine; narcotine; Nectadon; Narkotin; Narcotin; Nicolane; Noscapin; Opianine; Longatin; Terbenol; Coscopin; Noscapal; Vadebex; Nipaxon; Opianin; Capval; Lyobex; Opian; alpha-Narcotine; Noscapine



数据库引用编号

28 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

7 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(6)

  • noscapine biosynthesis: (S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
  • noscapine biosynthesis: (S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
  • noscapine biosynthesis: (S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
  • noscapine biosynthesis: (S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
  • noscapine biosynthesis: (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + H2O + an oxidized [NADPH-hemoprotein reductase]
  • noscapine biosynthesis: (S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

56 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 13 ABCB1, ACE, ANG, BCL2, BIRC5, CASP3, CASP8, CASP9, CCND1, CYP2C9, MSMP, TUBB4B, VEGFA
Endoplasmic reticulum membrane 2 BCL2, CYP2C9
Nucleus 11 ANG, BCL2, BIRC5, CASP3, CASP8, CASP9, CCND1, MPO, PARP1, TUBB4B, VEGFA
cytosol 9 ANG, BCL2, BIRC5, CASP3, CASP8, CASP9, CCND1, PARP1, TUBB4B
nuclear body 1 PARP1
centrosome 1 CCND1
nucleoplasm 6 BIRC5, CASP3, CASP8, CCND1, MPO, PARP1
Cell membrane 4 ABCB1, ACE, BDKRB1, TNF
lamellipodium 1 CASP8
Multi-pass membrane protein 2 ABCB1, BDKRB1
cell surface 3 ABCB1, TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 1 VEGFA
growth cone 1 ANG
neuronal cell body 3 ANG, CASP3, TNF
Cytoplasm, cytosol 1 PARP1
Lysosome 2 ACE, MPO
endosome 1 ACE
plasma membrane 6 ABCB1, ACE, BDKRB1, CYP2C9, KNG1, TNF
Membrane 5 ABCB1, ACE, BCL2, PARP1, VEGFA
apical plasma membrane 1 ABCB1
extracellular exosome 6 ABCB1, ACE, COL1A2, KNG1, MPO, TUBB4B
endoplasmic reticulum 3 BCL2, BDKRB1, VEGFA
extracellular space 9 ACE, ANG, COL1A2, IL6, KNG1, MPO, MSMP, TNF, VEGFA
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
mitochondrion 4 BCL2, CASP8, CASP9, PARP1
protein-containing complex 5 BCL2, BIRC5, CASP8, CASP9, PARP1
intracellular membrane-bounded organelle 2 CYP2C9, MPO
Microsome membrane 1 CYP2C9
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ACE
Secreted 6 ACE, ANG, COL1A2, IL6, MSMP, VEGFA
extracellular region 9 ACE, ANG, COL1A2, IL6, KNG1, MPO, TNF, TUBB4B, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
transcription regulator complex 1 PARP1
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 2 ACE, TNF
Extracellular vesicle 1 TUBB4B
Secreted, extracellular space, extracellular matrix 2 COL1A2, VEGFA
actin cytoskeleton 1 ANG
microtubule cytoskeleton 2 BIRC5, TUBB4B
nucleolus 2 ANG, PARP1
midbody 1 BIRC5
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 CASP8
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 TUBB4B
Cytoplasm, cytoskeleton, spindle 1 BIRC5
microtubule 2 BIRC5, TUBB4B
spindle 1 BIRC5
extracellular matrix 1 VEGFA
basement membrane 1 ANG
collagen trimer 1 COL1A2
collagen-containing extracellular matrix 2 COL1A2, KNG1
secretory granule 2 MPO, VEGFA
interphase microtubule organizing center 1 BIRC5
chromatin 1 PARP1
phagocytic cup 1 TNF
mitotic spindle 1 TUBB4B
Chromosome 3 ANG, BIRC5, PARP1
cytoskeleton 2 CASP8, TUBB4B
centriole 1 BIRC5
Secreted, extracellular space 1 KNG1
brush border membrane 1 ACE
Nucleus, nucleolus 2 ANG, PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
