Columbin

• CAT Number: M010878
• CAS Number: 546-97-4
• Molecular Formula: C20H22O6
• Molecular Weight: 358.388
• Purity: ≥95%
• Synonyms: (1R,4R,4aR,6aR,9S,10aS,10bS)-9-(3-Furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-3H,7H-benzo[1,2-c:3,4-c/’]dipyran-3,7-dione;(1R,4R,4aR,6aR,9S,10aS,10bS)-9-(3-Furanyl)decahydro-4-hydroxy-4a,10a-dimethyl-1,4-etheno-
• Target: Anti-infection
• Storage: -20°C
• InChIKey: AALLCALQGXXWNA-DURQJQQASA-N
• SMILES: CC12CCC3C(=O)OC(CC3(C1C4C=CC2(C(=O)O4)O)C)C5=COC=C5

Columbin(CAT: M010878) is a natural compound found in various plant species, including Columbiana uniflora and Aquilegia vulgaris (also known as columbine). Its mode of action involves being a benzylisoquinoline alkaloid with potential biological activities. Pharmacologically, columbin has been studied for its diverse effects, including antioxidant, antimicrobial, anti-inflammatory, and anticancer properties. It has shown promise in various preclinical studies, demonstrating its potential therapeutic applications in managing oxidative stress, combating microbial infections, reducing inflammation, and exhibiting anticancer effects by inducing apoptosis and inhibiting tumor growth.

Reference

1: Yang G, Gao S, Sun R, Yin T, Hu M. Development and validation of an UPLC-MS/MS
method for the quantification of columbin in biological matrices: Applications to
absorption, metabolism, and pharmacokinetic studies. J Chromatogr B Analyt
Technol Biomed Life Sci. 2015 Oct 1;1002:13-8. doi:
10.1016/j.jchromb.2015.07.030. Epub 2015 Aug 7. PubMed PMID: 26295697; PubMed
Central PMCID: PMC4659646.

2: Nok AJ, Sallau BA, Onyike E, Useh NM. Columbin inhibits cholesterol uptake in
bloodstream forms of Trypanosoma brucei-A possible trypanocidal mechanism. J
Enzyme Inhib Med Chem. 2005 Aug;20(4):365-8. PubMed PMID: 16206831.

3: Nok AJ, Balogun E, Lori JA, Abubakar MS. Inhibition of Naja nigricolis venom
acidic phospholipase A2 catalysed hydrolysis of ghost red blood cells by
columbin. J Enzyme Inhib Med Chem. 2002 Feb;17(1):55-9. PubMed PMID: 12365462.

4: Ibrahim Abdelwahab S, Syaed Koko W, Mohamed Elhassan Taha M, Mohan S, Achoui
M, Ameen Abdulla M, Rais Mustafa M, Ahmad S, Ibrahim Noordin M, Lip Yong C,
Roslan Sulaiman M, Othman R, Amir Hassan A. In vitro and in vivo
anti-inflammatory activities of columbin through the inhibition of
cycloxygenase-2 and nitric oxide but not the suppression of NF-κB translocation.
Eur J Pharmacol. 2012 Mar 5;678(1-3):61-70. doi: 10.1016/j.ejphar.2011.12.024.
Epub 2011 Dec 27. PubMed PMID: 22227329.

5: Shi Q, Liang M, Zhang W, Zhang C, Liu R, Shen Y, Li H, Wang X, Wang X, Pan Q,
Chen C. Quantitative LC/MS/MS method and pharmacokinetic studies of columbin, an
anti-inflammation furanoditerpen isolated from Radix Tinosporae. Biomed
Chromatogr. 2007 Jun;21(6):642-8. PubMed PMID: 17345572.

6: Wada K, Kurihara T, Yagi M, Kobayashi R, Kaminaga H, Toi K, Haga M. Columbin
isolated from calumbae radix affects the sleeping time of anesthetized mice. Biol
Pharm Bull. 1995 Apr;18(4):634-6. PubMed PMID: 7655444.

7: Kohno H, Maeda M, Tanino M, Tsukio Y, Ueda N, Wada K, Sugie S, Mori H, Tanaka
T. A bitter diterpenoid furanolactone columbin from Calumbae Radix inhibits
azoxymethane-induced rat colon carcinogenesis. Cancer Lett. 2002 Sep
26;183(2):131-9. PubMed PMID: 12065087.