Sappanone A
- Product Name
- Sappanone A
- CAS No.
- 102067-84-5
- Chemical Name
- Sappanone A
- Synonyms
- Sappanone A;3-(3,4-Dihydroxybenzylidene)-7-hydroxychroman-4-one;(E)-7-hydroxy-3-[(3,4-dihydroxyphenyl)methylene]-chroman-4-one;3-[(3,4-Dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 3-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-7-hydroxy-
- CBNumber
- CB63037515
- Molecular Formula
- C16H12O5
- Formula Weight
- 284.26
- MOL File
- 102067-84-5.mol
Sappanone A Property
- Boiling point:
- 605.5±55.0 °C(Predicted)
- Density
- 1.521±0.06 g/cm3(Predicted)
- solubility
- DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 0.25 mg/ml
- form
- A solid
- pka
- 7.20±0.20(Predicted)
- color
- Light yellow to yellow
- InChI
- InChI=1S/C16H12O5/c17-11-2-3-12-15(7-11)21-8-10(16(12)20)5-9-1-4-13(18)14(19)6-9/h1-7,17-19H,8H2
- InChIKey
- KVYZXXBTJHJISR-UHFFFAOYSA-N
- SMILES
- C1OC2=CC(O)=CC=C2C(=O)C1=CC1=CC=C(O)C(O)=C1
N-Bromosuccinimide Price
- Product number
- 23205
- Product name
- Sappanone A
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 23205
- Product name
- Sappanone A
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $134
- Updated
- 2024/03/01
- Product number
- 23205
- Product name
- Sappanone A
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $252
- Updated
- 2024/03/01
- Product number
- 23205
- Product name
- Sappanone A
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $550
- Updated
- 2024/03/01
- Product number
- 23205
- Product name
- SappanoneA
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $792
- Updated
- 2021/12/16
Sappanone A Chemical Properties,Usage,Production
Description
Sappanone A is a homoisoflavonoid with diverse biological activities that has been isolated from the aerial parts of C. pulcherrima, the heartwood of C. sappan, and the stems of H. campechianum. In vitro, sappanone A inhibits 76.2, 59.2, 37.4, and 35.4% of FGFR1, KDR, c-Met, and c-Kit kinase activity, respectively, when used at a concentration of 10 μM. It also inhibits influenza viral neuraminidase (NA) with IC50 values of 0.7, 1.1, and 1 μM for H1N1, H3N2, and H9N2 influenza viral NAs, respectively. Sappanone A has antibacterial activity against Gram-positive B. subtilis, B. sphaericus, and S. aureus as well as Gram-negative K. aerogenes and C. violaceum. It also inhibits the growth of A. niger and C. albicans fungi. Sapannone A inhibits LPS-induced inflammatory responses in vitro and in vivo, reducing nitric oxide (NO), interleukin-6 (IL-6), and prostaglandin E2 (PGE2; ) production in RAW264.7 cells as well as LPS-induced mortality in mice. It also attenuates airway inflammation and mucus hypersecretion via activation of the Nrf2 signaling pathway in a mouse model of ovalbumin-induced asthma.
Uses
Sappanone A is a natural product flavonoid with some antioxidant properties that can be isolated from C. sappan.
Biological Activity
Sappanone A is a homoisoflavanone which exhibits anti-inflammatory effects via modulation of Nrf2 and NF-κB. Sappanone can attenuate allergic airway inflammation in Ovalbumin-induced asthma.
References
[1] LI-GEN LIN. Naturally Occurring Homoisoflavonoids Function as Potent Protein Tyrosine Kinase Inhibitors by c-Src-Based High-Throughput Screening[J]. Journal of Medicinal Chemistry, 2008, 51 15: 4419-4429. DOI: 10.1021/jm701501x
[2] HYUNG JAE JEONG. Homoisoflavonoids from Caesalpinia sappan displaying viral neuraminidases inhibition.[J]. Biological & pharmaceutical bulletin, 2012, 35 5: 786-790. DOI: 10.1248/bpb.35.786
[3] BISWANATH DAS. Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima.[J]. Chemical & pharmaceutical bulletin, 2009, 57 10: 1139-1141. DOI: 10.1248/cpb.57.1139
[4] SUHYUN LEE . Sappanone A exhibits anti-inflammatory effects via modulation of Nrf2 and NF-κB[J]. International immunopharmacology, 2015, 28 1: Pages 328-336. DOI: 10.1016/j.intimp.2015.06.015
[5] XUESHIBOJIE LIU Tiejun W Duo Yu. Sappanone A Attenuates Allergic Airway Inflammation in Ovalbumin-Induced Asthma.[J]. International Archives of Allergy and Immunology, 2016, 170 3: 180-186. DOI: 10.1159/000448331
Sappanone A Preparation Products And Raw materials
Raw materials
Preparation Products
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