Guaianolides from two subspecies of Amphoricarpos neumayeri from Montenegro

Iris Djordjević, Vlatka Vajs, Vanja Bulatović, Nebojša Menković, Vele Tešević, Slobodan Macura, Pedja Janaćković, Slobodan Milosavljević

Research output: Contribution to journalArticlepeer-review

13 Scopus citations


Quantitative 1H NMR measurements revealed Δ 11(13) sesquiterpene γ-lactones as the main constituents (≥ 1% per weight of dried plant material) in the crude extracts of the aerial parts of Amphoricarpos neumayeri ssp. neumayeri and ssp. murbeckii from mountains Orjen and Visitor (Montenegro), respectively. Preparative silica gel chromatography afforded thirteen guai-11(13)-en-12,6α-olides, named amphoricarpolides (1-13), with the same relative (1αH,4βH,5αH, 7βH) configuration of the basic skeleton. The common structural feature of lactones 2-13 was 3β,15-dioxygenation pattern. The only exception was 1 (3-deoxyamphoricarpolide), containing a single oxygen substituent (15-OH). Eight of them exhibited an additional oxygen substituent, 9β-OH (5 and 6), 2α-OH (8-12), or 2α-OAc (13). Compound 7 was epoxydated at 10α(14)-position, whereas the remaining lactones contained a 10(14) double bond.

Original languageEnglish (US)
Pages (from-to)2337-2345
Number of pages9
Issue number16
StatePublished - Aug 2004


  • Amphoricarpolides
  • Amphoricarpos neumayeri
  • Asteraceae
  • Guaianolides
  • Sesquiterpene lactones

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture


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