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A revised structure for clavicipitic acid

✍ Scribed by G.S. King; P.G. Mantle; Christine A. Szczyrbak; E.S. Waight

Publisher: Elsevier Science
Year: 1973
Tongue: French
Weight: 173 KB
Volume: 14
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)95623-0

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✦ Synopsis

Clavicipitic acid was obtained by Robbers and Floss' from submerged cultures of Claviceps strain SD-58, to which ill-ethionine had been added to inhibit F-methylation in clavine alkaloid biosynthesis.

Cn mass spectral, n.m.r., and biosynthetic evidence they proposed the structure (I).

Me

We had concurrently obtained the same compound (M+ C,,6H,,8R202, h max 2851~11) from submerged culture, with or without DL-ethionine, of Claviceps fusiformis strain 139/2/1G.2 Clavine alkaloids (mainly agroclavine) were removed from culture filtrate rt p:, X.5 with n-butanol.

A further extract with n-butanol at pri 3.5 was evdporated to small volume St reduced pressure, IXX~G with water (ph 5.0, IC volt.;, filtered and ap,Jlied to a Zeocarb 225

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