487-35-4
Chemical Structure
Syringaresinol
- CAS No.: 487-35-4
- Formula:C22H26O8
- Molecular Weight:418.44
IUPAC Name: 4,4'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis(2,6-dimethoxyphenol)
InChIKey: KOWMJRJXZMEZLD-UHFFFAOYSA-N
SMILES: OC1=C(OC)C=C(C2OCC3C2COC3C4=CC(OC)=C(O)C(OC)=C4)C=C1OC
Biological Activity: Syringaresinol is a lignan-type phytochemical with anti-inflammatory activities. Syringaresinol inhibits the NF-κB and AKT signaling pathway in IL-1β-activated mouse chondrocytes. Syringaresinol increases phosphorylation of AMPK, eNOS, and intracellular Ca2+ levels in HUVECs. Syringaresinol attenuates osteoarthritis progression in mice with Destabilization of the Medial Meniscus (DMM)-induced osteoarthritis. Syringaresinol can be used for the study of osteoarthritis (OA)[1][2].
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Syringaresinol | 99.66% | Syringaresinol is a lignan-type phytochemical with anti-inflammatory activities. Syringaresinol inhibits the NF-κB and AKT signaling pathway in IL-1β-activated mouse chondrocytes. Syringaresinol increases phosphorylation of AMPK, eNOS, and intracellular Ca2+ levels in HUVECs. Syringaresinol attenuates osteoarthritis progression in mice with Destabilization of the Medial Meniscus (DMM)-induced osteoarthritis. Syringaresinol can be used for the study of osteoarthritis (OA). | ||||||||||||||||||||
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(+)-Syringaresinol | 98.78% | (+)-Syringaresinol, a lignan, is a NFAT transcription factor inhibitor, with an IC50 of 329.4 μM. (+)-Syringaresinol also can be used for the research of lymphocytic leukemia. | ||||||||||||||||||||
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(-)-Syringaresinol | 99.95% | (-)-Syringaresinol is an orally active isomer of syringaresinol (HY-N8307) found in Annona Montana. (-)-Syringaresinol exhibits antioxidant, anti-inflammatory, and anticancer activities. (-)-Syringaresinol can alleviate ulcerative colitis via the PI3K-Akt/MAPK/Wnt signaling pathway. (-)-Syringaresinol inhibits HL-60 cell proliferation by arresting the G1 phase and inducing apoptosis. (-)-Syringaresinol inhibits LPS (HY-D1056)-induced microglial activation by downregulating the NF-κB p65 signaling pathway and its interaction with ERβ, exerting anti-neuroinflammatory effects. | ||||||||||||||||||||
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DL-Syringaresinol | 96% | DL-Syringaresinol ((±)-Syringaresinol), a lignin, inhibits UVA-induced upregulation of MMP-1 by suppressing MAPK/AP-1 signaling in human HaCaT keratinocytes and dermal fibroblasts (HDFs). DL-Syringaresinol has antiphotoaging properties against UVA-induced skin aging. DL-Syringaresinol exhibits weak antimycobacterial activity against Mycobacterium tuberculosis H37Rv. | ||||||||||||||||||||
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Diayangambin | Diayangambin (Syringaresinol dimethyl ether; Lirioresinol C dimethyl ether) is a cell proliferation inhibitor with an IC50 value of 1.5 μM against human monocytes. Diayangambin also has immunosuppressive and anti-inflammatory effects. | |||||||||||||||||||||
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(+)-Diasyringaresinol | (+)-Diasyringaresinole is a lignan that can be isolated from the seeds of Aquilaria agallocha. | |||||||||||||||||||||
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rel-Medioresinol | rel-Medioresinol is a natural lignan. | |||||||||||||||||||||
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(+)-Medioresinol | 99.13% | (+)-Medioresinol is a furofuran-type lignan with antifungal and antibacterial properties. (+)-Medioresinol synergizes with antibiotics to exert antimicrobial and antibiofilm effects. (+)-Medioresinol induces intracellular ROS accumulation and mitochondrial-mediated apoptosis in Candida albicans. (+)-Medioresinol inhibits LPS (HY-D1056)-stimulated IL-12p40 production. (+)-Medioresinol is a PGC-1α activator that protects against endothelial cell pyroptosis in ischemic stroke via the PPARα-GOT1 axis. (+)-Medioresinol can be used in research on fungal and bacterial infection, inflammation, and ischemic stroke. | ||||||||||||||||||||
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De-4′-O-methylyangambin | De-4’-O-methylyangambin is a lignan that can be isolated from Z. armatum. lignans are reported to has anti-inflammatory activity. | |||||||||||||||||||||
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epi-Syringaresinol | epi-Syringaresinol is a phenolic compound isolated from Sapium discolor. | |||||||||||||||||||||
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(-)-Episyringaresinol | (-)-Episyringaresinol (Lirioresinol A) is likely a pyrolysis product of lignin and can be isolated from extracts of charred wood of Platycarya strobilacea. | |||||||||||||||||||||
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References
- [1]. Wang X, et al. Syringaresinol attenuates osteoarthritis via regulating the NF-κB pathway. Int Immunopharmacol. 2023 May;118:109982. [Content Brief]
- [2]. Chung BH, et al. Syringaresinol causes vasorelaxation by elevating nitric oxide production through the phosphorylation and dimerization of endothelial nitric oxide synthase. Exp Mol Med. 2012 Mar 31;44(3):191-201. [Content Brief]