Journal
CHEMMEDCHEM
Volume 13, Issue 1, Pages 105-115Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cmdc.201700619
Keywords
apoptosis; cell cycle; isothiocyanates; isothiocyanatoalkyl phosphinates; isothiocyanatoalkyl phosphine oxides
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Funding
- Polish National Science Centre (NCN) [DEC 2011/03/B/ST5/01058]
- Wroclaw University of Science and Technology [S30134/Z0313]
- Wroclaw Center of Biotechnology within the Leading National Research Center (KNOW) program
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A series of 21 novel, structurally diverse -(isothiocyanato)alkylphosphinates and phosphine oxides (ITCs) were designed and synthesized in moderate to good yields. The synthesized compounds were evaluated for invitro antiproliferative activity using LoVo and LoVo/DX cancer cell lines. The biological activity of the synthesized compounds was higher than that of natural isothiocyanates such as benzyl isothiocyanate or sulforaphane. The antiproliferative activity of selected ITCs was also tested on selected cancer cell lines: A549, MESSA and MESSA/DX-5, HL60 and HL60MX2, BALB/3T3, and 4T1. These compounds were assessed for their mechanism of action as inducers of cell-cycle arrest and apoptosis. Ethyl (6-isothiocyanatohexyl)(phenyl)phosphinate (71) was tested invivo on the 4T1 cell line and demonstrated moderate antitumor activity, similar to that benzyl isothiocyanate and cyclophosphamide.
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