Novel 3-aryl-5-substituted-coumarin analogues: Synthesis and bioactivity profile

Kavetsou, Eleni; Katopodi, Annita; Argyri, Letta; Chainoglou, Eirini; Pontiki, Eleni; Hadjipavlou-Litina, Dimitra; Chroni, Angeliki; Detsi, Anastasia

dc.contributor.author	Kavetsou, Eleni
dc.contributor.author	Katopodi, Annita
dc.contributor.author	Argyri, Letta
dc.contributor.author	Chainoglou, Eirini
dc.contributor.author	Pontiki, Eleni
dc.contributor.author	Hadjipavlou-Litina, Dimitra
dc.contributor.author	Chroni, Angeliki
dc.contributor.author	Detsi, Anastasia
dc.date.accessioned	2023-09-13T10:32:46Z
dc.date.available	2023-09-13T10:32:46Z
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/58041
dc.identifier.uri	http://dx.doi.org/10.26240/heal.ntua.25738
dc.rights	Default License
dc.subject	coumarins	en
dc.subject	lipoxygenase	el
dc.subject	molecular docking	el
dc.subject	combined bioactivity	el
dc.title	Novel 3-aryl-5-substituted-coumarin analogues: Synthesis and bioactivity profile	en
heal.type	journalArticle
heal.classification	Pharmaceutical Chemistry	en
heal.contributorName	Kavetsou, Eleni
heal.contributorName	Katopodi, Annita
heal.contributorName	Argyri, Letta
heal.contributorName	Chainoglou, Eleni
heal.contributorName	Pontiki, Eleni
heal.contributorName	Hadjipavlou‐Litina, Dimitra
heal.contributorName	Chroni, Angeliki
heal.contributorName	Detsi, Anastasia
heal.language	en
heal.access	campus
heal.recordProvider	ntua	el
heal.publicationDate	2020-01-14
heal.bibliographicCitation	Kavetsou, E., Katopodi, A., Argyri, L., Chainoglou, E., Pontiki, E., Hadjipavlou‐Litina, D., Chroni, A., & Detsi, A. (2020). Novel 3‐aryl‐5‐substituted‐coumarin analogues: Synthesis and bioactivity profile. Drug Development Research, 81(4), 456-469.	en
heal.abstract	Eighteen 3-aryl-5-substituted-coumarins—six 5-acetyloxy-derivatives, six 5-hydroxy-derivatives, and six 5-geranyloxy-derivatives—were synthesized, structurally characterized and their antioxidant activity, lipoxygenase inhibitory ability, as well as their cytotoxic activity against human neuroblastoma SK-N-SH and HeLa adenocarcinoma cell lines were evaluated. The 5-acetyloxy-compounds 3a-3f were found to be the best cytotoxic agents among all the compounds studied. The bromo-substituted coumarins 3a and 3b were remarkably active against HeLa cell line showing IC50 1.8 and 6.1 μM, respectively. Coumarin 5e possessing a geranyloxy-chain on position 5 of the coumarin scaffold presented dual bioactivity, while 5-geranyloxy-coumarin 5f was the most competent soybean lipoxygenase inhibitor of this series (IC50 10 μM). As shown by in silico docking studies, the studied molecules present allosteric interactions with soybean lipoxygenases.	en
heal.sponsor	ΙΔΡΥΜΑ ΚΡΑΤΙΚΩΝ ΥΠΟΤΡΟΦΙΩΝ	el
heal.publisher	Elsevier	en
heal.journalName	Drug Development Research	en
heal.journalType	peer-reviewed
heal.fullTextAvailability	false
dc.identifier.doi	10.1002/ddr.21639	el