Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/2645
Title: Michael acceptor properties of 6-bicycloaryl substituted (R)-5,6-dihydro-2H-pyran-2-ones
Authors: Kasaplar, Pınar
Çakmak, Özgür Yılmazer
Çağır, Ali
Keywords: Michael addition
Antineoplastic agent
(R)-goniothalamin
Cytotoxicity
Log P
Issue Date: Oct-2010
Publisher: Elsevier Ltd.
Source: Kasaplar, P., Çakmak, Ö. Y., and Çağır, A. (2010). Michael acceptor properties of 6-bicycloaryl substituted (R)-5,6-dihydro-2H-pyran-2-ones. Bioorganic Chemistry, 38(5), 186-189. doi:10.1016/j.bioorg.2010.06.005
Abstract: The mechanism of action for α,β-unsaturated lactones can be explained by their Michael acceptor properties. They have the potential of being covalently binding inhibitors by accepting nucleophiles from target proteins. In this work, Michael addition reactions of ethanethiol with 6-bicycloaryl substituted 5,6-dihydro-2H-pyran-2-ones were studied to explore the existence of such interactions. Three of the Michael addition products were isolated and tested over PC3 (human prostate cancer) and MCF-7 (human breast adenocarcinoma) cancer cell lines and no cytotoxicity was observed. It was revealed that biological activity depends on the existence of a Michael acceptor, but potency probably depends upon the 3D structure of the substituent on lactone ring. The primary chemical-quantum properties of the lactones were also calculated using the Spartan'08 computer program. © 2010 Elsevier Inc. All rights reserved.
URI: http://doi.org/10.1016/j.bioorg.2010.06.005
http://hdl.handle.net/11147/2645
ISSN: 0045-2068
Appears in Collections:Chemistry / Kimya
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

Files in This Item:
File Description SizeFormat 
2645.pdfMakale334.89 kBAdobe PDFThumbnail
View/Open
Show full item record

CORE Recommender

SCOPUSTM   
Citations

8
checked on Nov 27, 2021

WEB OF SCIENCETM
Citations

8
checked on Nov 27, 2021

Page view(s)

28
checked on Nov 28, 2021

Download(s)

30
checked on Nov 28, 2021

Google ScholarTM

Check

Altmetric


Items in GCRIS Repository are protected by copyright, with all rights reserved, unless otherwise indicated.