THE REACTIVITY OF THE FUNGAL TOXIN PAPYRACILLIC ACID

Authors
SHAN RD STADLER M ANKE H STERNER O
Citation
Rd. Shan et al., THE REACTIVITY OF THE FUNGAL TOXIN PAPYRACILLIC ACID, Tetrahedron, 53(17), 1997, pp. 6209-6214
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
17
Year of publication
1997
Pages
6209 - 6214
Database
ISI
SICI code
0040-4020(1997)53:17<6209:TROTFT>2.0.ZU;2-Z
Abstract
Papyracillic acid (1), an antibiotic isolated from the ascomycete Lach num papyraceum, owes its bioactivities to its reactivity towards nucle ophiles. When reacted with cysteine and cysteine methyl ester, it excl usively added the thiol groups to the exomethylene double bond. Both p apyracillic acid (1) and its analogue penicillic acid (2) react with p yridine to indolizine derivatives during acetylation conditions. (C) 1 997 Elsevier Science Ltd.