Please use this identifier to cite or link to this item: https://doi.org/10.1007/s10637-008-9205-5
Title: Synthesis of novel 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole derivatives as antiproliferative agents: A structure-activity relationship study
Authors: Benaka Prasad, S.B.
Vinaya, K.
Ananda Kumar, C.S.
Swarup, S. 
Rangappa, K.S.
Keywords: 2-benzisoxazole
6-fluoro-3-(4-piperidinyl)-1
Acid chloride
Antiproliferative activity
Cancer therapy
Cell proliferation.
Isonipecotic acid
MTT assay
Issue Date: Dec-2009
Citation: Benaka Prasad, S.B., Vinaya, K., Ananda Kumar, C.S., Swarup, S., Rangappa, K.S. (2009-12). Synthesis of novel 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole derivatives as antiproliferative agents: A structure-activity relationship study. Investigational New Drugs 27 (6) : 534-542. ScholarBank@NUS Repository. https://doi.org/10.1007/s10637-008-9205-5
Abstract: Summary: A series of novel 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole derivatives 5(a-m) were synthesized with different substituted aromatic/heterocyclic acid chlorides (R-CO-Cl) and characterized by 1H NMR, LC/MS, FTIR and elemental analyses. All the compounds synthesised were evaluated for their antiproliferative activity by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay. The antiproliferative effects of the synthesised compounds were tested against viable human skin fibroblast cells and carcinoma cells namely HeLa cells, HT-29 cells, MCF-7 cells, HepG-2 cells by adopting positive and negative control. The importance of the aromatic and heterocyclic moiety was confirmed. From the SAR studies, it reveals that, the substitution at N-terminal of 6-fluoro-3-(4- piperidinyl)-1,2-benzisoxazole by the heterocyclic ring plays a dominant role and was responsible for the antiproliferative activity. Among the synthesized compounds 5a, 5d and 5k have showed potent antiproliferative activity on all the carcinoma cells tested. © 2008 Springer Science+Business Media, LLC.
Source Title: Investigational New Drugs
URI: http://scholarbank.nus.edu.sg/handle/10635/101803
ISSN: 01676997
DOI: 10.1007/s10637-008-9205-5
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