Title:Synthesis and Cytotoxic Activity of Azine Derivatives of 6-Hydroxyxanthanodiene
Volume: 20
Issue: 9
Author(s): Margarita E. Neganova, Sergey G. Klochkov, Sergey A. Pukhov, Svetlana V. Afanasieva, Yulia R. Aleksandrova, Ekaterina Y. Yandulova, Marco F. Avila-Rodriguez, Liudmila M. Mikhaleva, Vladimir N. Nikolenko, Siva G. Somasundaram, Cecil E. Kirkland and Gjumrakch Aliev*
Affiliation:
- Institute of Physiologically Active Compounds of Russian Academy of Sciences, 1 Severny pr., Chernogolovka, Moscow Region, 142432,Russian Federation
Keywords:
6-hydroxyxanthanodiene, azines, cytotoxicity, mitochondria, apoptosis, antioxidants, anticancer drug.
Abstract:
Background: The conjugates of the sesquiterpene lactone of the eremophilane series of 6-
hydroxyxanthanodiene with hydrogenated azines (piperidines and piperazines) have been synthesized
and identified by NMR spectrometer.
Objective: A lactone with an unusual skeleton “6-hydroxyxanthanodiene” was extracted from the
plant Elecampane (Inula helenium L) and identified various species with NMR spectrometer.
Methods: The cytotoxic, mitochondrial, and antioxidant activities on different tumor lines such as
A549, HCT116, RD and Jurkat were investigated and determined possible mechanisms.
Results: The results showed that the most potent compound was IIIi exhibiting highest cytotoxicity
against RD cells (IC50 25.23 ± 0.04 μM), depolarized the mitochondrial membrane and was an effective
antioxidant (IC50 inhibition of LP 10.68 ± 3.21 μM) without any toxic side effect on healthy
cells.
Conclusion: The conjugates of sesquiterpene lactone 6-hydroxyxanthanodiene III and hydrogenated
azines may help to design potential promising anticancer drugs.
