MF-EA-705alpha

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Category Antibiotics
Catalog number BBF-03654
CAS
Molecular Weight 294.39
Molecular Formula C20H22O2

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Description

It is originally isolated from Streptomyces sp. MF-EA-705. And the MIC of MF-EA-705alpha against Candida albicans was 1 g/mL.

Specification

IUPAC Name (3E,5E,7Z)-8-[2-[(1E)-buta-1,3-dienyl]-4-methylphenyl]nona-3,5,7-trienoic acid
Canonical SMILES CC1=CC(=C(C=C1)C(=CC=CC=CCC(=O)O)C)C=CC=C
InChI InChI=1S/C20H22O2/c1-4-5-11-18-15-16(2)13-14-19(18)17(3)10-8-6-7-9-12-20(21)22/h4-11,13-15H,1,12H2,2-3H3,(H,21,22)/b8-6+,9-7+,11-5+,17-10-
InChI Key UZABAGXNNGEDIF-FCPMNKIOSA-N

Properties

Appearance Oily Matter
Antibiotic Activity Spectrum fungi

Reference Reading

1. Yeppoonic acids A - D: 1,2,4-trisubstituted arene carboxylic acid co-metabolites of conglobatin from an Australian Streptomyces sp
Heather Lacey, Rachel Chen, Daniel Vuong, Michael S Cowled, Ernest Lacey, Peter J Rutledge, Andrew M Piggott J Antibiot (Tokyo). 2022 Feb;75(2):108-112. doi: 10.1038/s41429-021-00493-4. Epub 2021 Dec 9.
Streptomyces sp. MST-91080 was isolated from a soil sample collected in Queensland, Australia. From this strain, yeppoonic acids A - D were purified and spectroscopically characterised. The yeppoonic acids are a family of diene enecarboxylic acids on a 1,2,4-trisubstituted benzene scaffold, structurally related to other Streptomyces secondary metabolites MF-EA-705α/β, NFAT-133 and the lorneic acids. Yeppoonic acids B and C show strong cytotoxicity against the NS-1 mouse myeloma cell line (IC50 2.3 µg ml-1 and 3.8 µg ml-1, respectively) and moderate activity against the DU 145 human prostate cancer cell line (IC50 32.8 µg ml-1 and 49.6 µg ml-1, respectively).

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