6-O-Methylnorlichexanthone

6-O-Methylnorlichexanthone

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6-O-Methylnorlichexanthone
Category Others
Catalog number BBF-05078
CAS 22938-77-8
Molecular Weight 272.25
Molecular Formula C15H12O5

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Description

6-O-Methylnorlichexanthone is a xanthone compound.

Specification

Synonyms Methylnorlichexanthone; Xanthen-9-one, 1,3-dihydroxy-6-methoxy-8-methyl- (6CI,8CI); 1,3-Dihydroxy-6-methoxy-8-methyl-9H-xanthen-9-one
IUPAC Name 1,3-dihydroxy-6-methoxy-8-methylxanthen-9-one
Canonical SMILES CC1=CC(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)OC
InChI InChI=1S/C15H12O5/c1-7-3-9(19-2)6-12-13(7)15(18)14-10(17)4-8(16)5-11(14)20-12/h3-6,16-17H,1-2H3
InChI Key RFENQGQGMLPVJM-UHFFFAOYSA-N

Properties

Boiling Point 525.7±50.0°C (Predicted)
Melting Point 260-262°C
Density 1.427±0.06 g/cm3 (Predicted)

Reference Reading

1. Polyketides with antimicrobial activity from the solid culture of an endolichenic fungus Ulocladium sp
Quan-Xin Wang, Li Bao, Xiao-Li Yang, Hui Guo, Rui-Nan Yang, Biao Ren, Li-Xin Zhang, Huan-Qin Dai, Liang-Dong Guo, Hong-Wei Liu Fitoterapia. 2012 Jan;83(1):209-14. doi: 10.1016/j.fitote.2011.10.013. Epub 2011 Oct 28.
Two new polyketides, 7-hydroxy-3, 5-dimethyl-isochromen-1-one (1) and 6-hydroxy-8-methoxy-3a-methyl-3a,9b-dihydro-3H-furo[3,2-c]isochromene-2,5-dione (2), along with eleven known compounds, 5'-methoxy-6-methyl-biphenyl-3,4,3'-triol (3), 7-hydroxy-3-(2-hydroxy-propyl)-5-methyl-isochromen-1-one (4), rubralactone (5), isoaltenuene (6), altenuene (7), dihydroaltenuenes A (8), altenusin (9), alterlactone (10), 6-O-methylnorlichexanthone (11), norlichexanthone (12), and griseoxanthone C (13) were isolated from the culture of the endolichenic fungus Ulocladium sp. Compound 2 was obtained as a racemate with an unprecedented chemical skeleton. The NMR data assignments for 3 and 4 were achieved for the first time. Compounds 1-13 were screened for their antimicrobial and radical scavenging activities. Compound 1 showed some antifungal activity against Candida albicans SC 5314 with IC(50) of 97.93 ± 1.12 μM. Compounds 11-13 showed strong activity against Bacillus subtilis with IC(50) in the range of 1-5 μM. Compound 12 significantly inhibited the growth of methicillin-resistant Staphylococcus aureus with IC(50) of 20.95 ± 1.56 μM. Compounds 9 and 10 showed strong radical scavenging activity in comparison with vitamin C. The plausible biosynthetic pathways for compounds 1, 2, and 4-8 were discussed.

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