Curtisian A
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| Category | Enzyme inhibitors |
| Catalog number | BBF-01094 |
| CAS | |
| Molecular Weight | 556.52 |
| Molecular Formula | C31H24O10 |
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Description
It is produced by the strain of Paxillus curtisii. It is a free radical scavenger. It inhibits lipid peroxidation with IC50 of 0.15 μg/mL.
Specification
| Synonyms | 3',5',6'-tris(acetyloxy)-4,4''-dihydroxy-1,1':4',1''-terphenyl-2'-yl benzoate; 2',3',6'-Triacetoxy-5'-(benzoyloxy)-1,1':4',1''-terbenzene-4,4''-diol |
| IUPAC Name | [2,4,5-triacetyloxy-3,6-bis(4-hydroxyphenyl)phenyl] benzoate |
| Canonical SMILES | CC(=O)OC1=C(C(=C(C(=C1OC(=O)C)C2=CC=C(C=C2)O)OC(=O)C3=CC=CC=C3)OC(=O)C)C4=CC=C(C=C4)O |
| InChI | InChI=1S/C31H24O10/c1-17(32)38-27-25(20-9-13-23(35)14-10-20)29(40-19(3)34)30(41-31(37)22-7-5-4-6-8-22)26(28(27)39-18(2)33)21-11-15-24(36)16-12-21/h4-16,35-36H,1-3H3 |
| InChI Key | QDZWMWAQPMOEEQ-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Solid |
| Solubility | Soluble in Methanol |
Reference Reading
1. Curtisians A-D, new free radical scavengers from the mushroom Paxillus curtisii
B S Yun, I K Lee, J P Kim, I D Yoo J Antibiot (Tokyo). 2000 Feb;53(2):114-22. doi: 10.7164/antibiotics.53.114.
In our continuous investigation for free radical scavengers from extracts of fruit body of basidiomycetes, we have isolated four new p-terphenyl compounds, designated as curtisians A-D, from the methanolic extract of the fruit body of Paxillus curtisii. These compounds were isolated by silica gel and Sephadex LH-20 column chromatographies, preparative-TLC and HPLC, consecutively. The structures of curtisians were assigned as p-terphenyls with substituents of acetyl, benzoyl, phenylbutyryl, 3-hydroxybutyryl and 3-acetoxybutyryl. Curtisians A, B, C and D exhibited inhibitory activity against lipid peroxidation with IC50, values of 0.15, 0.17, 0.24 and 0.14 microg/ml, respectively.
2. New α-glucosidase inhibitors with p-terphenyl skeleton from the mushroom Hydnellum concrescens
Shi-Mei Wang, Jun-Jie Han, Ke Ma, Tao Jin, Li Bao, Yun-Fei Pei, Hong-Wei Liu Fitoterapia. 2014 Oct;98:149-55. doi: 10.1016/j.fitote.2014.07.019. Epub 2014 Aug 1.
The purpose of this study is to elucidate the bioactive components responsible for the the α-glucosidase inhibitory activity detected in the EtOAc extract of the mushroom Hydnellum concrescens. Two new p-terphenyl derivatives, concrescenins A (1) and B (2), in along with six known compounds thelephantins L (3), I (4), J (5), K (6), dihydroauran-tiacin dibenzoate (7), and curtisian A (8) were isolated from the fruiting bodies of H. concrescens. Their chemical structures were elucidated by NMR experiments. Compounds 1-4 and 6-8 showed the inhibitory activity against α-glucosidase with the IC50 of 0.99, 3.11, 4.53, 18.77, 2.98, 5.16, and 8.34 μM, respectively. Kinetic analysis of α-glucosidase indicated that compounds 1 and 2 inhibited the activity of α-glucosidase in a noncompetitive fashion with a Ki value of 0.02 and 0.21 μM, respectively. In antioxidant evaluation, compounds 1 and 4 showed weak DPPH scavenging activity (EC50=82.50 and 161.75 μM) and weak reducing ability (EC50=193.57 and 152.94 μM). The current research supports the potential use of mushroom-derived p-terphenyl derivatives for the treatment of diabetes.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
