Properties |
Information |
PhytoCAT-ID |
PhytoCAT-2012 |
Phytochemical name or plant extracts |
(2'R)-1-acetoxy-6-(2'-acetoxy-tridecyl)-2-methoxy-4-hydroxybenzene |
PMID |
19833361 |
Literature evidence |
Bioassay-guided fractionation of roots and stems of Ardisia virens Kurz (Myrsinaceae) led to isolation of fourteen compounds, (2'R)-6-(2'-acetoxypentadecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (1), (2'R)-6-(2'-acetoxytridecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (2), (2'R)-6-(2'-acetoxytridecyl)-2-methoxy-1,4-dihydroxybenzene (3), (2'R)-6-(2'-acetoxytridecyl)-5-formyl-2-methoxy-1,4-dihydroxybenzene (4), 1-(3,5-dihydroxyphenyl)nonan-1-one (5), 1-(3-hydroxy-5-methoxyphenyl)pentan-1-one (6), (2'S)-3-hydroxy-5-methoxyphenyl-2'-tridecanol (7), (2'S)-3-hydroxy-5-methoxyphenyl-2'-pentadecanol (8), (2'S)-5-acetoxy-3-hydroxyphenyl-2'-tetradecanol (9), 1-acetoxy-2-methoxy-6-pentadecyl-4-hydroxybenzene (10), 1-acetoxy-2-methoxy-6-tridecyl-4-hydroxybenzene (11), (2'R)-1-acetoxy-6-(2'-acetoxy-tridecyl)-2-methoxy-4-hydroxybenzene (12), (2'R)-1-acetoxy-6-(2'-acetoxypentadecyl)-2-methoxy-4-hydroxybenzene (13), and 1-acetoxy-6-(2'-ketopentadecyl)-2-methoxy-4-hydroxylbenzene (14), together with thirty-four other known compounds, of which three, 1-(3,5-dihydroxyphenyl)pentan-1-one (15), 1-(3,5-dihydroxyphenyl)heptan-1-one (16), and 1-(3,5-dihydroxyphenyl)pentadecan-1-one (17), were isolated for the first time from a natural source. |
IUPAC name |
NA |
Phytochemicals’ class or type of plant extracts |
Quinone |
Source of phytochemicals or plant Extracts |
Ardisia virens |
|
Geographical availability |
Assam, Bangladesh, Borneo, Cambodia, China South-Central, China Southeast, Hainan, Laos, Malaya, Myanmar, Philippines, Sumatera, Taiwan, Thailand, Vietnam |
Plant parts |
Root and Stem |
Other cancers |
Breast cancer, Lung cancer, Glioma |
Target gene or protein |
NA |
Gene or Protein evidence |
NA |
Target pathways |
NA |
IC50 |
12.51 ± 0.42 μg/mL against MCF-7 |
Potency |
Seven cytotoxic constituents were found to be 3, 10-12, ardisianone (18), cornudentanone (19), and ardisianol (31) with cytotoxic properties (IC(50) values < or =4 microg/mL) against MCF-7, NCI-H460 and SF-268 cancer cell lines in vitro. Compound 12 is (2'R)-1-acetoxy-6-(2'-acetoxy-tridecyl)-2-methoxy-4-hydroxybenzene |
Cell line/ mice model |
MCF-7, NCI-H460, SF-268 |
Additional information |
NA |
PubChem ID |
NA |
Additional PMIDs |
NA |
Additional sources of information |
https://powo.science.kew.org/taxon/urn:lsid:ipni.org:names:587733-1 |
Safety |
NA |