FR198248

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FR198248
Category Antibiotics
Catalog number BBF-03694
CAS 197316-54-4
Molecular Weight 198.17
Molecular Formula C9H10O5
Purity >98%

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Description

FR-198248, a new type of hydroxyl benzaldehyde compound, was isolated from the cultured broth of a fungal strain identified as Aspergillus terreus from morphological characteristics. FR-198248 exhibited anti-influenza virus activity in Madin-Darby canine kidney (MDCK) cells in vitro.

Specification

Synonyms FR-198248;1,5,6,7-Isobenzofurantetrol, 1,3-dihydro-4-methyl-;197316-54-4;1-O-Demethyl-FR-202306;6ZL0C9ER7N;2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzaldehyde;364342-83-6;UNII-6ZL0C9ER7N;SCHEMBL1527081;Q27265782;
Storage Please store the product under the recommended conditions in the Certificate of Analysis.
IUPAC Name 2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzaldehyde
Canonical SMILES OC1OCC2=C1C(O)=C(O)C(O)=C2C
InChI InChI=1S/C9H10O5/c1-4-5(2-10)6(3-11)8(13)9(14)7(4)12/h3,10,12-14H,2H2,1H3
InChI Key KTLUDVLHAZMWIN-UHFFFAOYSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum viruses
Boiling Point 419.6±40.0°C at 760 mmHg
Density 1.6±0.1 g/cm3

Reference Reading

1. New anti-influenza agents, FR198248 and its derivatives. II. Characterization of FR198248, its related compounds and some derivatives
S Hashimoto, Y Nishihara, S Takase, E Tsujii, H Hatanaka J Antibiot (Tokyo) . 2001 Mar;54(3):297-303. doi: 10.7164/antibiotics.54.297.
We isolated FR198248 from the cultured broth of Aspergillus terreus No. 13830 as a new anti-influenza agents. The structure of FR198248 was elucidated by several spectroscopic experiments as a novel tetrahydroxybenzaldehyde compound. Furthermore, we described the characteristics of FR198248, its related compounds and some derivatives.
2. Isolation and identification of FR198248, a hydroxylated 1,3-dihydroisobenzofuran, from Aspergillus flavipes as an inhibitor of peptide deformylase
Won-Gon Kim, Yun-Ju Kwon, Chang-Ji Zheng Biosci Biotechnol Biochem . 2010;74(2):390-3. doi: 10.1271/bbb.90565.
Two highly hydroxylated 1,3-dihydroisobenzofurans, FR198248 (1) and FR202306 (2), were isolated as peptide deformylase (PDF) inhibitors from Aspergillus flavipes. Compounds 1 and 2 inhibited Staphylococus aureus PDF with IC(50) values of 3.6 and 2.5 microM, respectively, and also showed antibacterial activity with an MIC value of 25 microg/ml. In contrast, 6-O-methyl derivative 3 of compound 2 was inactive against both PDF and S. aureus.
3. FR198248, a new anti-influenza agent isolated from Apsergillus terreus No 13830. I. Taxomony, fermentation, isolation, physico-chemical properties and biological activities
T Kino, M Hino, S Hashimoto, Y Nishihara, R Ohtsu, S Furukawa, Y Tsurumi, K Sakamoto, E Tsujii, Y Yamagishi, M Yamashita J Antibiot (Tokyo) . 2001 Feb;54(2):136-43. doi: 10.7164/antibiotics.54.136.
A novel anti-influenza agent, FR198248, was isolated from the cultured broth of a fungal strain No.13830. The strain was identified as Aspergillus terreus from morphological characteristics. FR198248, a new type of hydroxyl benzaldehyde compound, showed antiinfluenza virus activity in Madin-Darby canine kidney (MDCK) cells in vitro. The mode of action of FR198248 against influenza virus A could be ascribed to an inhibitory effect on the stage of virus adsorption. Furthermore, FR198248 possessed potent in vivo anti-influenza activity in a murine model of respiratory tract infection.

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