Synthesis and cytotoxicity test of LR-2 on breast cancer cell line T47D
Abstract
LR-2 is a compound analog of monastrol, an anticancer agent, which has been succesfully synthesised through the application of Biginelli reaction and one of LR compound series that synthesised in Faculty of Farmacy, Universitas Gadjah Mada. This reserach was aimed to synthesized the LR-2 compound and to investigate the cytotoxicity of LR-2 on breast cancer cell line. The reaction was carried out by using the one pot reaction method. In this reaction benzaldehyde, 2-indanone and thiourea were reacted together for 6hours in acid catalyst. The cytotoxicity test was carried by using breast cancer cell line the MTT assay method and the LC50 was ditermined by using the probit analysis with Miller and Tainter method. The product was isolated by using preparative TLC in 54 % yield. The structure was elucidated by spectroscopymethods (UV-Vis, H-NMR, IR and GC-MS).The LC50 is 159 µM.
Keywords : LR-2, benzaldehyde, 2-indanone, thiourea, T47D
Full Text:
UntitledReferences
Bose, D.S., M. Sudharshan & S.W. Chavhan, 2005, New protocol for Biginelli reaction-a practical synthesis of Monastrol, Arkivoc, 3, 228.http://www.sinarharapan.co.id/iptek/kesehatan/ 2003/042/kes1.html
Kappe, C.O., 1993, 100 Years of the Biginelli Dihydropyrimidine Synthesis, Tetrahedron, 49, 6937.
Maliga, Z. and Mitchison, T. J., 2006, Small-molecule and mutational analysis of allosteric Eg5
inhibition by monastrol, BMC Chemical Biology , 6, 1472-6769.
Nurrochmad, A., 2001, Sintesis Kurkumin, Bisdemetoksi Kurkumin, Bisdemetoksidehidroksi Kurkumin, dan Pentagamavunon-0 serta Uji Ketoksikannya terhadap Sel Myeloma, dan Sel Mononuklear Normal secara In Vitro, Tesis, Program Pasca Sarjana UGM, Yogyakarta.
Ritmaleni & Nurcahyani, W., 2006, Sintesis 4-fenil-3,4-tetrahidro-indeno[2,1]pirimidin-2-on (LR-1), Majalah Farmasi Indonesia, 17(3), 149.
Suroso, S., 2007, Kanker Mulut Rahim Rengut 8.000 W anita Indonesia per Tahun, diakses 18 juni 2008, http://www.antara.co.id/arc/2007/9/20/kanker-mulut-rahim-rengut-8000-wanita-indonesia-per-tahun/
Sutjipto, 2003, Kanker Payudara Bukan Akhir Segalanya, diakses 18 Juni 2008
Teng, W. Y., Yu, L. H., Chien, C. S., Ray, L. H., Ren, S. C. and Chien, C. C., 2005, Cytotoxic Acridone Alkaloids from the Stem Bark of Citrus Maxima, Journal of The Chinese Chemical Society, 52, 1253.
Weber, L., 2002, Multicomponent Biginelli's synthesis of 3,4-dihydropyrimidin-2-(1H)-ones promoted by SnCl2.2H2O,Drug. Disc. Today, 7, 143.
DOI: http://dx.doi.org/10.14499/indonesianjpharm0iss0pp21-32
Refbacks
- There are currently no refbacks.
Copyright (c) 2017 INDONESIAN JOURNAL OF PHARMACY
This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.
Indonesian J Pharm indexed by:
View My Stats