blood microparticle 1 KNG1
sperm midpiece 1 ACE
site of double-strand break 1 PARP1
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
nuclear envelope 1 PARP1
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
axonemal microtubule 1 TUBB4B
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
cell body 1 CASP8
myelin sheath 1 BCL2
basal plasma membrane 1 ACE
azurophil granule 1 MPO
endoplasmic reticulum lumen 3 COL1A2, IL6, KNG1
transcription repressor complex 1 CCND1
platelet alpha granule lumen 2 KNG1, VEGFA
kinetochore 1 BIRC5
endocytic vesicle 1 ANG
azurophil granule lumen 2 MPO, TUBB4B
apoptosome 1 CASP9
chromosome, centromeric region 1 BIRC5
phagocytic vesicle lumen 1 MPO
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
external side of apical plasma membrane 1 ABCB1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
site of DNA damage 1 PARP1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
collagen type I trimer 1 COL1A2
angiogenin-PRI complex 1 ANG
interleukin-6 receptor complex 1 IL6
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cyclin D1-CDK6 complex 1 CCND1
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Zahra Aghaali, Mohammad Reza Naghavi. Engineering of CYP82Y1, a cytochrome P450 monooxygenase: a key enzyme in noscapine biosynthesis in opium poppy. The Biochemical journal. 2023 12; 480(23):2009-2022. doi: 10.1042/bcj20230243. [PMID: 38063234]
  • Pouria Rahmanian-Devin, Vahid Reza Askari, Zahra Sanei-Far, Vafa Baradaran Rahimi, Hossein Kamali, Mahmoud Reza Jaafari, Shiva Golmohammadzadeh. Preparation and characterization of solid lipid nanoparticles encapsulated noscapine and evaluation of its protective effects against imiquimod-induced psoriasis-like skin lesions. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Dec; 168(?):115823. doi: 10.1016/j.biopha.2023.115823. [PMID: 37924792]
  • Cheng-Chieh Hung, Kuan-Hsing Chen, Hsiang-Hao Hsu, Ming-Yang Chang, Yi-Ching Ko, Huang-Yu Yang, Chih-Wei Yang. Noscapine alleviates unilateral ureteral obstruction-induced inflammation and fibrosis by regulating the TGFβ1/Smads signaling pathways. Biochimica et biophysica acta. Molecular cell research. 2023 Sep; 1871(1):119594. doi: 10.1016/j.bbamcr.2023.119594. [PMID: 37730129]
  • Rajesh Kumar Meher, Praveen Kumar Reddy Nagireddy, Pratyush Pragyandipta, Srinivas Kantevari, Satyandra Kumar Singh, Vijay Kumar, Pradeep K Naik. In silico design of novel tubulin binding 9-arylimino derivatives of noscapine, their chemical synthesis and cellular activity as potent anticancer agents against breast cancer. Journal of biomolecular structure & dynamics. 2022 09; 40(15):6725-6736. doi: 10.1080/07391102.2021.1889668. [PMID: 33627059]
  • Ajay Kumar, Durgesh Kumar, Ravinder Kumar, Prashant Singh, Ramesh Chandra, Kamlesh Kumari. DFT and docking studies of designed conjugates of noscapines & repurposing drugs: promising inhibitors of main protease of SARS-CoV-2 and falcipan-2. Journal of biomolecular structure & dynamics. 2022 04; 40(6):2600-2620. doi: 10.1080/07391102.2020.1841030. [PMID: 33140690]
  • Alice Pavanello, Debora Fabbri, Paola Calza, Debora Battiston, Miguel A Miranda, M Luisa Marin. Biomimetic photooxidation of noscapine sensitized by a riboflavin derivative in water: The combined role of natural dyes and solar light in environmental remediation. Journal of photochemistry and photobiology. B, Biology. 2022 Apr; 229(?):112415. doi: 10.1016/j.jphotobiol.2022.112415. [PMID: 35231758]
