Fitohemijska analiza i biološka aktivnost Ferulago macedonica Micevski et Mayer, Echinophora sibthorpiana Guss., Laserpitium ochridanum Micevski, Heracleum orphanidis Boiss. i Angelica pancicii Vandas (Apiaceae)
Phytochemical analysis and biological activity of Ferulago macedonica Micevski et Mayer, Echinophora sibthorpiana Guss., Laserpitium ochridanum Micevski, Heracleum orphanidis Boiss. and Angelica pancicii Vandas (Apiaceae)
Author
Mileski, Ksenija
Mentor
Džamić, Ana
Committee members
Marin, Petar
Trifunović, Snežana

Ćirić, Ana
Matevski, Vlado
Metadata
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Osnovni cilj ove doktorske disertacije je karakterizacija hemijskog sastava etarskih
ulja i ekstrakata retkih i endemičnih vrsta iz Republike Makedonije koje su delimično ili
potpuno neistražene: Ferulago macedonica Micevski et Mayer, Echinophora sibthorpiana
Guss., Laserpitium ochridanum Micevski, Heracleum orphanidis Boiss. i Angelica pancicii
Vandas (Apiaceae). Drugi deo ovog istraživanja odnosi se na utvrđivanje in vitro biološkog
potencijala etarskih ulja, metanolnih, etanolnih i vodenih ekstrakata navedenih vrsta i to
njihovog antioksidativnog, antimikrobnog i anti-quorum sensing dejstva. U ovom radu su prvi
put predstavljeni rezultati hemijske analize etarskih ulja vršnog i nadzemnog dela F.
macedonica kao i metanolnih ekstrakata nadzemnog dela i korena vrsta H. orphanidis i A.
pancicii. Do sada nije bilo ni literaturnih podataka o biološkim aktivnostima vrsta F.
macedonica, H. orphanidis i A. pancicii. GC-FID i GC-MS analiza sastava etarskih ulja
proučavanih vrsta pokazala je d...ominantno prisustvo monoterpenskih i seskviterpenskih
ugljovodonika i njihovih oksidovanih formi. Ove analize su pokazale da su etarska ulja
vršnog i nadzemnog dela F. macedonica bogata α-pinenom (43,10%; 22,78%) i sabinenom
(26,73%; 15,46%). Za etarsko ulje E. sibthorpiana karakteristično je prisustvo velike
koncentracije metil eugenola (60,40%), p-cimena (11,18%) i α-felandrena (10,23%), a za
etarsko ulje L. ochridanum veliki sadržaj sabinena (22,8%), viridiflorola (14,7%) i α-pinena
(11,4%). U etarskom ulju H. orphanidis kao glavna jedinjenja identifikovani su n-oktanol
(39,57%), n-oktil heksanoat (17,62%) i n-oktil acetat (14,12%), dok su bornil acetat (8,08%),
n-oktanol (5,82%), kesan (4,26%) i β-selinen (4,25%) najzastupljenije komponente etarskog
ulja A. pancicii. Rezultati tentativne analize sastava metanolnih ekstrakata odabranih vrsta,
dobijenih pomoću HPLC-DAD/ESI-ToF-MS sistema, prvi put su predstavljeni i opisani u
ovoj disertaciji. Identifikacija sekundarnih metabolita ekstrakata urađena je na osnovu
molekulske formule dobijene korišćenjem Mass Hunter Workstation softvera za prikupljanje i
obradu podataka i na osnovu literaturnih podataka o hemijskom sastavu vrsta odgovarajućih
rodova i predstavnika drugih rodova familije Apiaceae...
The main goal of this doctoral dissertation was chemical characterization of essential
oils and methanolic extracts of rare and endemic unexplored or partially investigated species
originating from Republic of Macedonia: Ferulago macedonica Micevski & Mayer,
Echinophora sibthorpiana Guss. Laserpitium ochridanum Micevski, Heracleum orphanidis
Boiss. and Angelica pancicii Vandas (Apiaceae). Other part of this investigation was
dedicated to determination of in vitro biological potential of essential oils, methanol, ethanol
and aqueous extracts of selected species including antioxidant, antimicrobial and anti-quorum
sensing effects. To date, no published results are available on phytochemical investigation of
essential oils of F. macedonica and H. orphanidis and metanolic extracts of H. orphanidis and
A. pancicii aerial parts and roots. Additionally, there is no literature data about biological
potential of F. macedonica, H. orphanidis and A. pancicii species. GC-FID and GC-MS
analysis sho...wed a dominant presence of monotererpene and sesquiterpene hydrocarbons and
their oxygenated forms in essential oils. This analisys showed that essential oils of F.
macedonica apical and aerial parts were rich in α-pinene (43,10%; 22,78%) and sabinene
(26,73%; 15,46%). E. sibthorpiana essential oil was characterised by dominant presence of
methyl eugenol (60,40%), p-cymene (11,18%) i α-phellandrene (10,23%), while the most
abundant compounds of L. ochridanum essential oil were sabinene (22,8%), viridiflorol
(14,7%) and α-pinene (11,4%). As the main components of H. orphanidis essential oil were
identified n-octanol (39,57%), n-octyl hexanoate (17,62%) and n-octyl acetate (14,12%),
while bornyl acetate (8,08%), n-octanol (5,82%), kessane (4,26%) and β-selinene (4,25%)
were present in the highest percentage in A. pancicii essential oil. The results of tentative
analysis of methanol extracts of selected species, using HPLC-DAD/ESI-ToF-MS system,
were described for the first time in this work. The identification of secondary metabolites of
these samples was based on molecular formulas obtained by Mass Hunter Workstation
software and based on literature data on the composition of the respective genera and other
species from Apiaceae family...