Pfizer Handbook of Microbial Metabolites i86 



Mycophenolic Acid CiyHsoOg 

 Another investigation^ in fact found a total of 11 different 

 phenolic substances in a culture of this organism. In addition 

 to the above were found a compound Ci„Hi„07, two derivatives 

 of mycophenolic acid, two "intermediates between CigHio07 and 

 CsH(;0(." and two reduction products of CioHioOj. 

 The mold Penicillium griseofulvum produces: 



6-Methylsalicylic Acid CsHsOo 



Orsellinic Acid CsHs04 



Griseofulvin CiyHi^OfjCl 



Dechlorogriseofulvin Ci^HisOr, 



Bromogriseofulvin CiTH^^OgBr 



Gentisic Acid €711^,04 



Fulvic Acid C14H12OS 



Mycelianamide CooHosOriNo 

 Another study- found three more unidentified phenolic sub- 

 stances in this culture. 



A Penicillium patulum culture has been found^ to produce: 



Patulin C-H6O4 



Gentisaldehyde C^HgOg 



Gentisic Acid C7Hp,04 



Gentisyl Alcohol C7HhO;^ 



6-Methylsalicylic Acid CsHs04 



6-Formylsalicylic Acid CsHfi04 



3-Hydroxyphthalic Acid CsHgOg 



Pyrogallol C.jHjjO^ 



p-Hydroxybenzoic Acid C7H6O3 



Anthranilic Acid C7H7O2N 

 Also an "aliphatic precursor of patulin" and a depside-like 

 compound were detected but not entirely characterized. 



Many such families of metabolites can be assembled by ref- 

 erence to the microorganism index. Studies such as those 

 above facilitate the development of biosynthetic routes. For 

 example, Bassett and Tanenbaum suggest the following inter- 

 relationships among the Penicillium patulum phenolic metab- 

 olites : 



1 Paul Godin, Antonie van Leeuxvenhoek J. Microbiol. Serol. 21 215 

 (1955). 



- Paul Simonart and Renaat de Lathouwer, Zentr. Bakteriol., 

 Parasitenk., Abt. II 110 339 (1957). 



2 E. Bassett and S. Tanenbaum, Experientia 14 38 (1958). 



