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Glaucine

CAT: 0804-HY-N3945-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N3945-01Size:5 mg
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Description
Glaucine (O, O-Dimethylisoboldine) is an alkaloid extracted from Glaucium flavum that possesses various activities, including cough relief, bronchodilation, anti-inflammatory effects, analgesia, antipyretic properties, and anticancer effects. Glaucine acts as a selective and orally active inhibitor of phosphodiesterase 4 (PDE4), with a Ki of 3.4 µM in human bronchial tissues and polymorphonuclear leukocytes. Glaucine induces relaxation of human isolated bronchi by antagonizing calcium channels. Additionally, Glaucine inhibits the activation of NF-κB, leading to a reduction in the expression of the MMP-9 gene, thereby suppressing the migration and invasion of breast cancer cells. Therefore, Glaucine holds potential for research in asthma and breast cancer[1][2][3][4][5][6].
CAS Number
475-81-0
Product Name Alternative
O, O-Dimethylisoboldine; S- (+) -Glaucine; NSC 34396
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Calcium Channel; MMP; NF-κB; Phosphodiesterase (PDE)
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB
Applications
COVID-19-anti-virus
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/glaucine.html
Purity
99.57
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CN1CCC2=CC(OC)=C(OC)C3=C2[C@]1([H])CC4=CC(OC)=C(OC)C=C34
Molecular Formula
C21H25NO4
Molecular Weight
355.43
Precautions
H302, H315, H319, H335
References & Citations
[1]J Cortijo, et al. Bronchodilator and Anti-Inflammatory Activities of Glaucine: In Vitro Studies in Human Airway Smooth Muscle and Polymorphonuclear Leukocytes. Br J Pharmacol. 1999 Aug;127 (7) :1641-51.|[2]Golo M J Meyer, et al. Studies on the in Vivo Contribution of Human Cytochrome P450s to the Hepatic Metabolism of Glaucine, a New Drug of Abuse. Biochem Pharmacol. 2013 Nov 15;86 (10) :1497-506.|[3]Maya Spasova, et al. Cinnamoyl- And Hydroxycinnamoyl Amides of Glaucine and Their Antioxidative and Antiviral Activities. Bioorg Med Chem. 2008 Aug 1;16 (15) :7457-61.|[4]Hyereen Kang, et al. "Glaucine inhibits breast cancer cell migration and invasion by inhibiting MMP-9 gene expression through the suppression of NF-κB activation." Molecular and cellular biochemistry 403 (2015) : 85-94.|[5]Pons, et al. "Effects of inhaled glaucine on pulmonary responses to antigen in sensitized guinea pigs." European journal of pharmacology 397.1 (2000) : 187-195.|[6]PINTO, et al. "Anti‐inflammatory, analgesic and antipyretic effects of glaucine in rats and mice." Pharmacy and Pharmacology Communications 4.10 (1998) : 502-505.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
PDE4

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