124986-26-1Relevant articles and documents
Design, synthesis, and investigation of protein kinase C inhibitors: Total syntheses of (+)-calphostin D, (+)-phleichrome, cercosporin, and new photoactive perylenequinones
Morgan, Barbara J.,Dey, Sangeeta,Johnson, Steven W.,Kozlowski, Marisa C.
supporting information; experimental part, p. 9413 - 9425 (2009/12/06)
The total syntheses of the PKC inhibitors (+)-calphostin D, (+)-phleichrome, cercosporin, and 10 novel perylenequinones are detailed. The highly convergent and flexible strategy developed employed an enantioselective oxidative biaryl coupling and a double
Optically active total synthesis of calphostin D
Hauser,Sengupta,Corlett
, p. 1967 - 1969 (2007/10/02)
An optically active total synthesis of calphostin D (1a) through dimerization of the chiral o-naphthoquinone 6 has been accomplished. The mechanism of the dimerization has been shown to be an acid-catalyzed process.
Total synthesis of phleichrome, calphostin A, and calphostin D. Unusual stereoselective and stereospecific reactions in the synthesis of perylenequinones
Broka
, p. 859 - 862 (2007/10/02)
This report describes the total synthesis of phleichrome, calphostin A and calphostin D - three protein kinase C inhibitory perylenequinones. The present route affords the targets in enantiomerically pure form and represents the first successful approach
Secondary Mould Metabolites. Part 13. Fungal Perylenequinones: Phleichrome, Isophleichrome, and their Endoperoxides
Arnone, Alberto,Camarda, Lorenzo,Nasini, Gianluca,Merlini, Lucio
, p. 1387 - 1392 (2007/10/02)
The helix-shaped, fungal pigment phleichrome has been isomerized to isophleichrome.The axial chirality and absolute configuration of the side-chain carbons of both perylenequinones have been established.Photo-oxidation of both compounds occurs stereospecifically to give their endoperoxides, whose structure and sterochemistry results from a detailed analysis of their n.m.r. spectra.
