Isolation, Structure Determination of Sesquiterpenes from Neurolaena lobata and Their Antiproliferative, Cell Cycle Arrest-Inducing and Anti-Invasive Properties against Human Cervical Tumor Cells

Seven new germacranolides (1–3, 5–8), among them a heterodimer (7), and known germacranolide (4), eudesmane (9) and isodaucane (10) sesquiterpenes were isolated from the aerial parts of Neurolaena lobata. Their structures were determined by using a combination of different spectroscopic methods, inc...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Vasas Andrea
Lajter Ildikó
Kúsz Norbert
Király Sándor Balázs
Kovács Tibor
Kurtán Tibor
Bózsity Noémi
Nagy Nikolett
Schelz Zsuzsanna
Zupkó István
Krupitza Georg
Frisch Richard
Mándi Attila
Hohmann Judit
Dokumentumtípus: Cikk
Megjelent: 2021
Sorozat:PHARMACEUTICS 13 No. 12
Tárgyszavak:
doi:10.3390/pharmaceutics13122088

mtmt:32526400
Online Access:http://publicatio.bibl.u-szeged.hu/23166
Leíró adatok
Tartalmi kivonat:Seven new germacranolides (1–3, 5–8), among them a heterodimer (7), and known germacranolide (4), eudesmane (9) and isodaucane (10) sesquiterpenes were isolated from the aerial parts of Neurolaena lobata. Their structures were determined by using a combination of different spectroscopic methods, including HR-ESIMS and 1D and 2D NMR techniques supported by DFT-NMR calculations. The enantiomeric purity of the new compounds was investigated by chiral HPLC analysis, while their absolute configurations were determined by TDDFT-ECD and OR calculations. Due to the conformationally flexible macrocycles and difficulties in assigning the relative configuration, 13C and 1H NMR chemical shift and ECD and OR calculations were performed on several stereoisomers of two derivatives. The isolated compounds (1–10) were shown to have noteworthy antiproliferative activities against three human cervical tumor cell line with different HPV status (HeLa, SiHa and C33A). Additionally, lobatolide C (6) exhibited substantial antiproliferative properties, antimigratory effect, and it induced cell cycle disturbance in SiHa cells.
Terjedelem/Fizikai jellemzők:Terjedelem: 25 p-Azonosító: 2088
ISSN:1999-4923