@conference{
author = "Ušjak, Ljuboš and Drobac, Milica and Niketić, Marjan and Petrović, Silvana",
year = "2021",
abstract = "Velika mečja šapa, Heracleum sibiricum L. (Apiaceae), autohtona je u severnoj, istočnoj
i centralnoj Evropi, kao i na Balkanskom poluostrvu i u Sibiru (1). Infuz pripremljen od
nadzemnih delova ove biljke se u narodnoj medicini na Balkanskom poluostrvu koristi kao
aperitiv i za tretman dijareje i drugih gastrointestinalnih tegoba (2). Prethodna ispitivanja H.
sibiricum nisu uključivala analizu polifenola, dok su furanokumarini do sada analizirani u
korenu, plodovima i listovima (1, 3).
Cilj ovog rada bio je ispitivanje hemijskog sastava i antioksidantne aktivnosti
metanolnih i dihlormetanskih ekstrakata listova i cvasti ove biljke.
Osušen biljni materijal (sakupljen na Staroj Planini u Srbiji u julu 2014. god.)
ekstrahovan je sukcesivno dihlormetanom i metanolom (u oba slučaja bimaceracijom
72+48 h, sa odnosom droga rastvarač 1:10 m/V). Rastvarači su uklonjeni pod sniženim
pritiskom. Hemijski sastav dobijenih suvih ekstrakata analiziran je LC-MS metodama.
Dodatno, u slučaju metanolnih ekstrakata spektrofotometrijski je utvrđen sadržaj ukupnih
polifenola pomoću Folin‐Ciocalteu reagensa. Antioksidantna aktivnost metanolnih ekstrakata
ispitana je spektrofotometrijskim FRAP i DPPH testovima, a dihlormetanskih ekstrakata
DPPH testom.
LC-MS analiza pokazala je da su suvi metanolni ekstrakti listova i cvasti bili vrlo slični.
U njima su određene značajne količine heterozida kvercetina i kemferola (154,30 i
144,20 mg/g suvog ekstrakta). Najzastupljeniji su bili vincetoksikozid A (kvercetin 7-O-ramnozil
3-O-glukozid; 26,83 i 29,61 mg/g), kemferitrin (kemferol 3,7-di-O-ramnozid; 33,62
i 34,68 mg/g) i jedan kvercetin dezoksiheksozil dezoksiheksozid (69,06 i 79,91 mg/g).
U ekstraktu listova detektovano je još šest, a u ekstraktu cvasti još pet heterozida ovih
flavonola. Takođe, u oba ekstrakta identifikovana je hlorogenska kiselina (19,31 i
4,12 mg/g). Spektrofotometrijski utvrđen sadržaj ukupnih polifenola iznosio je 126,08 i
125,33 mg ekvivalenata galne kiseline/g.
U suvom dihlormetanskom ekstraktu listova LC-MS metodom detektovane su male
količine furanokumarina izopimpinelina i bergaptena (ukupno 0,22 mg/g suvog ekstrakta),
čije je prisustvo i ranije utvrđeno (3). U ekstraktu cvasti, pored dva navedena, identifikovano
je još šest furanokumarina i svi su takođe bili prisutni u malim količinama (ukupno
20,07 mg/g); najzastupljeniji je bio bergapten (4,84 mg/g), a po količini ga je sledio
biakangelikol (3,29 mg/g).
Ukupna antioksidantna aktivnost suvih metanolnih ekstrakata listova i cvasti (FRAP
vrednosti 1,08 i 0,94 mmol Fe2+/g), kao i antiradikalska aktivnost (DPPH SC50 vrednosti
64,10 i 64,77 μg/mL) bile su u korelaciji sa sadržajem ukupnih polifenola. Anti-DPPH
aktivnost suvih dihlormetanskih ekstrakata bila je očekivano niža (SC50 vrednosti 636,19 i
790,20 μg/mL).
Može se zaključiti da listovi i cvasti H. sibiricum predstavljaju nove izvore jedinjenja sa
poznatom antioksidantnom aktivnošću., Siberian cow parsnip, Heracleum sibiricum L. (Apiaceae), is autochthonous to
northern, eastern and central Europe, Balkan Peninsula and Siberia (1). Infusion prepared
from aerial parts of this plant is used in folk medicine on Balkan Peninsula as aperitif and to
treat diarrhea and other gastrointestinal complaints (2). Previous studies of H. sibiricum
have not included polyphenol analysis, while furanocoumarins were analyzed in roots, fruits
and leaves (1, 3).
In this work, chemical composition and antioxidant activity of methanol and
dichloromethane extracts obtained from leaves and flowers of this plant were investigated.
Dried plant material, collected on Mts Stara Planina (Serbia) in July 2014, was
extracted successively with dichloromethane and methanol (in both cases by bimaceration
72+48 h; drug/solvent=1:10 w/V). Solvents were removed under reduced pressure. The
composition of obtained dry extracts was analyzed by LC-MS methods. Additionally, for
methanol extracts, total phenolics contents were determined spectrophotometrically using
Folin-Ciocalteu reagent. Antioxidant activity of methanol extracts was tested by
spectrophotometric FRAP and DPPH assays, and of dichloromethane extracts by DPPH assay.
LC-MS analysis showed that investigated leaf and flower dry methanol extracts were
very similar. In both extracts, significant amounts of quercetin and kaempferol glycosides
(154.30 and 144.20 mg/g of dry extract) were determined. Dominant were vincetoxicoside A
(quercetin 7-O-rhamnosyl 3-O-glucoside; 26.83 and 29.61 mg/g), kaempferitrin (kaempferol
3,7-di-O-rhamnoside; 33.62 and 34.68 mg/g) and one quercetin deoxyhexosyl
deoxyhexoside (69.06 and 79.91 mg/g). Six more glycosides of these flavonols were detected
in the leaf extract and five more in the flower extract. Also, chlorogenic acid (19.31 and 4.12
mg/g) was identified in both extracts. Spectrophotometrically determined total phenolics
contents were 126.08 and 125.33 mg gallic acid equivalents/g.
In the leaf dry dichloromethane extract, by LC-MS method, small amounts of
furanocoumarins isopimpinellin and bergapten were detected (totally 0.22 mg/g of dry
extract). Their presence was also previously shown (3). In the flower extract, besides these
two, six more furanocoumarins were identified; all present in small amounts (totally 20.07
mg/g). The most abundant was bergapten (4.84 mg/g), followed by byakangelicol (3.29
mg/g).
Total antioxidant (FRAP values 1.08 and 0.94 mmol Fe2+/g) and antiradical activities
(DPPH SC50 values 64.10 and 64.77 μg/mL) of the leaf and flower dry methanol extracts were
correlated with their total phenolics contents. Anti-DPPH activities of the dry
dichloromethane extracts were expectedly lower (SC50 values 636.19 and 790.20 μg/mL).
Heracleum sibiricum leaves and flowers represent new sources of compounds with
known antioxidant activity.",
publisher = "Savez farmaceutskih udruženja Srbije (SFUS)",
journal = "Arhiv za farmaciju",
title = "Ispitivanje polifenola, furanokumarina i antioksidantne aktivnosti ekstrakata listova i cvasti Heracleum sibiricum (Apiaceae), Investigation of polyphenols, furanocoumarins and antioxidant activity of leaf and flower extracts of Heracleum sibiricum (Apiaceae)",
volume = "71",
number = "5 suplement",
pages = "S56-S59",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4557"
}
