8? 



Tetronic Acids and Other Lactones and Lactams 



The yield was about 1 g. per hter. 



L. Ettlinger, E. Gaumann, R. Hiitter, W. Keller-Schierlein, 

 F. Kradolfer, L. Neipp, V. Prelog and H. Zahner, Helv. Chim. 

 Acta 41 216 (1958). (Isolation) 



151 Tenuazonic Acid, Ci^Hj-jO^N, straw-colored gum, b.p. 117° 

 (0.035 mm.), [a]54Gi'" -136 ±5° (c 0.2 in chloroform). 



HO 



O 



II 



C— CHa 



CH 



CHa— CHj— CH 



\ 



CHa 



Alternaria tenuis Auct. 



Tenuazonic acid is one of several compounds isolated 

 from culture filtrates of this fungus. The other substances 

 (structures still unknown) were: Altenuic acids I, II and 

 III, altenusin, dehydroaltenusin and altertenuol. Altema- 

 riol and its methyl ether were isolated from the mycelium. 



T. Rosett, R. H. Sankhala, C. E. Stickings, M. E. U. Taylor 

 and R. Thomas, Biochem. J. 67 390 (1957). (Isolation) 



C. E. Stickings, ibid. 72 332 (1959). (Structure) 



152 Terrestric Acid, C11H14O4, colorless crystals, m.p. 89°, [a]546i^° 

 + 61.1° (c 0.53 in water). 



CH2 



CH3— CH,— CH 

 O 



CH2 

 C 



\ 



CHj O 



Penicillium terrestre Jensen 



John Howard Birkinshaw and Harold Raistrick, Biochem. J. 

 30 2194 (1936). 



