Diterpenes Isolated from Three Different Plectranthus Sensu
Lato Species and Their Antiproliferative Activities against
Gynecological and Glioblastoma Cancer Cells

J 2024

Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells

GÁBOROVÁ, Mária; Mate VAGVOLGYI; Bizhar Ahmed TAYEB; Renata MINORICS; Istvan ZUPKO et. al.

Základní údaje

Originální název

Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells

Autoři

GÁBOROVÁ, Mária; Mate VAGVOLGYI; Bizhar Ahmed TAYEB; Renata MINORICS; Istvan ZUPKO; Ondřej JURČEK; Szabolcs BENI; Renata KUBÍNOVÁ; Gyorgy Tibor BALOGH a Attila HUNYADI

Vydání

ACS Omega, WASHINGTON, American Chemical Society, 2024, 2470-1343

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10400 1.4 Chemical sciences

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 4.300

Kód RIV

RIV/00216224:14160/24:00136076

Organizační jednotka

Farmaceutická fakulta

DOI

https://doi.org/10.1021/acsomega.4c00800

UT WoS

001200673800001

EID Scopus

2-s2.0-85190600074

Klíčová slova česky

Coleus; diterpeny; glioblastom; NMR; Plectranthus

Klíčová slova anglicky

Coleus; diterpene; glioblastoma; NMR; Plectranthus

Štítky

14313010, 143160, CF NMR, rivok, ÚPL

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 27. 3. 2025 08:05, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

Fourteen diterpenes were isolated from methanol extracts of the aerial parts of Coleus comosus,Coleus forsteri "Marginatus", and Plectranthus ciliatus. The compounds belong to the abietane (1-4, 9-11, and 13), ent-clerodane (5-8), and ent-kaurane (14, 15) classes. Three new compounds were isolated from C. comosus, including 3-O-acetylornatin G (2), 3,12-di-O-acetylornatin G (3), ornatin B methyl ester (5), and ornatin F (4), for which we proposed a revised structure. The structures of the compounds were determined by comprehensive spectroscopic data analysis. The isolated diterpenes were examined in silico for their physicochemical and early ADME properties. Their antiproliferative effects were determined in vitro using human breast (MDA-MB-231 and MCF-7), cervical (HeLa), and glioblastoma (U-87 MG) cancer cell lines. The royleanone- and hydroquinone-type abietane diterpenes (9-13)exhibited the most potent antiproliferative activity against all cancer cell lines tested, particularly against glioblastoma cells, with IC50 values ranging from 1.1 to 15.6 mu M.

Návaznosti

EF18_046/0015974, projekt VaV

Název: Modernizace České infrastruktury pro integrativní strukturní biologii

GA23-04655S, projekt VaV

Název: Role prenylace a glykosylace v protizánětlivé aktivitě a metabolismu přírodních fenolových látek

Investor: Grantová agentura ČR, Role prenylace a glykosylace v protizánětlivé aktivitě a metabolismu přírodních fenolových látek

90242, velká výzkumná infrastruktura

Název: CIISB III

Citovat

GÁBOROVÁ, Mária; Mate VAGVOLGYI; Bizhar Ahmed TAYEB; Renata MINORICS; Istvan ZUPKO; Ondřej JURČEK; Szabolcs BENI; Renata KUBÍNOVÁ; Gyorgy Tibor BALOGH a Attila HUNYADI. Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells. ACS Omega. WASHINGTON: American Chemical Society, 2024, roč. 9, č. 16, s. 18495-18504. ISSN 2470-1343. Dostupné z: https://doi.org/10.1021/acsomega.4c00800.

@article{2405498,
   author = {Gáborová, Mária and Vagvolgyi, Mate and Tayeb, Bizhar Ahmed and Minorics, Renata and Zupko, Istvan and Jurček, Ondřej and Beni, Szabolcs and Kubínová, Renata and Balogh, Gyorgy Tibor and Hunyadi, Attila},
   article_location = {WASHINGTON},
   article_number = {16},
   doi = {https://doi.org/10.1021/acsomega.4c00800},
   keywords = {Coleus; diterpene; glioblastoma; NMR; Plectranthus},
   language = {eng},
   issn = {2470-1343},
   journal = {ACS Omega},
   title = {Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells},
   url = {https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c00800},
   volume = {9},
   year = {2024}
}

TY  - JOUR
ID  - 2405498
AU  - Gáborová, Mária - Vagvolgyi, Mate - Tayeb, Bizhar Ahmed - Minorics, Renata - Zupko, Istvan - Jurček, Ondřej - Beni, Szabolcs - Kubínová, Renata - Balogh, Gyorgy Tibor - Hunyadi, Attila
PY  - 2024
TI  - Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells
JF  - ACS Omega
VL  - 9
IS  - 16
SP  - 18495-18504
EP  - 18495-18504
PB  - American Chemical Society
SN  - 24701343
KW  - Coleus
KW  - diterpene
KW  - glioblastoma
KW  - NMR
KW  - Plectranthus
UR  - https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c00800
N2  - Fourteen diterpenes were isolated from methanol extracts of the aerial parts of Coleus comosus,Coleus forsteri "Marginatus", and Plectranthus ciliatus. The compounds belong to the abietane (1-4, 9-11, and 13), ent-clerodane (5-8), and ent-kaurane (14, 15) classes. Three new compounds were isolated from C. comosus, including 3-O-acetylornatin G (2), 3,12-di-O-acetylornatin G (3), ornatin B methyl ester (5), and ornatin F (4), for which we proposed a revised structure. The structures of the compounds were determined by comprehensive spectroscopic data analysis. The isolated diterpenes were examined in silico for their physicochemical and early ADME properties. Their antiproliferative effects were determined in vitro using human breast (MDA-MB-231 and MCF-7), cervical (HeLa), and glioblastoma (U-87 MG) cancer cell lines. The royleanone- and hydroquinone-type abietane diterpenes (9-13)exhibited the most potent antiproliferative activity against all cancer cell lines tested, particularly against glioblastoma cells, with IC50 values ranging from 1.1 to 15.6 mu M.
ER  -

GÁBOROVÁ, Mária; Mate VAGVOLGYI; Bizhar Ahmed TAYEB; Renata MINORICS; Istvan ZUPKO; Ondřej JURČEK; Szabolcs BENI; Renata KUBÍNOVÁ; Gyorgy Tibor BALOGH a Attila HUNYADI. Diterpenes Isolated from Three Different Plectranthus Sensu Lato Species and Their Antiproliferative Activities against Gynecological and Glioblastoma Cancer Cells. \textit{ACS Omega}. WASHINGTON: American Chemical Society, 2024, roč.~9, č.~16, s.~18495-18504. ISSN~2470-1343. Dostupné z: https://doi.org/10.1021/acsomega.4c00800.

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