Synthesis and cytotoxic activity of some 1,2,4-triazoline-3-thione and 2,5-disubstituted- 1,3,4-thiadiazole derivatives
Abstract
ABSTRACT: In this search, a series of 5-[4-(4-fluorobenzoylamino)phenyl]-2-substitutedamino-
1,3,4-thiadiazole ( 2a-g ) and 5-[4-(4-fluorobenzoylamino)phenyl]-4-substituted-2,4-dihydro-
3H-1,2,4-triazo-le-3-thione ( 3a-f ) derivatives were synthesized and characteristed by
elemental analysis, UV-visible, IR, 1H-NMR, MS spectral data and X-ray crystallograpy (3b).
Cytotoxic activity of six prototype compounds (2a, 2d, 2e, 3a, 3d and 3e) were evaluated by
using HeLa (ATCC CCL-2) and normal cell lines according to procedures of MTT
[3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] Assay [Cell Proliferation Kit I
(MTT) Roche-Germany].
KEY WORDS: Cytotoxic activity, 1,2,4-triazoline-3-thione, 2,5-disubstituted-1,3,4-thiadiazole,
mtt assay, x-ray crystallograpy
Keywords
References
- Foroumadi A, Mansouri S, Kiani Z, Rahmani A. Synthe- sis and in vitro antibacterial evaluation of N-[5-(5-nitro- 2-thienyl)-1,3,4-thiadiazole-2-yl]piperazinyl quinolones. Eur J Med Chem, 38: 851-854, 2003.
- Foroumadi A, Soltani F, Moshafi MH, Ashraf-Askari R. Synthesis and in vitro antibacterial activity of some N-(5-aryl-1,3,4-thiadiazole-2-yl)piperazinylquinolone derivatives. Farmaco, 58: 1023-1028, 2003.
- Thomasco LM, Gadwood RC, Weaver EA, Ochoada JM, Ford CW, Zurenko GE, Hamel JC, Stapert D, Moerman JK, Schaadt RD, Yagi BH. The synthesis and antibacterial activity of 1,3,4-thiadiazole phenyl oxazolidinone ana- logues. Bioorg Med Chem Lett, 13: 4193-4196, 2003.
- Collin X, Sauleau A, Coulon J. 1,2,4-Triazolo mercapto and aminonitriles as potent antifungal agents. Bioorg Med Chem Lett, 13: 2601-2605, 2003.
- Doğan HN, Duran A, Rollas S, Şener G, Uysal MK, Gülen D. Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimi- crobial activities. Bioorg Med Chem, 10: 2893-2898, 2002.
- Rollas S, Yılmaz N, Erdeniz H, Kiraz M. Antimicrobial activities of some 5-(4-nitro/aminophenyl)-1, 2, 4- tria- zoline-3-thione derivatives. Med Sci Res, 26: 83-84,1998.
- Oruç E, Rollas S, Kandemirli F, Shvets N, Dimoglo AS. 1,3,4-Thiadiazole Derivatives Synthesis, Structure Eluci- dation and Structure-Antitüberculosis Activity Relation- ships Investigations. J Med Chem, 47: 6760-6767, 2004.
- Shiradkar MR, Murahari KK, Gangadasu HR, Suresh T, Kalyan CA, Panchal D, Kaur R, Burange P, Ghogare J, Mokale V, Raut M. Bioorg Med Chem, 15: 3997-4008, 2007.
Details
Primary Language
English
Subjects
-
Journal Section
-
Authors
Ufuk Çoruh
This is me
Bilgehan Barlas-durgun
This is me
Ezequiel Vázquez-lópez
This is me
Suna Özbaş-turan
This is me
Jülide Akbuğa
This is me
Sevim Rollas
This is me
Publication Date
March 3, 2014
Submission Date
March 3, 2014
Acceptance Date
-
Published in Issue
Year 2010 Volume: 14 Number: 2