Synthesis and Cytotoxic Activity on Human Cancer Cells of Novel Isoquinolinequinone–Amino Acid Derivatives
(2016) Molecules : a journal of synthetic organic and natural product chemistry — Vol. 21, n° 9, p. 1199 [1-14] (2016)
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- Abstract
- A variety of aminoisoquinoline-5,8-quinones bearing α-amino acids moieties were synthesized from 3-methyl-4-methoxycarbonylisoquinoline-5,8-quinone and diverse l- and d-α-amino acid methyl esters. The members of the series were evaluated for their cytotoxic activity against normal and cancer cell lines by using the (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) (MTT) assay. From the current investigation, structure-activity relationships demonstrate that the location and structure of the amino acid fragment plays a significant role in the cytotoxic effects. Moderate to high cytotoxic activity was observed and four members, derived from l-alanine, l-leucine, l-phenylalanine, and d-phenylalanine, were selected as promising compounds by their IC50 ranging from 0.5 to 6.25 μM and also by their good selectivity indexes (≥2.24)
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Valderrama, J., Delgado, V., Sepúlveda, S., Benites, J., Theoduloz, C., Buc Calderon, P., & Muccioli, G. (2016). Synthesis and Cytotoxic Activity on Human Cancer Cells of Novel Isoquinolinequinone–Amino Acid Derivatives. Molecules : a journal of synthetic organic and natural product chemistry, 21(9), 1199 [1-14]. https://doi.org/10.3390/molecules21091199 (Original work published 2016)