| Description: |
Methyl orsellinate is a phytotoxic compound, it exhibits antifungal activity, it can cause significant inhibition of radicle growth of Amaranthus hypochondriacus and Echinochloa crus-galli, interact with bovine-brain calmodulin and inhibit the activation of the calmodulin-dependent enzyme cAMP phosphodiesterase. Methyl orsellinate can inhibit PTP1B activity with 50% inhibitory concentration values of 277 +/- 8.6 microM, the selective inhibition of PTP1B has been widely recognized as a potential drug target for the treatment of type 2 diabetes and obesity, methyl orsellinate may can treat the type 2 diabetes and obesity. |
| In vitro: |
| Phytomedicine. 2002 Oct;9(7):654-8. | | Effects of tenuiorin and methyl orsellinate from the lichen Peltigera leucophlebia on 5-/15-lipoxygenases and proliferation of malignant cell lines in vitro.[Pubmed: 12487331] |
METHODS AND RESULTS:
The orcinol derivatives tenuiorin (1) and Methyl orsellinate (2) were identified as active components of an extract from the lichen Peltigera leucophlebia (Nyl.) Gyeln. showing in vitro inhibitory activity against 15-lipoxygenase from soybeans. The compounds were subsequently tested for in vitro activity against 5-lipoxygenase from porcine leucocytes and proved to be moderately active, with IC50 values of 41.6 microM and 59.6 microM respectively. Tenuiorin is a known constituent of several Peltigera species but has not previously been isolated from P. leucophlebia. As correlation between 5-lipoxygenase inhibition and antiproliferative effects has earlier been witnessed for related lichen metabolites, tenuiorin and Methyl orsellinate were further tested for antiproliferative activity on cultured human breast (T-47D)-, pancreatic (PANC-1)- and colon (WIDR) cancer cell lines.
CONCLUSIONS:
The monomeric Methyl orsellinate exhibited no detectable antiproliferative activity whereas the trimeric tenuiorin caused moderate/weak reduction in [3H]-thymidine uptake of the pancreatic- and colon cancer cells, with ED50 values of 87.9 and 98.3 microM respectively. | | Phytochemistry. 2003 Sep;64(1):285-91. | | Phytotoxic compounds from Flourensia cernua.[Pubmed: 12946427] |
METHODS AND RESULTS:
Bioassay-directed fractionation of a CH(2)Cl(2)-MeOH (1:1) extract of the aerial parts of Flourensia cernua led to the isolation of three phytotoxic compounds, namely, dehydroflourensic acid (1), flourensadiol (2) and methyl orsellinate (3). Dehydroflourensic acid is a new natural product whose structure was established by spectral means. In addition, the known flavonoid ermanin and seven hitherto unknown gamma-lactones were obtained, these being tetracosan-4-olide, pentacosan-4-olide, hexacosan-4-olide, heptacosan-4-olide, octacosan-4-olide, nonacosan-4-olide, and triacontan-4-olide.
CONCLUSIONS:
Compounds 1-3 caused significant inhibition of radicle growth of Amaranthus hypochondriacus and Echinochloa crus-galli, interacted with bovine-brain calmodulin and inhibited the activation of the calmodulin-dependent enzyme cAMP phosphodiesterase. | | J. Gen.Microbiol.,1993,139(1):153-9. | | Two new antifungal metabolites produced by Sparassis crispa in culture and in decayed trees.[Reference: WebLink] |
METHODS AND RESULTS:
The basidiomycete fungus Sparassis crispa produced three antifungal compounds during submerged culture in 2% malt broth. One compound appeared to be sparassol (methyl-2-hydroxy-4-methoxy-6-methylbenzoate), first characterized in 1924. The other two, termed ScI and ScII, exhibited considerably greater antifungal activity than did sparassol against Cladosporium cucumerinum, and were characterized as methyl-2,4-dihydroxy-6-methylbenzoate (Methyl orsellinate) and an incompletely determined methyl-dihydroxy-methoxy-methylbenzoate, respectively.
CONCLUSIONS:
Both compounds were found in the decayed wood of trees, where their presence was diagnostic of S. crispa infection. The possible ecological role of these compounds is discussed. |
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