  • Manisha Kawadkar, Avinash S Mandloi, Nidhi Singh, Rajesh Mukharjee, Vipin V Dhote. Combination therapy for cerebral ischemia: do progesterone and noscapine provide better neuroprotection than either alone in the treatment?. Naunyn-Schmiedeberg's archives of pharmacology. 2022 02; 395(2):167-185. doi: 10.1007/s00210-021-02187-y. [PMID: 34988596]
  • Neeraj Kumar, Amardeep Awasthi, Anchala Kumari, Damini Sood, Pallavi Jain, Taru Singh, Neera Sharma, Abhinav Grover, Ramesh Chandra. Antitussive noscapine and antiviral drug conjugates as arsenal against COVID-19: a comprehensive chemoinformatics analysis. Journal of biomolecular structure & dynamics. 2022 Jan; 40(1):101-116. doi: 10.1080/07391102.2020.1808072. [PMID: 32815796]
  • Shruti Gamya Dash, Srinivas Kantevari, Santosh Kumar Guru, Pradeep Kumar Naik. Combination of docetaxel and newly synthesized 9-Br-trimethoxybenzyl-noscapine improve tubulin binding and enhances antitumor activity in breast cancer cells. Computers in biology and medicine. 2021 12; 139(?):104996. doi: 10.1016/j.compbiomed.2021.104996. [PMID: 34753081]
  • Xiaofei Yang, Shenghan Gao, Li Guo, Bo Wang, Yanyan Jia, Jian Zhou, Yizhuo Che, Peng Jia, Jiadong Lin, Tun Xu, Jianyong Sun, Kai Ye. Three chromosome-scale Papaver genomes reveal punctuated patchwork evolution of the morphinan and noscapine biosynthesis pathway. Nature communications. 2021 10; 12(1):6030. doi: 10.1038/s41467-021-26330-8. [PMID: 34654815]
  • Rajesh Kumar Meher, Pratyush Pragyandipta, Ravi K Pedapati, Praveen K R Nagireddy, Srinivas Kantevari, Arnab K Nayek, Pradeep K Naik. Rational design of novel N-alkyl amine analogues of noscapine, their chemical synthesis and cellular activity as potent anticancer agents. Chemical biology & drug design. 2021 09; 98(3):445-465. doi: 10.1111/cbdd.13901. [PMID: 34051055]
  • Amiya Kumar Patel, Rajesh Kumar Meher, Praveen Kumar Reddy, Ravi Kumar Pedapati, Pratyush Pragyandipta, Srinivas Kantevari, Manas Ranjan Naik, Pradeep Kumar Naik. Rational design, chemical synthesis and cellular evaluation of novel 1,3-diynyl derivatives of noscapine as potent tubulin binding anticancer agents. Journal of molecular graphics & modelling. 2021 07; 106(?):107933. doi: 10.1016/j.jmgm.2021.107933. [PMID: 33991960]
  • Arvind Bagde, Nilkumar Patel, Ketan Patel, Ebony Nottingham, Mandip Singh. Sustained release dosage form of noscapine HCl using hot melt extrusion (HME) technique: formulation and pharmacokinetics. Drug delivery and translational research. 2021 06; 11(3):1156-1165. doi: 10.1007/s13346-020-00838-w. [PMID: 32880879]
  • Durgesh Kumar, Kamlesh Kumari, Abhilash Jayaraj, Vinod Kumar, Ramappa Venkatesh Kumar, Sujata K Dass, Ramesh Chandra, Prashant Singh. Understanding the binding affinity of noscapines with protease of SARS-CoV-2 for COVID-19 using MD simulations at different temperatures. Journal of biomolecular structure & dynamics. 2021 04; 39(7):2659-2672. doi: 10.1080/07391102.2020.1752310. [PMID: 32362235]
  • Manisha Kawadkar, Avinash S Mandloi, Vidhu Saxena, Chetana Tamadaddi, Chandan Sahi, Vipin V Dhote. Noscapine alleviates cerebral damage in ischemia-reperfusion injury in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2021 04; 394(4):669-683. doi: 10.1007/s00210-020-02005-x. [PMID: 33106921]
