Jonquailine, A New Pretazettine-Type Alkaloid Isolated from Narcissus Jonquilla Quail, with Activity Against Drug-Resistant Cancer
Date
2015-04
Authors
Masi, Marco
Frolova, Liliya V.
Yu, Xiaojie
Mathieu, Veronique
Cimmino, Alessio
De Carvalho, Annelise
Kiss, Robert
Rogelj, Snezna
Pertsemlidis, Alexander
Kornienko, Alexander
Journal Title
Journal ISSN
Volume Title
Publisher
Elsevier
Abstract
A new alkaloid, belonging to the pretazettine group of Amaryllidaceae alkaloids, was isolated from dried bulbs of Narcissus jonquilla quail and named jonquailine. Its structure, including the absolute configuration, was elucidated using various NMR, ECD and ESI MS techniques. Initial biological evaluation revealed significant antiproliferative effects against glioblastoma, melanoma, uterine sarcoma and non-small-cell lung cancer cells displaying various forms of drug resistance, including resistance to apoptosis and multi-drug resistance. Jonquailine was also found to synergize with paclitaxel in its antiproliferative action against drug-resistant lung cancer cells. The results obtained compared with literature data also showed that the hydroxylation at C-8 is an important feature for the anticancer activity but this seems unaffected by the stereochemistry or the acetalization of the lactol.
Description
Keywords
amaryllidaceae, antiproliferative effects, cancer cells, jonquailine, Narcissus jonquilla quail, alkaloids, Chemistry and Biochemistry
Citation
Masi, M., Frolova, L. V., Yu, X., Mathieu, V., Cimmino, A., De Carvalho, A., Kiss, R., Rogelj, S., Pertsemlidis, A., Kornienko, A., & Evidente, A. (2015). Jonquailine, a new pretazettine-type alkaloid isolated from Narcissus jonquilla quail, with activity against drug-resistant cancer. Fitoterapia, 102, pp. 41–48.