Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures
Schiff bases were prepared from S-benzyldithiocarbazate with 5-fluro-, 5-chloro- and 5-bromoisatin. All are potential tridentate nitrogen, oxygen, sulfur donors. They were found to be selectively active against MCF-7 cell line (Human non-metastatic mammary gland adenocarcinoma cell line). The bro...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Springer New York LLC
2011
|
| Subjects: | |
| Online Access: | http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/ http://irep.iium.edu.my/7866/1/JOCC_41_1630-1641.pdf |
| Summary: | Schiff bases were prepared from S-benzyldithiocarbazate
with 5-fluro-, 5-chloro- and 5-bromoisatin. All are potential tridentate nitrogen, oxygen, sulfur donors. They
were found to be selectively active against MCF-7 cell line
(Human non-metastatic mammary gland adenocarcinoma cell line). The bromide and fluoride compounds were the most active with IC50 values of 6.40 lM (2.6 lg/mL) and 9.26 lM (3.2 lg/mL) respectively while the chloride derivative was weakly active with an IC50 value of 38.69 lM (14.0 lg/mL). The cytotoxic activity of the halo substituted isatins against the breast cancer cell lines tested is in the order of Br>F>Cl. Planarity of the isatin ring in the Schiff bases can be arranged in the following order SB5FISA[SB5ClISA[SB5BrISA while the perpendicularity of the benzyl ring towards the dithiocarbazate plane can be ordered as follows, SB5FISA>SB5BrISA>SB5ClISA. |
|---|