Monosuccinate ester of melampomagnolide B

Venumadhav Janganati, Narsimha Reddy Penthala, Nikhil Reddy Madadi, Sean Parkin, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


The title monosuccinate derivative of melampomagnolide B [systematic name: 4-(((1aR,7aS,10aS,10bS,E)-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a, 10b-decahydrooxireno[2′,3′:9,10]cyclodeca[1,2-b]furan-5-yl)methoxy) -4-oxobutanoic acid], C19H24O7, was obtained from the reaction of melampomagnolide B with succinic anhydride under nucleophilic addition reaction conditions. The molecule is built up from fused ten-, five- (lactone) and three-membered (epoxide) rings. The internal double bond in the ten-membered ring has the cis geometry (i.e. it is the E isomer). The lactone ring has an envelope-type conformation, with the (chiral) C atom opposite the lactone O atoms as the flap atom. In the crystal, O - H⋯O hydrogen bonds link the molecules into chains parallel to the b-axis direction.

Original languageEnglish
Pages (from-to)o372-o373
JournalActa Crystallographica Section E: Structure Reports Online
Issue number3
StatePublished - Mar 2014


  • Data-to-parameter ratio = 13.4
  • Mean σ(C-C) = 0.002 Å
  • R factor = 0.024
  • Single-crystal X-ray study
  • T = 90 K
  • wR factor = 0.062

ASJC Scopus subject areas

  • Chemistry (all)
  • Materials Science (all)
  • Condensed Matter Physics


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