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.

Basic information

Original name

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

Authors

GÁBOROVÁ, Mária (703 Slovakia, belonging to the institution), Mate VAGVOLGYI (348 Hungary), Bizhar Ahmed TAYEB (348 Hungary), Renata MINORICS (348 Hungary), Istvan ZUPKO (348 Hungary), Ondřej JURČEK (203 Czech Republic, belonging to the institution), Szabolcs BENI (348 Hungary), Renata KUBÍNOVÁ (203 Czech Republic, guarantor, belonging to the institution), Gyorgy Tibor BALOGH (348 Hungary) and Attila HUNYADI (348 Hungary)

Edition

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

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10400 1.4 Chemical sciences

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 4.100 in 2022

Organization unit

Faculty of Pharmacy

DOI

http://dx.doi.org/10.1021/acsomega.4c00800

UT WoS

001200673800001

Keywords (in Czech)

Coleus; diterpeny; glioblastom; NMR; Plectranthus

Keywords in English

Coleus; diterpene; glioblastoma; NMR; Plectranthus

Abstract

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.

Links

EF18_046/0015974, research and development project

Name: Modernizace České infrastruktury pro integrativní strukturní biologii

GA23-04655S, research and development project

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

Investor: Czech Science Foundation, Role of prenylation and glycosylation patterns in anti-inflammatory activity and metabolism of natural phenolic compounds

LM2023042, research and development project

Name: Česká infrastruktura pro integrativní strukturní biologii

Investor: Ministry of Education, Youth and Sports of the CR, CIISB - Czech Infrastructure for Integrative Structural Biology

Citovat

GÁBOROVÁ, Mária, Mate VAGVOLGYI, Bizhar Ahmed TAYEB, Renata MINORICS, Istvan ZUPKO, Ondřej JURČEK, Szabolcs BENI, Renata KUBÍNOVÁ, Gyorgy Tibor BALOGH and 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, vol. 9, No 16, p. 18495-18504. ISSN 2470-1343. Available from: https://dx.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 = {http://dx.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 and 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, vol.~9, No~16, p.~18495-18504. ISSN~2470-1343. Available from: https://dx.doi.org/10.1021/acsomega.4c00800.

Detailed Information on Publication Record