Curtisian D

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Category Enzyme inhibitors
Catalog number BBF-01097
CAS
Molecular Weight 628.62
Molecular Formula C35H32O11

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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 0.24 μg/mL.

Specification

Synonyms 5',6'-bis(acetyloxy)-4,4''-dihydroxy-3'-[(3-phenylpropanoyl)oxy]-1,1':4',1''-terphenyl-2'-yl 3-hydroxybutanoate; 5',6'-Diacetoxy-2'-(3-phenylpropanoyloxy)-3'-(3-hydroxybutanoyloxy)-1,1':4',1''-terbenzene-4,4''-diol
IUPAC Name [3,4-diacetyloxy-2,5-bis(4-hydroxyphenyl)-6-(3-phenylpropanoyloxy)phenyl] 3-hydroxybutanoate
Canonical SMILES CC(CC(=O)OC1=C(C(=C(C(=C1C2=CC=C(C=C2)O)OC(=O)C)OC(=O)C)C3=CC=C(C=C3)O)OC(=O)CCC4=CC=CC=C4)O
InChI InChI=1S/C35H32O11/c1-20(36)19-29(42)46-35-31(25-12-16-27(40)17-13-25)33(44-22(3)38)32(43-21(2)37)30(24-10-14-26(39)15-11-24)34(35)45-28(41)18-9-23-7-5-4-6-8-23/h4-8,10-17,20,36,39-40H,9,18-19H2,1-3H3
InChI Key PUNBBVSDMLIVQU-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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