Synthesis of (4R, 15R, 16R, 21S)-and (4R, 15S, 16S, 21S)-rollicosin, squamostolide, and their inhibitory action with bovine heart mitochondrial complex I

H Makabe, Y Kimura, M Higuchi, H Konno…

Index: Makabe, Hidefumi; Kimura, Yuka; Higuchi, Masaharu; Konno, Hiroyuki; Murai, Masatoshi; Miyoshi, Hideto Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 9 p. 3119 - 3130

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Citation Number: 15

Abstract

A convergent stereoselective synthesis of (4R, 15R, 16R, 21S)-and (4R, 15S, 16S, 21S)- rollicosin and squamostolide was accomplished via a Pd-catalyzed cross-coupling reaction. The inhibitory activity of these compounds was examined with bovine heart mitochondrial NADH-ubiquinone oxidoreductase. These compounds showed a remarkably weak inhibitory activity compared to ordinary acetogenins such as bullatacin. Our results indicate that to ...