The chemical transformation of cephalonic acid

✍ Scribed by Shigeo Nozoe; Akiko Itai; Kyosuke Tsuda; Shigenobu Okuda

• Publisher: Elsevier Science
• Year: 1967
• Tongue: French
• Weight: 214 KB
• Volume: 8
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)89702-1

✦ Synopsis

The complete structure of cephalonlc acid, a minor metabolite of Cephalosporlum caerulens, was elucidated by X-ray crystallographic analysis of its bromoacetate(1). We report herein the structure of the chemical transformation products of this compound as well as the chemical correlation to zlzanin A Isolated from another species of fungi. These are fully consistent with the results of the preceedlng paper. The ultraviolet and Infrared absorptlons of cephalonlc acid (I) m.p. 13g0, C2sHJ604, at 259 9 (E, 11700) and at 1690 cm -1 , 1610 cm-'(strong) respectively are characteristic of the cisoid cyclopentadlenone chromophore, and Is similar to the absorption exhibited by achlllinf2) and leukodln(3). The n.m.r. spectrum of I showed signals(4) at 0,85(3H, d, J=7, Cz3-Me), l.l2(3H, s, C2z-Me), 1.60 and L.68