Title
Palhicerines A–F, Lycopodium alkaloids from the club moss Palhinhaea cernua
Author
Yu Tang, Juan Xiong, Yike Zou, Hai-Yan Zhang, Jin-Feng Hu
Year
2016
Journal
Phytochemistry
Abstract
Four fawcettimine-type (palhicerines A–D, resp.) and two lycopodine-type (palhicerines E and F) Lycopodium alkaloids together with twenty known ones were isolated from the whole plant of Palhinhaea cernua. The structures and absolute configurations of the palhicerines A–F were determined by extensive spectroscopic methods, single-crystal X-ray diffraction analyses, chemical transformation, and electronic circular dichroism (ECD) calculations or induced electronic circular dichroism (IECD) spectra. Among the isolates, the new C/D-ring of the palhicerines A–C (trans-fused fawcettimine-type alkaloids) are rare, and each possesses a β-oriented C-16 methyl group and a distinctive tertiary methoxy group at C-13. Chemotaxonomy for differentiating species in the genusPalhinhaea is briefly discussed.
Instrument
J-810
Keywords
Circular dichroism, Absolute configuration, Natural products