125-46-2
125-46-2
Chemical Structure
Usnic acid
- CAS No.: 125-46-2
- Formula:C18H16O7
- Molecular Weight:344.32
IUPAC Name: 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzo[b,d]furan-1,3(2H,9bH)-dione
InChIKey: CUCUKLJLRRAKFN-UHFFFAOYSA-N
SMILES: O=C(C1(C)C(OC2=C(C(C)=O)C(O)=C(C)C(O)=C12)=C3)C(C(C)=O)C3=O
Biological Activity: Usnic acid is a secondary metabolite of lichens with a unique dibenzofuran skeleton. Usnic acid inhibits DNA/RNA synthesis and has antibacterial activity. Usnic acid induces cell cycle arrest and apoptosis and has anticancer activity. Usnic acid inhibits RANKL-mediated osteoclast formation and function by reducing the transcriptional and translational expression of NFATc1. Usnic acid has antioxidant and anti-inflammatory activities by inhibiting lipid peroxidation and myeloperoxidase[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Usnic acid | 99.40% | Usnic acid is a secondary metabolite of lichens with a unique dibenzofuran skeleton. Usnic acid inhibits DNA/RNA synthesis and has antibacterial activity. Usnic acid induces cell cycle arrest and apoptosis and has anticancer activity. Usnic acid inhibits RANKL-mediated osteoclast formation and function by reducing the transcriptional and translational expression of NFATc1. Usnic acid has antioxidant and anti-inflammatory activities by inhibiting lipid peroxidation and myeloperoxidase. | ||||||||||||||||||||
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Usnic acid (Standard) | ≥98% | Usnic acid is a secondary metabolite of lichens with a unique dibenzofuran skeleton. Usnic acid inhibits DNA/RNA synthesis and has antibacterial activity. Usnic acid induces cell cycle arrest and apoptosis and has anticancer activity. Usnic acid inhibits RANKL-mediated osteoclast formation and function by reducing the transcriptional and translational expression of NFATc1. Usnic acid has antioxidant and anti-inflammatory activities by inhibiting lipid peroxidation and myeloperoxidase. | ||||||||||||||||||||
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4-FPBUA | 4-FPBUA is a semisynthetic analog of usnic acid (HY-W015883) that can enhance cellular blood-brain barrier (BBB) function and increase the transport of Amyloid β (Aβ) across monolayer cells. 4-FPBUA is also an inhibitor of mTOR, capable of enhancing cellular Autophagy, thereby reversing BBB disruption in vivo and being utilized in research for Alzheimer's disease. | |||||||||||||||||||||
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Cercosporamide | Cercosporamide is a highly potent, ATP-competitive PKC kinase inhibitor targeting to PKC1, with an IC50 of <50 nM and a Ki of <7 nM. Cercosporamide is a unique Mnk inhibitor. | |||||||||||||||||||||
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(+)-Usnic acid | 99.64% | (+)-Usnic acid is isolated from isolated from lichens, binds at the ATP-binding pocket of mTOR, and inhibits mTORC1/2 activity. (+)-Usnic acid inhibits the phosphorylation of mTOR downstream effectors: Akt (Ser473), 4EBP1, S6K, induces autophay, with anti-cancer and anti-inflammatory activity. (+)-Usnic acid possesses antimicrobial activity against a number of planktonic gram-positive bacteria, including Staphylococcus aureus, Enterococcus faecalis, and Enterococcus faecium. | ||||||||||||||||||||
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Rhodomyrtone | 95% | Rhodomyrtone is an antibiotic that can be found in the leaves of Rhodomyrtus tomentosa. Rhodomyrtone kills Gram-positive bacterial cells without causing bacteriolysis. Rhodomyrtone exhibits activity against a variety of Gram-positive bacteria, including Bacillus cereus, Bacillus subtilis, Enterococcus faecalis, Staphylococcus epidermidis, Streptococcus gordonii, Streptococcus pneumoniae, Streptococcus pyogenes and Streptococcus salivarius. Rhodomyrtone is applicable to studies related to bacterial infections. | ||||||||||||||||||||
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Furaquinocin A | Furaquinocin A can kill HeLa S3 and B16 melanoma cells, but has no antibacterial activity. | |||||||||||||||||||||
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Furaquinocin B | Furaquinocin B can kill HeLa S3 and B16 melanoma cells, but has no antibacterial activity. | |||||||||||||||||||||
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Furaquinocin C | Furaquinocin CA can kill HeLa S3 and B16 melanoma cells, but has no antibacterial activity. | |||||||||||||||||||||
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Usenamine A | Usenamine A is an orally active natural dibenzofuran compound with multiple biological activities such as anti-inflammatory and anticancer effects. Usenamine A inhibits the AKT/mTOR/STAT3/ID1 signaling axis and induces ubiquitin-proteasome degradation of ID1. Usenamine A targets the TNF-TNFR2 complex, inhibits RGS2, and interferes with Myosin-9/actin cytoskeleton remodeling. Usenamine A induces apoptosis, autophagy and ROS-mediated endoplasmic reticulum stress in cancer cells, inhibits cancer cell proliferation and invasion, and reduces the production of pro-inflammatory cytokines. Usenamine A alleviates arthritis-related symptoms. Usenamine A can be used in studies related to liver cancer, non-small cell lung cancer, rheumatoid arthritis and ankylosing spondylitis. | |||||||||||||||||||||
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Usnic acid sodium | Usnic acid sodium, a lichen-derived secondary metabolite, has a unique dibenzofuran skeleton. Usnic acid sodium has excellent anticancer and antimicrobial properties. Usnic acid sodium significantly inhibits RANKL-mediated osteoclast formation and function by reducing the transcriptional and translational expression of NFATc1. | |||||||||||||||||||||
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(–)-Mycousnine | (–)-Mycousnine is a microbial metabolite and derivative of Usnic Acid (HY-N0656) originally isolated from M. nawae that has antibacterial and antifungal activities. It is active against the Gram-positive bacteria B. subtilis, K. rhizophila, and S. aureus (MICs=4, 8, and 4 g/ml, respectively) but not the Gram-negative bacteria E. coli, S. typhimurium, and K. pneumoniae (MICs=>128 g/ml for all).2 (–)-Mycousnine is also active against the fungi T. mentagrophytes, T. rubrum, and C. albicans (MICs=25, 25, and 100 μg/mL, respectively). | |||||||||||||||||||||
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References
- [1]. Maciąg-Dorszyńska M, et al. Antibacterial activity of lichen secondary metabolite usnic acid is primarily caused by inhibition of RNA and DNA synthesis. FEMS Microbiol Lett. 2014 Apr;353(1):57-62. [Content Brief]
- [2]. Singh N, et al. Usnic acid inhibits growth and induces cell cycle arrest and apoptosis in human lung carcinoma A549 cells. Nutr Cancer. 2013;65 Suppl 1:36-43. [Content Brief]
- [3]. Odabasoglu F, et al. Gastroprotective and antioxidant effects of usnic acid on indomethacin-induced gastric ulcer in rats. J Ethnopharmacol. 2006 Jan 3;103(1):59-65. [Content Brief]
- [4]. Kim KJ, et al. Effect of Usnic Acid on Osteoclastogenic Activity. J Clin Med. 2018 Oct 12;7(10):345. [Content Brief]
