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Phenols and Phenol Ethers (General) 



Auroglaucin'' 

 Helminthosporin^° 



COOH 

 CH3 I OH 



6-Methylsalicylic 

 Acid 



OHC 



CH3(CH=CH) 



CH3 



Griseofulvin 



CHa 



CH2— CH=C 



\ 



CHs 



OH 

 Auroglaucin 



HOOC— CH2— CH2— C=CH— CH 



CH3O 



Mycophenolic Acid 



HO O OH 



Helminthosporin 



HO O OH 



Emodin 



Interesting details have been discovered. For example/ the 

 methyl group attached to the aromatic ring in mycophenolic 

 acid is furnished by methionine, probably at a relatively early 

 stage in the synthetic sequence. The methoxyl methyl group 

 also is furnished by methionine. The aromatic nucleus is ace- 

 tate-derived, while mevalonic acid was shown to be a specific 



» A. J. Birch, J. Schofield and Herchel Smith, Chem. and Ind., 1321 

 (1958). 



^° A. J. Birch, A. J. Ryan and Herchel Smith, /. Chem. Soc, 4773 

 (1958). 



