Scopus
Synthesis and evaluation of new benzodioxole-based dithiocarbamate derivatives as potential anticancer agents and hCA-I and hCA-II inhibitors
European Journal of Medicinal Chemistry · Ocak 2017
Makale Bilgileri
DergiEuropean Journal of Medicinal Chemistry
Yayın TarihiOcak 2017
Cilt / Sayfa125 · 190-196
Scopus ID2-s2.0-84997112201
Özet
In the current work, new benzodioxole-based dithiocarbamate derivatives were synthesized via the reaction of N-(1,3-benzodioxol-5-ylmethyl)-2-chloroacetamide with appropriate sodium salts of N,N-disubstituted dithiocarbamic acids. These derivatives were evaluated for their cytotoxic effects on A549 human lung adenocarcinoma and C6 rat glioma cell lines. N-(1,3-Benzodioxol-5-ylmethyl)-2-[4-(4-nitrophenyl)-1-piperazinylthiocarbamoylthio]acetamide (10) can be identified as the most promising anticancer agent against C6 cell line due to its notable inhibitory effect on C6 cells with an IC50value of 23.33 ± 7.63 μg/mL when compared with cisplatin (IC50= 19.00 ± 5.29 μg/mL). On the other hand, compound 10 did not show any significant cytotoxic activity against A549 cell line. The compounds were also tested for their in vitro inhibitory effects on hCA-I and hCA-II. Generally, the tested compounds were more effective on CAs than acetazolamide, the reference agent. Among these compounds, N-(1,3-benzodioxol-5-ylmethyl)-2-[(morpholinyl)thiocarbamoylthio]acetamide (3) and N-(1,3-benzodioxol-5-ylmethyl)-2-[(thiomorpholinyl)thiocarbamoylthio]acetamide (4) were found to be the most effective compounds on hCA-I with IC50values of 0.346 nM and 0.288 nM, and hCA-II with IC50values of 0.287 nM and 0.338 nM, respectively.
Yazarlar (8)
1
Mehlika Dilek Altıntop
ORCID: 0000-0002-8159-663X
2
Belgin Sever
ORCID: 0000-0003-4847-9711
3
Gülşen Akalın Çiftçi
4
Kaan Kucukoglu
ORCID: 0000-0001-8977-9775
5
Ahmet Özdemir
6
Seyedeh Sara Soleimani
7
Hayrunnisa Nadaroglu
8
Zafer Asım Kaplancıklı
Anahtar Kelimeler
Benzodioxole
Cancer
Dithiocarbamate
Human carbonic anhydrase
Kurumlar
Anadolu Üniversitesi
Eskisehir Turkey
Atatürk Üniversitesi
Erzurum Turkey
Metrikler
33
Atıf
8
Yazar
4
Anahtar Kelime