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Synthetic routes to cristatic acid and derivatives

✍ Scribed by Jack Chiarello; Madeleine M. Joullié


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
856 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis


Synthetic patha to crfrbtic add derfvutfvea are expJored and a convergent mute to the total syntbesim of tbsm moleculea in dsmcribed. Criatatic acid (l), a farneayl phenol modified by incorporation of a furan ring in ita dde chain, waa inolated fmm the fruiting bodies of AJbatreJJu~ crJAatue by Step&h and co-workera in 1981.L2 Biolodcal Bcreeninp of crimlatia acid Aowed #nod antibacterial avity a#ainat the 1. R=H 2. R = Me RO OR pram-podtive bacteria 9 &Jue aubt.JJJa and BJAJJus brevJx. The permathylatod derivative of 1 (2) did not exhibit antibacterial activity but ahowed a drong inhibitory effect againd cell of the a~itea form of Bhrlich carclnomn. The dgnifimnt changea in blobpi& activity caused by minor changex in functionality xu#geM that further structural modificatbnm might be appmprimla An a mault of them wnddsrationn and our prsvioum invemtigationx of fun& metabolitem,2*4 we became very IntereM in thim related -r&m of wtipounda. An intoreding feature wmeson to them molecules io the effect of l ubatituenti at the phenolic gmupm. Alkylation and acylation of these


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