270249-38-2
Chemical Structure
(2S)-2'-Methoxykurarinone
Synonym(s): 2'-O-Methylkurarinone
- CAS No.: 270249-38-2
- Formula:C27H32O6
- Molecular Weight:452.54
IUPAC Name: (S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-((R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one
InChIKey: KTAQQSUPNZAWEY-OSPHWJPCSA-N
SMILES: O=C1C[C@@H](C2=CC=C(O)C=C2OC)OC3=C(C[C@H](C(C)=C)C/C=C(C)\C)C(O)=CC(OC)=C13
Biological Activity: (2S)-2'-Methoxykurarinone (2'-O-Methylkurarinone) is a flavanone natural product found in the roots of Sophora flavescens, possessing anti-sepsis, inhibitory effects on osteoclast differentiation and bone resorption, anti-inflammatory, and anti-Plasmodium activities. (2S)-2'-Methoxykurarinone exhibits an EC50 = 2.4 μM against the FCR-3 strain of Plasmodium falciparum. In sepsis models, (2S)-2'-Methoxykurarinone modulates immune cell function and inhibits inflammation and oxidative stress. In bone-related models, (2S)-2'-Methoxykurarinone blocks osteoclast differentiation and bone resorption, and inhibits RANKL-mediated Akt, p38, and JNK signaling pathways. In skin inflammation models, (2S)-2'-Methoxykurarinone inhibits NF-κB pathway activation, upregulates HO-1 expression, and suppresses CCL27 chemokine production in HaCaT cells. (2S)-2'-Methoxykurarinone is useful for research on osteoporosis, sepsis, inflammatory skin diseases (such as atopic dermatitis and allergic contact dermatitis), and malaria[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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(2S)-2'-Methoxykurarinone | 98.86% | (2S)-2'-Methoxykurarinone (2'-O-Methylkurarinone) is a flavanone natural product found in the roots of Sophora flavescens, possessing anti-sepsis, inhibitory effects on osteoclast differentiation and bone resorption, anti-inflammatory, and anti-Plasmodium activities. (2S)-2'-Methoxykurarinone exhibits an EC50 = 2.4 μM against the FCR-3 strain of Plasmodium falciparum. In sepsis models, (2S)-2'-Methoxykurarinone modulates immune cell function and inhibits inflammation and oxidative stress. In bone-related models, (2S)-2'-Methoxykurarinone blocks osteoclast differentiation and bone resorption, and inhibits RANKL-mediated Akt, p38, and JNK signaling pathways. In skin inflammation models, (2S)-2'-Methoxykurarinone inhibits NF-κB pathway activation, upregulates HO-1 expression, and suppresses CCL27 chemokine production in HaCaT cells. (2S)-2'-Methoxykurarinone is useful for research on osteoporosis, sepsis, inflammatory skin diseases (such as atopic dermatitis and allergic contact dermatitis), and malaria. | ||||||||||||||||||||
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References
- [1]. Kim JY, et al. (2S)-2'-Methoxykurarinone inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. Biol Pharm Bull. 2014;37(2):255-61. [Content Brief]
- [2]. Deng Y, et al. Screening of potential targets of (2S)-2'-methoxykurarinone against sepsis and in vivo verification in zebrafish model. International immunopharmacology. 2026 Jul 28;187:117200.
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[3]. Jeong S I, et al. (2S)-2'-Methoxykurarinone from Sophora flavescens suppresses cutaneous T cell-attracting chemokine/CCL27 expression induced by interleukin-β/tumor necrosis factor-α via heme oxygenase-1 in human keratinocytes. Journal of Medicinal Food, 2010, 13: 1116-1124.
- [4]. Kim YC, et al. Antimalarial activity of lavandulyl flavanones isolated from the roots of Sophora flavescens. Biological & pharmaceutical bulletin. 2004 May;27(5):748-50.