  • Jasmin Hafner, James Payne, Homa MohammadiPeyhani, Vassily Hatzimanikatis, Christina Smolke. A computational workflow for the expansion of heterologous biosynthetic pathways to natural product derivatives. Nature communications. 2021 03; 12(1):1760. doi: 10.1038/s41467-021-22022-5. [PMID: 33741955]
  • Neeraj Kumar, Damini Sood, Peter J van der Spek, Hari S Sharma, Ramesh Chandra. Molecular Binding Mechanism and Pharmacology Comparative Analysis of Noscapine for Repurposing against SARS-CoV-2 Protease. Journal of proteome research. 2020 11; 19(11):4678-4689. doi: 10.1021/acs.jproteome.0c00367. [PMID: 32786685]
  • Soltan A Ebrahimi. Noscapine, a possible drug candidate for attenuation of cytokine release associated with SARS-CoV-2. Drug development research. 2020 11; 81(7):765-767. doi: 10.1002/ddr.21676. [PMID: 32337769]
  • Yi Li, Thilo Winzer, Zhesi He, Ian A Graham. Over 100 Million Years of Enzyme Evolution Underpinning the Production of Morphine in the Papaveraceae Family of Flowering Plants. Plant communications. 2020 03; 1(2):100029. doi: 10.1016/j.xplc.2020.100029. [PMID: 32685922]
  • Neha Maurya, Jitendra Kumar Maurya, Upendra Kumar Singh, Ravins Dohare, Md Zafaryab, M Moshahid Alam Rizvi, Meena Kumari, Rajan Patel. In Vitro Cytotoxicity and Interaction of Noscapine with Human Serum Albumin: Effect on Structure and Esterase Activity of HSA. Molecular pharmaceutics. 2019 03; 16(3):952-966. doi: 10.1021/acs.molpharmaceut.8b00864. [PMID: 30629454]
  • Damini Sood, Neeraj Kumar, Garima Rathee, Anju Singh, Vartika Tomar, Ramesh Chandra. Mechanistic Interaction Study of Bromo-Noscapine with Bovine Serum Albumin employing Spectroscopic and Chemoinformatics Approaches. Scientific reports. 2018 11; 8(1):16964. doi: 10.1038/s41598-018-35384-6. [PMID: 30446713]
  • Myung R Park, Xue Chen, Dean E Lang, Kenneth K S Ng, Peter J Facchini. Heterodimeric O-methyltransferases involved in the biosynthesis of noscapine in opium poppy. The Plant journal : for cell and molecular biology. 2018 07; 95(2):252-267. doi: 10.1111/tpj.13947. [PMID: 29723437]
  • Yanran Li, Sijin Li, Kate Thodey, Isis Trenchard, Aaron Cravens, Christina D Smolke. Complete biosynthesis of noscapine and halogenated alkaloids in yeast. Proceedings of the National Academy of Sciences of the United States of America. 2018 04; 115(17):E3922-E3931. doi: 10.1073/pnas.1721469115. [PMID: 29610307]
  • Davar Abedini, Sajad Rashidi Monfared, Alireza Abbasi. The effects of promoter variations of the N-Methylcanadine 1-Hydroxylase (CYP82Y1) gene on the noscapine production in opium poppy. Scientific reports. 2018 03; 8(1):4973. doi: 10.1038/s41598-018-23351-0. [PMID: 29563567]
  • Yanran Li, Christina D Smolke. Engineering biosynthesis of the anticancer alkaloid noscapine in yeast. Nature communications. 2016 07; 7(?):12137. doi: 10.1038/ncomms12137. [PMID: 27378283]
  • Yonghua Yao, Yang Xiong. Metabolic pathway profiling of the derivative of important herbal component noscapine. European journal of drug metabolism and pharmacokinetics. 2016 Feb; 41(1):27-32. doi: 10.1007/s13318-014-0231-8. [PMID: 25336326]
  • Rao Mukkavilli, Sushma R Gundala, Chunhua Yang, Gajanan R Jadhav, Subrahmanyam Vangala, Michelle D Reid, Ritu Aneja. Noscapine recirculates enterohepatically and induces self-clearance. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2015 Sep; 77(?):90-9. doi: 10.1016/j.ejps.2015.05.026. [PMID: 26026989]
