Synthesis of (4R,12S,15S,16S,19R,20R,34S)-Muricatetrocin and (4R,12R,15S,16S,19R,20R,34S)-Muricatetrocin, Two Potent Inhibitors of Mitochondrial Complex I

This is the authors' abstract. We don't add key points for this paper.

(4R,12S,15S,16S,19R,20R,34S)-Muricatetrocin (1) and (4R,12R,15S,16S,19R,20R,34S)-muricatetrocin (2) were synthesized by a modular synthetic strategy. Both compounds act as potent inhibitors of mitochondrial complex I. Compound 1 showed analytical data in agreement with howiicin E and a fit with the data for muricatetrocin A if one reassigns the reported 13C signals for C(13) and C(14). Compound 2 matched muricatetrocin B in respect to all NMR data. However, a lower optical rotation was found for 2 ([α]D28 = +6.7) than was reported for the natural product ([α]D25 = +15.0).