Germacranes and m-menthane from Illicium lanceolatum.

Molecules

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA.

Published: April 2014

AI Article Synopsis

  • Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated from Illicium lanceolatum, a plant often mistaken for star anise, along with four known compounds.
  • The stereochemistry of these compounds was determined using NMR and a modified Mosher's ester technique.
  • The biological activity of the new compounds was tested on SH-SY5Y neuroblastoma cells, showing significant proliferation effects, suggesting they may have neurotrophic potential.

Article Abstract

Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated together with four known compounds from the pericarp of Illicium lanceolatum, an adulterant to star anise (Illicium verum). All compounds were isolated from Illicium plants for the first time. The absolute stereochemistry of all germacranes and m-menthane was established by a combination of NMR and the modified Mosher's ester method. The biological activity was evaluated on SH-SY5Y neuroblastoma cell line. (1S,5R,7R)-1,5-Dihydroxygermacra-4(15),10(14),11(12)-triene (at 62.5 µM) and (1R,5R,7R)-1,5-dihydroxygermacra-4(15),10(14),11(12)-triene (at 15.6 µM) promoted the proliferation of SH-SY5Y by 36.2% and 45.8%, respectively, after 48 h incubation, indicating potential neurotrophic activity.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271484PMC
http://dx.doi.org/10.3390/molecules19044326DOI Listing

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Germacranes and m-menthane from Illicium lanceolatum.

Molecules

April 2014

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA.

Article Synopsis
  • Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated from Illicium lanceolatum, a plant often mistaken for star anise, along with four known compounds.
  • The stereochemistry of these compounds was determined using NMR and a modified Mosher's ester technique.
  • The biological activity of the new compounds was tested on SH-SY5Y neuroblastoma cells, showing significant proliferation effects, suggesting they may have neurotrophic potential.
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