  • Padmashree C G Rida, Dillon LiVecche, Angela Ogden, Jun Zhou, Ritu Aneja. The Noscapine Chronicle: A Pharmaco-Historic Biography of the Opiate Alkaloid Family and its Clinical Applications. Medicinal research reviews. 2015 Sep; 35(5):1072-96. doi: 10.1002/med.21357. [PMID: 26179481]
  • Aaron DeBono, Ben Capuano, Peter J Scammells. Progress Toward the Development of Noscapine and Derivatives as Anticancer Agents. Journal of medicinal chemistry. 2015 Aug; 58(15):5699-727. doi: 10.1021/jm501180v. [PMID: 25811651]
  • Kiran Jyoti, Karanvir Kaur, Ravi Shankar Pandey, Upendra Kumar Jain, Ramesh Chandra, Jitender Madan. Inhalable nanostructured lipid particles of 9-bromo-noscapine, a tubulin-binding cytotoxic agent: in vitro and in vivo studies. Journal of colloid and interface science. 2015 May; 445(?):219-230. doi: 10.1016/j.jcis.2014.12.092. [PMID: 25622047]
  • Charu Suri, Harish C Joshi, Pradeep Kumar Naik. Molecular modeling reveals binding interface of γ-tubulin with GCP4 and interactions with noscapinoids. Proteins. 2015 May; 83(5):827-43. doi: 10.1002/prot.24773. [PMID: 25662919]
  • Xue Chen, Thu-Thuy T Dang, Peter J Facchini. Noscapine comes of age. Phytochemistry. 2015 Mar; 111(?):7-13. doi: 10.1016/j.phytochem.2014.09.008. [PMID: 25583437]
  • Thu-Thuy T Dang, Xue Chen, Peter J Facchini. Acetylation serves as a protective group in noscapine biosynthesis in opium poppy. Nature chemical biology. 2015 Feb; 11(2):104-6. doi: 10.1038/nchembio.1717. [PMID: 25485687]
  • Mohammad-Bagher Gholivand, Ali R Jalalvand, Hector C Goicoechea, Raimundo Gargallo, Thomas Skov, Giti Paimard. Combination of electrochemistry with chemometrics to introduce an efficient analytical method for simultaneous quantification of five opium alkaloids in complex matrices. Talanta. 2015 Jan; 131(?):26-37. doi: 10.1016/j.talanta.2014.07.053. [PMID: 25281069]
  • Milad Iranshahy, Hamideh Javidi-Shirazi, Ngoc B Pham, Ronald J Quinn, Hamid Sadeghian, Mehrdad Iranshahi. Adlumiceine methyl ester, a new alkaloid from Fumaria vaillantii. Journal of Asian natural products research. 2014 Dec; 16(12):1148-52. doi: 10.1080/10286020.2014.969717. [PMID: 25359679]
  • Jitender Madan, Sushma R Gundala, Bharat Baruah, Mulpuri Nagaraju, Clayton Yates, Timothy Turner, Vijay Rangari, Donald Hamelberg, Michelle D Reid, Ritu Aneja. Cyclodextrin complexes of reduced bromonoscapine in guar gum microspheres enhance colonic drug delivery. Molecular pharmaceutics. 2014 Dec; 11(12):4339-49. doi: 10.1021/mp500408n. [PMID: 25350222]
  • Mahavir B Chougule, Apurva R Patel, Ram Patlolla, Tanise Jackson, Mandip Singh. Epithelial transport of noscapine across cell monolayer and influence of absorption enhancers on in vitro permeation and bioavailability: implications for intestinal absorption. Journal of drug targeting. 2014 Jul; 22(6):498-508. doi: 10.3109/1061186x.2014.894046. [PMID: 24731057]
  • Jitender Madan, Sushma R Gundala, Yoganjaneyulu Kasetti, Prasad V Bharatam, Ritu Aneja, Anju Katyal, Upendra K Jain. Enhanced noscapine delivery using estrogen-receptor-targeted nanoparticles for breast cancer therapy. Anti-cancer drugs. 2014 Jul; 25(6):704-16. doi: 10.1097/cad.0000000000000098. [PMID: 24642711]
  • Thu-Thuy T Dang, Peter J Facchini. CYP82Y1 is N-methylcanadine 1-hydroxylase, a key noscapine biosynthetic enzyme in opium poppy. The Journal of biological chemistry. 2014 Jan; 289(4):2013-26. doi: 10.1074/jbc.m113.505099. [PMID: 24324259]
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