3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one

3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one - Names and Identifiers

Name	3-hydroxy-4-(3-hydroxyphenyl)-1H-quinolin-2-one
Synonyms	viridicatol 3-Hydroxy-4-(m-hydroxyphenyl)carbostyril 3-Hydroxy-4-(3-hydroxyphenyl)-2(1H)-quinolinone 3-hydroxy-4-(3-hydroxyphenyl)-1H-quinolin-2-one 3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one 2(1H)-Quinolinone, 3-hydroxy-4-(3-hydroxyphenyl)-
CAS	14484-44-7

3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one - Physico-chemical Properties

Molecular Formula	C15H11NO3
Molar Mass	253.25
Solubility	Soluble in DMSO
Storage Condition	-20℃
Use	Viridicatol is a fungal metabolite that has been found in various Penicillium species as well as Phoma with antimicrobial properties.

3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one - Reference

Reference

1: Tangella Y, Manasa KL, Krishna NH, Sridhar B, Kamal A, Nagendra Babu B. Regioselective Ring Expansion of Isatins with In Situ Generated α-Aryldiazomethanes: Direct Access to Viridicatin Alkaloids. Org Lett. 2018 Jun 15;20(12):3639-3642. doi: 10.1021/acs.orglett.8b01417. Epub 2018 Jun 6. PubMed PMID: 29874092.
2: Mamedov VA, Mamedova VL, Kadyrova SF, Galimullina VR, Khikmatova GZ, Korshin DE, Gubaidullin AT, Krivolapov DB, Rizvanov IK, Bazanova OB, Sinyashin OG, Latypov SK. Synthesis of 3-Hydroxy-4-arylquinolin-2-ones Including Viridicatol via a Darzens Condensation/Friedel-Crafts Alkylation Strategy. J Org Chem. 2018 Nov 2;83(21):13132-13145. doi: 10.1021/acs.joc.8b01871. Epub 2018 Oct 17. PubMed PMID: 30272451.
3: Bu YY, Yamazaki H, Takahashi O, Kirikoshi R, Ukai K, Namikoshi M. Penicyrones A and B, an epimeric pair of α-pyrone-type polyketides produced by the marine-derived Penicillium sp. J Antibiot (Tokyo). 2016 Jan;69(1):57-61. doi: 10.1038/ja.2015.82. Epub 2015 Aug 5. PubMed PMID: 26243556.
4: Luckner M. [On the synthesis of quinoline alkaloids in plants. 2. Fermentativ conversion of the penicillin alkaloids cyclopenin and cyclopenol to viridicatin and viridicatol]. Eur J Biochem. 1967 Jul;2(1):74-8. German. PubMed PMID: 6079765.
5: Fremlin LJ, Piggott AM, Lacey E, Capon RJ. Cottoquinazoline A and cotteslosins A and B, metabolites from an Australian marine-derived strain of Aspergillus versicolor. J Nat Prod. 2009 Apr;72(4):666-70. doi: 10.1021/np800777f. PubMed PMID: 19245260.<

3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one - Preparation solution concentration reference

	1mg	5mg	10mg
1 mM	3.949 ml	19.743 ml	39.486 ml
5 mM	0.79 ml	3.949 ml	7.897 ml
10 mM	0.395 ml	1.974 ml	3.949 ml
5 mM	0.079 ml	0.395 ml	0.79 ml

Last Update：2024-01-02 23:10:35

3-Hydroxy-4-(3-hydroxyphenyl)quinolin-2(1H)-one - Reference Information

biological activity

Viridicatol is a Quinolone Alkaloid isolated from the fermentation of the endophytic fungus Penicillium sp. Viridicatol has strong antifungal activity against Staphylococcus aureus with a MIC value of 15.6 μg/mL.

Last Update：2024-04-09 21:54:55