68 1 Addendum 



10. Tropolone Acids 



More data have been published on the structure of 

 heliomycin (entry 1173). It is acidic (pK 5.8), forms a 

 diacetate and may contain a benzotropolone ring system. 

 Empirical formulas Ci9Hi4.i(505 or CoaHjH joOe have been 

 suggested.'*^ 



11. Phenolic Substances 



p-Hydroxybenzoic acid, found earlier in Penicillium 

 patuhim has been isolated also from Penicilliiim griseo- 

 fiilviim.^- Isolated from the same culture were: 



379a »j-Hydroxybenzoic Acid, CyHyO;}, m.p. 201° 



and 

 379b Salicylic Acid ( o-Hydroxybenzoic Acid), m.p. 159°. 



The same mold produces homogentisic acid, a metabo- 

 I lite also found in some of the higher fungl.®^ 



391a Homogentisic Acid, C8H8O4, m.p. 152-154°. 



COOH 

 OH 



p-Hydroxyphenylpyruvic acid and tyrosine were identi- 

 fied in the culture, and occasionally 1,4-hydroquinone 

 was present. 



The production of galHc acid by Phycomyces blakeslee- 

 anus (sporangiophores) has been confirmed.^* It was 

 suggested that this substance may be the primary photo- 

 sensitive pigment involved in the strong negative photo- 

 tropic response to ultraviolet light which such organs 

 show. 

 *i Z. V. Pushkareva, N. M. Voronina, S. I. Omerchenko, L. B. 

 Radina and Yu. N. Sheinker, /. Gen. Chem. (USSR) 29 3469 (Eng- 

 lish translation) (1960). 



^- P. Simonart, A. Wiaux and H. Verachtert, Bull. soc. chim. biol. 

 41 537, 541 (1959). 



^^ Paul Simonart, Anselme Wiaux and Hubert Verachtert, Zentrl. 

 Bakteriol. Parasitenk. Abt. II 113 209 (1960). 

 *'* David S. Dennison, Nature 184 2036 (1960). 



