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Synthesis, antimicrobial and cytotoxic activities, and structure-activity relationships of gypsogenin derivatives against human cancer cells.

Abstract：

:A series of gypsogenin (1) derivatives (1a-i) was synthesized in good yields, and the derivatives' structures were established using UV, IR, (1)H NMR, (13)C NMR, and LCMS spectroscopic data. Among the tested compounds, 1a, 1b, 1d, 1e, and gypsogenin (1) showed antimicrobial activities against Bacillus subtilis and Bacillus thrungiensis, with inhibition zones of 10-14 mm. In addition, compounds 1b, 1d, and 1e showed antimicrobial activities against Bacillus cereus, with inhibition zones of 9-14 mm. Using six human cancer cell lines in vitro, the cytotoxic activities of all tested compounds were determined by calculating the IC50 values. Doxorubicin and paclitaxel were used as controls. Among the tested compounds, 1a, 1c, and 1d had inhibitory effects with IC50 values of 3.9 μM (HL-60 cells), 5.15 μM (MCF-7 cells), and 5.978 μM (HL-60), respectively. To determine the type of cell death, Hoechst 33258 (HO) and propidium iodide (PI) double staining was used. Especially, gypsogenin (1) and compound 1a triggered the apoptotic mechanism at a concentration of 20 μM. Thus, gypsogenin (1) and compounds 1a, 1c, and 1d possess varying degrees of biological activities and can be considered as potential antitumor agents.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Emirdağ-Öztürk S,Karayıldırım T,Çapcı-Karagöz A,Alankuş-Çalışkan Ö,Özmen A,Poyrazoğlu-Çoban E

doi

10.1016/j.ejmech.2014.05.084

subject

Has Abstract

pub_date

2014-07-23 00:00:00

pages

565-73

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(14)00516-9

journal_volume

82

pub_type

杂志文章

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