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Trilobin & Trilobacin
Both Trilobacin and trilobin are
member of the annonaceous acetogenin family of compounds. Typically they are comprised of a
long aliphatic chain bearing a terminal methyl substituted butenolide with
one, two or three tetrahydrofuran rings located along the hydrocarbon chain. Trilobacin was first isolated in
1992 from the stem bark of Asimina triloba Dunal (pawpaw tree) by McLaughlin. Trilobacin was found to be the first
annonaceous acetogenin with the erythro relative configuration between the
bis(THF) rings. Trilobacin shows
biological activity in the three-day NCI human cancer cell line in vitro screen against certain cell
lines. Trilobin was first isolated
in 1995 from the same source as trilobacin. It also has the same erythro configuration of the bis(THF)
rings. Trilobin exhibited
significant biological activities in human solid tumor cytotoxicity tests
against lung cancer, breast cancer and colon cancer cell lines. Due to their high toxicity
against several cancer cell lines, both trilobacin and trilobin are
attractive targets for total synthesis. |