Hunterines A-C, Three Unusual Monoterpenoid Indole Alkaloids from Hunteria zeylanica

J Org Chem. 2019 Nov 15;84(22):14892-14897. doi: 10.1021/acs.joc.9b01835. Epub 2019 Sep 10.

Abstract

Three new monoterpenoid indole alkaloids (MIAs), hunterines A-C (1-3), were isolated from Hunteria zeylanica. Compound 1 possesses a unique skeleton with an unprecedented azabicyclo[4.3.1]decane ring system. Compounds 2 and 3 are a pair of epimeric vobasinylindole alkaloid heterodimers. Their structures including absolute configurations were established by spectroscopic analyses, X-ray diffraction, computational calculation, and the modified Mosher's method. Plausible biogenetic pathways of 1-3 were also proposed. Alkaloid 1 showed moderate cytotoxic activity against the HepG2 cell line.

Publication types

  • Research Support, Non-U.S. Gov't