Curtisian B

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Category Enzyme inhibitors
Catalog number BBF-01095
CAS
Molecular Weight 584.57
Molecular Formula C33H28O10

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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 0.17 μg/mL.

Specification

Synonyms 3',5',6'-tris(acetyloxy)-4,4''-dihydroxy-1,1':4',1''-terphenyl-2'-yl 3-phenylpropanoate; 2',3',6'-Triacetoxy-5'-(phenethylcarbonyloxy)-1,1':4',1''-terbenzene-4,4''-diol
IUPAC Name [2,4,5-triacetyloxy-3,6-bis(4-hydroxyphenyl)phenyl] 3-phenylpropanoate
Canonical SMILES CC(=O)OC1=C(C(=C(C(=C1OC(=O)C)C2=CC=C(C=C2)O)OC(=O)CCC3=CC=CC=C3)OC(=O)C)C4=CC=C(C=C4)O
InChI InChI=1S/C33H28O10/c1-19(34)40-30-28(23-10-14-25(37)15-11-23)32(42-21(3)36)33(43-27(39)18-9-22-7-5-4-6-8-22)29(31(30)41-20(2)35)24-12-16-26(38)17-13-24/h4-8,10-17,37-38H,9,18H2,1-3H3
InChI Key FVIXJWLGXKDNER-UHFFFAOYSA-N

Properties

Appearance Brown 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.

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