Synthesis of annonaceous acetogenins from muricatacin.
Synthetic studies of annonaceous acetogenins starting from (-)-muricatacin (1a) or (+)-muricatacin are described, involving (-)-muricatacin (1a), mono-THF acetogenin, solamin (2), reticulatacin (3), (15R, 16R, 19S, 20S)-cis-solamin (4a) and (15S, 16S, 19R, 20R)-cis-solamin (4b), non-adjacent bis-THF acetogenin, 4-deoxygigantecin (5), and epoxide-bearing acetogenin, (15S, 16R, 19S, 20R)-diepomuricanin (6a).
Makabe
Hidefumi
H
Sciences of Functional Foods, Graduate School of Agriculture, Shinshu University, Japan. makabeh@shinshu-u.ac.jp
D054378:Acetogenins / Q000138:chemical synthesis* / Q000737:chemistry; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry; D001558:Benzethonium / Q000138:chemical synthesis* / Q000737:chemistry; D005663:Furans / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D054378:Acetogenins; D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; C082488:muricatacin; D001558:Benzethonium