Pfizer Handbook of Microbial Metabolites no 



192 Diatretyne 2 (Nudic Acid B), C^HgOoN, short colorless needles, 



m.p. 179^ (dec), U.V. 228, 238, 268, 283, 299, 322 iti/a 

 in 957c ethanol. 



HOOC— CH=CH— C=C— C=C— C=N 



Clitocybe diatreta 



Marjorie Anchel, J. Am. Chem. Soc. 74 1588 (1952). 



Idem., ibid. 75 4621 (1953). 



Idem. Science 121 607 (1955). (Structure) 



P. J. Ashworth, E. R. H. Jones, G. H. Mansfield, K. Schlogl, 

 J. M. Thompson and M. C. Whiting, J. Chem. Soc, 950 (1958). 

 (Synthesis) 



193 trans-Non-2-ene-4,6,8-triyn-l-al, C9H4O, colorless needles, which 



rapidly decompose in light at room temperature. U.V. 

 210.5 (220), 228, 240, 257, 271, 287, 306, 327 m/j, in 

 ethanol. 



HC=C— C=C— C=C— CH=CH— CHO 



Coprinus quadrifidus 



Six related compounds occurred in the same culture. 

 E. R. H. Jones and J. S. Stephenson, /. Chem. Soc, 2197 

 (1959). 



194 trans-Non-2-ene-4,6,8-triyn-l-ol, CgH^O, colorless crystals, decom- 



posing at ordinary conditions, U.V. 233, 243, 255, 283, 

 300, 320 m,x in hexane. 



HC=C— C^C— C=C— CH=CH— CHoOH 



Coprinus quadrifidus 



E. R. H. Jones and J. S. Stephenson, /. Chem. Soc, 2197 

 (1959). 



195 (2d,3d)-Nona-4,6,8-triyn-l,2,3-triol, CjHsO.j, colorless crystals 



(dec.) ~40°, [a],. +6° (c 0.82 in ethanol), U.V. 208, 254, 

 269.5, 286.5, 305 m^^ in ethanol. 



HC=C— C=C— C^C— CHCHCH:OH 



I I 

 OH OH 



Coprinus quadrifidus 



E. R. H. Jones and J. S. Stephenson, J. Chem. Soc, 2197 

 (1959). 



