Loganin
Loganin is an iridoid glucoside found in the Cornus officialis plant. Loganin displays anti-inflammatory, antioxidative, cognition enhancing, and neuroprotective activities. Loganin inhibits β-secretase in vitro and increases performance in Morris water maze and Y-maze tests in vivo, suggesting potential benefit in memory impairment and Alzheimer’s disease. This compound also modulates ERK signaling to decrease connective tissue growth factor and downregulates expression of MCP-1, NF-κB, and iNOS in animal models.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18940533
| Cas No. |
18524-94-2 |
|---|---|
| Purity |
≥98% |
| Formula |
C17H26O10 |
| Formula Wt. |
390.38 |
| Chemical Name |
Methyl (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate |
| IUPAC Name |
methyl(1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate |
| Synonym |
7-Hydroxy-6-desoxyverbenalin; (1S,4aS,6S,7R,7aS)-6-Hydroxy-1-((1S,4R,5S)-5-hydroxy-4-(S)-hydroxy-3-(R)-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-7-methyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester |
| Melting Point |
222°C |
| Appearance |
White to off white powder |
Youn K, Jeong WS, Jun M. β-Secretase (BACE1) inhibitory property of loganin isolated from Corni fructus. Nat Prod Res. 2013 Aug;27(16):1471-4. PMID: 22931211.
Jiang WL, Zhang SP, Hou J, et al. Effect of loganin on experimental diabetic nephropathy. Phytomedicine. 2012 Feb 15;19(3-4):217-22. PMID: 21978885.
Park CH, Tanaka T, Kim JH, et al. Hepato-protective effects of loganin, iridoid glycoside from Corni Fructus, against hyperglycemia-activated signaling pathway in liver of type 2 diabetic db/db mice. Toxicology. 2011 Nov 28;290(1):14-21. PMID: 21864639.
Kwon SH, Kim HC, Lee SY, et al. Loganin improves learning and memory impairments induced by scopolamine in mice. Eur J Pharmacol. 2009 Oct 1;619(1-3):44-9. PMID: 19666019.
