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Djapic Nina

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					              Department of Chemistry, University of Fribourg, Switzerland


           CHLOROPHYLL CATABOLISM IN HIGHER PLANTS
          WITH SPECIAL EMPHASIZE ON THE ELUCIDATION WITHIN
           HAMAMELIDACEAE AND GINGKOACEAE PLANT FAMILY



                                        NINA DJAPIC



An urobilinogenic Chl catabolite was isolated from autumnal leaves of Parrotia persica,
Hamamelidaceae. Its structure was elucidated by UV – Vis –, CD –, MS – and 1D – and 2D –
homonuclear and 2D heteronuclear NMR – spectra. The urobilinogenic Chl catabolite isolated
from autumnal Parrotia persica, Hamamelidaceae leaves differs from urobilinogenic Chl
catabolite isolated from artificially de-greened primary leaves of Hordeum vulgare, Graminae
in one lateral group. In the case of Parrotia persica, Hamamelidaceae urobilinogenic Chl
catabolite bears a vinyl group while in Hordeum vulgare, Graminae the vinyl group is
replaced by the 1, 2-dihydroxyethyl group.
From Hamamelis virginiana, Hamamelidaceae autumnal leaves an urobilinogenic Chl
catabolite was isolated. Its structure was determined by spectroscopic and spectrometric
measurements. The Hamamelis virginiana urobilinogenic Chl catabolite is a configurational
isomer to the Parrotia persica urobilinogenic Chl catabolite.
Chl catabolites present in artificially de-greened Parrotia persica and Hamamelis virginiana
leaves were analysed by LC-MS and revealed the presence of seco – phytoporphyrin and
urobilinogenic Chl catabolites.
The seco – phytoporphyrin Chl catabolite was isolated from immature autumnal Fothergilla
gardenii, Hamamelidaceae leaves. Spectroscopic measurement revealed that Chl catabolite
isolated was a mixture of tautomers.
The distribution of Chl catabolites was analyzed and systematized in following
Hamamelidaceae plants: Fothergilla major, Hamamelis mollis L., Corylopsis pauciflora,
Corylopsis spicata, Hamamelis japonica var. flavopurpurscens, Hamamelis japonica,
Liquidambar styraciflua and Parrotiopsis jacquemoutiana.
Three Chl catabolites present in autumnal Ginkgo biloba, Ginkgoaceae leaves were isolated.
The spectroscopic and spectrometric measurements were done. The Ginkgo biloba Chl
catabolites differ from all previously isolated Chl catabolites in UV absorption characteristics,
molecular mass and NMR spectra.



Jury:

Prof. Peter Belser, University of Fribourg (CH), President of the jury
Dr. Norbert Engel, University of Fribourg (CH), Thesis Director
Prof. Reinhard Neier, University of Neuchâtel (CH), Expert
Prof. Raphaël Tabacchi, University of Neuchâtel (CH), Expert

				
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