Title
Identifikacija i sinteza odabranih sastojaka voskova biljnih vrsta Prima veris L., Primula acaulis(L.) L. (Primulaceae) I Liriodendron tulipifera L. (Magnoliaceae)
Creator
Živković Stošić, Milena, 1987-
CONOR:
89372425
Copyright date
2022
Object Links
Select license
Autorstvo-Nekomercijalno-Bez prerade 3.0 Srbija (CC BY-NC-ND 3.0)
License description
Dozvoljavate samo preuzimanje i distribuciju dela, ako/dok se pravilno naznačava ime autora, bez ikakvih promena dela i bez prava komercijalnog korišćenja dela. Ova licenca je najstroža CC licenca. Osnovni opis Licence: http://creativecommons.org/licenses/by-nc-nd/3.0/rs/deed.sr_LATN. Sadržaj ugovora u celini: http://creativecommons.org/licenses/by-nc-nd/3.0/rs/legalcode.sr-Latn
Language
Serbian
Cobiss-ID
Theses Type
Doktorska disertacija
description
Datum odbrane: 26.08.2022.
Other responsibilities
Academic Expertise
Prirodno-matematičke nauke
Academic Title
-
University
Univerzitet u Nišu
Faculty
Prirodno-matematički fakultet
Group
Odsek za hemiju
Alternative title
New biologically active synthetic azaheterocyclic compounds and new secondary metabolites from selected plant species: synthesis, isolation and spectral characterization
Publisher
[М. Z. Živković Stošić]
Format
320 str.
description
Bibligrafija: str. 179-189.
description
Organic chemistry and biochemistry, organic synthesis
Abstract (en)
This doctoral dissertation presents the chemical composition of the
washings of Primula veris L., Primula acaulis (L.) L. and
Liriodendron tulipifera L. The studied Primula species were rich in
long-chain branched alkanes. For the first time, 19 new long-chain n-,
iso-, and anteiso-benzyl alkanoates, as well as 8 iso- and 6 anteiso-2-
alkanones were identified in samples of natural origin. Evennumbered
iso-alkanes and 2-alkanones, and iso-odd-numbered fatty
acid benzyl esters, are unique for Primula spp. Washings of P. veris
contained new: 16 syn-1-phenylalkane-1,3-diyl diacetates, 7 3-oxo-1-
phenylalkan-1-yl acetates, 8 1-phenylalkane-1,3-diones, and 10 1-
Hydroxy-1-phenylalkan-3-ones, with n-, iso- and anteiso-chaintermini.
Also, 79 n-, iso-, and anteiso-sec-alcohols were identified (66
new), and 77 long-chain n-, iso-, anteiso-, 2-methyl-, and 3-
methylfatty acids. All long-chain 2-methyl- and 3-methyl acids were
found in the Plant Kingdom for the first time. Benzyl esters lower the
wax melting point, which increases the permeability of the cuticle,
and reduce the harmful effects of UV-C radiation. Washings of L.
tulipifera flowers, among the most abundant palmitone, contained nalkanes,
(E)-n-alkenes, regioisomeric alk(en)als, alkanones, and (Z)-
alk(en)-1-ols. Double bond regiochemistry was inferred from DMDS
adducts MS. Where possible, the configuration was inferred from the
NMR analysis of cyclopropanation adducts. 10/11-Hydroxy-16-
hentriacontanones were identified based on the analysis of
trimethylsilyl derivatives of hydroxy-ketone and bis(trimethylsilyl)
derivatives of hentriacontanediols MSes. GC-MS analysis of L.
tulipifera leaf washings samples revealed that the main constituent
was palmitone, while separate GC-MS analyses of petals, sepals, and
pistils with anthers, revealed palmitone to be predominant on the
petal and sepal surfaces.
Authors Key words
Primula veris L., Primula acaulis (L.) L., Liriodendron tulipifera L.,
vosak, kutikula, ispirak, biosinteza, organska sinteza, alkani,
alkeni, benzil-estri masnih kiselina, aldehidi, alkanoni,
1-fenil-1,3-alkadiil-diacetati, 3-okso-1-fenilalkil-acetati,
1-fenil-1,3-alkadioni, 1-fenil-1-hidroksi-3-alkanoni,
dugolančani alkoholi, dugolančane masne kiseline, hidroksi-
ketoni
Authors Key words
Primula veris L., Primula acaulis (L.) L., Liriodendron tulipifera L.,
plant wax, cuticle, washings, biosynthesis, organic synthesis, alkanes,
alkenes, fatty acid benzyl esters, aldehydes, alkanones, syn-1-
phenylalkane-1,3-diyl diacetates, 3-oxo-1-phenylalkan-1-yl acetates,
1-phenylalkane-1,3-diones, 1-hydroxy-1-phenylalkan-3-ones, longchain
alkanols, long-chain fatty acids, hydroxyketones
Classification
547.916:582.689.2
547.916:582.677.1
Subject
P 003, P 004, P 340, P 351, P 390
Type
Tekst
Abstract (en)
This doctoral dissertation presents the chemical composition of the
washings of Primula veris L., Primula acaulis (L.) L. and
Liriodendron tulipifera L. The studied Primula species were rich in
long-chain branched alkanes. For the first time, 19 new long-chain n-,
iso-, and anteiso-benzyl alkanoates, as well as 8 iso- and 6 anteiso-2-
alkanones were identified in samples of natural origin. Evennumbered
iso-alkanes and 2-alkanones, and iso-odd-numbered fatty
acid benzyl esters, are unique for Primula spp. Washings of P. veris
contained new: 16 syn-1-phenylalkane-1,3-diyl diacetates, 7 3-oxo-1-
phenylalkan-1-yl acetates, 8 1-phenylalkane-1,3-diones, and 10 1-
Hydroxy-1-phenylalkan-3-ones, with n-, iso- and anteiso-chaintermini.
Also, 79 n-, iso-, and anteiso-sec-alcohols were identified (66
new), and 77 long-chain n-, iso-, anteiso-, 2-methyl-, and 3-
methylfatty acids. All long-chain 2-methyl- and 3-methyl acids were
found in the Plant Kingdom for the first time. Benzyl esters lower the
wax melting point, which increases the permeability of the cuticle,
and reduce the harmful effects of UV-C radiation. Washings of L.
tulipifera flowers, among the most abundant palmitone, contained nalkanes,
(E)-n-alkenes, regioisomeric alk(en)als, alkanones, and (Z)-
alk(en)-1-ols. Double bond regiochemistry was inferred from DMDS
adducts MS. Where possible, the configuration was inferred from the
NMR analysis of cyclopropanation adducts. 10/11-Hydroxy-16-
hentriacontanones were identified based on the analysis of
trimethylsilyl derivatives of hydroxy-ketone and bis(trimethylsilyl)
derivatives of hentriacontanediols MSes. GC-MS analysis of L.
tulipifera leaf washings samples revealed that the main constituent
was palmitone, while separate GC-MS analyses of petals, sepals, and
pistils with anthers, revealed palmitone to be predominant on the
petal and sepal surfaces.
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