1207260-85-2Relevant academic research and scientific papers
Lignopurines: A new family of hybrids between cyclolignans and purines. Synthesis and biological evaluation
ángeles Castro,Miguel Del Corral, José M.,García, Pablo A.,Victoria Rojo,Bento, Ana C.,Mollinedo, Faustino,Francesch, Andrés M.,San Feliciano, Arturo
, p. 377 - 389 (2013/02/23)
A new family of hybrids between cyclolignans related to podophyllic aldehyde, a non-lactonic cyclolignan, and purines were prepared and evaluated against several human tumour cell lines. Both fragments, cyclolignan and purine, were linked through aliphatic and aromatic chains. The influence on the cytotoxicity of the purine substitution and the nature of the linker is analyzed. The new family was slightly less cytotoxic than the parent podophyllic aldehyde, although the selectivity is maintained or even improved and among the linkers used, the presence of an aromatic ring gave the most potent and selective derivatives within the new series tested. Cell cycle and confocal studies demonstrate that these derivatives interfere with the tubulin polymerization and arrest cells at the G2/M phase, in the same way than the parent compounds podophyllotoxin and podophyllic aldehyde do.
Synthesis and biological evaluation of new podophyllic aldehyde derivatives with cytotoxic and apoptosis-inducing activities
Castro, Ma. ángeles,Miguel Del Corral, José Ma.,García, Pablo A.,Rojo, Ma. Victoria,De La Iglesia-Vicente, Janis,Mollinedo, Faustino,Cuevas, Carmen,San Feliciano, Arturo
experimental part, p. 983 - 993 (2010/07/16)
Several series of nonlactonic podophyllic aldehyde analogues were prepared and evaluated against several human tumor cell lines. They had different combinations of aldehyde, imine, amine, ester, and amide functions at C-9 and C-9′ of the cyclolignan skeleton. All the compounds synthesized showed cytotoxicity levels in the μM range and below. Within the new series tested, compounds having an aldehyde or imine at C-9 and an ester at C-9′ were the most potent, with GI50 values in the nM range, some of them being several times more potent against HT-29 and A-549 carcinoma than against MB-231 melanoma cells. Cell cycle studies and analysis of the microtubule-disrupting capacity have demonstrated the existence of two different mechanisms of cell death induction for compounds with closely related structures.
