41758-46-7Relevant academic research and scientific papers
Total Syntheses of FR-901235, Auxarthrones A-D, and Lamellicolic Anhydride
Kiyotaki, Kotaro,Kayukawa, Takuto,Imayoshi, Ayumi,Tsubaki, Kazunori
, p. 9220 - 9224 (2020/11/30)
In our previous study, an unusual rearrangement reaction was discovered whereby dinaphthyl ketones with three hydroxy groups at restricted positions were transformed into a phenalenone ring and a benzene ring. Using the rearrangement as a key reaction, the first total syntheses of FR-901235 and auxarthrones A-D from an unstable triketone common intermediate are described. Furthermore, lamellicolic anhydride was synthesized from the triketone. This conversion is part of the putative biosynthetic pathway and was achieved experimentally for the first time.
LAMELLICOLIC ANHYDRIDE, 4-O-CARBOMETHOXYLAMELLICOLIC ANHYDRIDE AND MONOMETHYL 3-CHLOROLAMELLICOLATE, METABOLITES OF VERTICILLIUM LAMELLICOLA
McCorkindale, N. J.,Hutchinson, S. A.,McRitchie, A. C.,Sood, G. R.
, p. 2283 - 2288 (2007/10/02)
The fungus Verticillium lamellicola affords lamellicolic anhydride 1 (5-methyl-2,4,7-trihydroxy-1,8-naphthalic anhydride) together with small amounts of the quinone 2, the carbonate 3 and the chloro compound 4.Selective reactions of the functional groups in these and their derivatives have been used to interrelate these and effect conversion of 1 into 18, the anhydride obtained from Penicillium herquei.
