Prismatomerin, a New Iridoid from Prismatomeris tetrandra. Structure Elucidation, Determination of Absolute Configuration, and Cytotoxicity
Journal of Natural Products2007Vol. 70(8), pp. 1339–1343
Citations Over TimeTop 10% of 2007 papers
Karsten Krohn, Dietmar Gehle, Sujit Dey, Nilufar Nahar, M Mosihuzzaman, Nasim Sultana, Mohammed Hossain Sohrab, Philip J. Stephens, Jian‐Jung Pan, Florenz Sasse
Abstract
A new complex iridoid, prismatomerin (1), has been isolated from the leaves of Prismatomeris tetrandra, together with the known glucoside gaertneroside (4). The structures of 1 and 4 were determined by spectroscopic analysis, notably 2D NMR techniques. The (1R,5S,8S,9S,10S)-(-) absolute configuration of prismatomerin (1) was determined by comparison of the vibrational circular dichroism (VCD) spectrum calculated using density functional theory and the experimental VCD spectrum of the O-acetyl derivative 3. Prismatomerin (1) showed remarkable antitumor activity and also interfered with mitotic spindle formation.
Related Papers
- → Absolute configuration determination of chiral molecules in the solution state using vibrational circular dichroism(2003)507 cited
- → Absolute configuration of diterpenoids from Jatropha dioica by vibrational circular dichroism(2016)14 cited
- → Determination of the Absolute Configuration of (−)-Mirtazapine by Vibrational Circular Dichroism(2002)26 cited
- → Vibrational Circular Dichroism for the Assignment of Absolute Configuration of Natural Products in Brazil(2021)6 cited
- → Absolute configuration assignment of (+)‐fluralaner using vibrational circular dichroism(2017)9 cited