Methyl 3-methylorsellinate

Aspergillus Jlaviceps normally produces 5-methylorsellinic acid 3.24) and its transformation product flavipin 3.25). A cell-free enzyme preparation used [ " CH3]methionine for formation of the aromatic metabolite [in this case, 5,6-dimethylresorcinol, as 3.24)] without addition of any poly-)8-keto-acyl-CoA acceptor. So this substrate was already enzyme bound. Various products derivable from 3.21) were obtained on hydrolysis of the enzyme complex thus indicating 3.21) to be the substrate for methylation (Scheme 3.5) [22]. This is a second piece of evidence for methylation occurring before release of the completed polyketide from the synthetase complex. 

Ethyl 5-methylorsellinate, Ethyl 2,4-dihydroxy-5,6-dimethylbenzoate (5-Methyl-orsellinsaureethylester, 2,4-Dihydroxy-... 

Methyl 3-chloro-di-O-methylorsellinate, Methyl 2,4-dimethoxy-3-chloro-6-methyl-benzoate (3-Chlor-di-O-methylorseUinsauremethylester, 2,4-Dimethoxy-3-chlor-6-methylbenzoesauremethylester)... 

Methyl-di-O-methylorsellinic acid, 2,4-Dimethoxy-5,6-dimethylbenzoic acid (5-... 

Evernia prunastri has proved to be a particularly rich source of lichen compounds and extraction and g.c. — m.s. studies have revealed the presence of orcinol (99) 268, 269), 3-methoxy-5-methylphenol (100) 144), 3,5-dimethoxytoluene (101) 144), 2-chloro-3,5-dimethoxytoluene (102) 144), phenol 144), thymol 144), 2-chloro-3-methoxy-5-methylphenol (103) 144), methyl salicylate 144), methyl 4-O-methylorsellinate (90) 268, 269), and methyl (3-orcinolcarboxylate (104) (255). Rhizonic acid (105) has been isolated from Parmelia subnuda 215). 

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