E. Charris, KatiuskaRodrigues, Juan R.Ramírez, HegiraFernandez Moreira, EstebanÁngel, Jorge E.Charris, Jaime E.2025-10-212025-10-212021-04-06K. E. Charris , J. R. Rodrigues , H. Ramírez , E. Fernandez-Moreira , J. E. Ángel , J. E. Charris . Synthesis of 5H-indeno[1,2-b]pyridine derivatives: Antiproliferative and antimetastatic activities against two human prostate cancer cell lines. Arch. Pharm. 2021, 354, e2100092. https://doi.org/10.1002/ardp.20210009210.1002/ardp.202100092https://hdl.handle.net/20.500.14352/125157This study describes the direct synthesis of 2-amino-4-(phenylsubstituted)-5H-indeno[1,2-b]pyridine-3-carbonitrile derivatives 5–21, through sequential multicomponent reaction of aromatic aldehydes, malononitrile, and 1-indanone in the presence of ammonium acetate and acetic acid (catalytic). The biological study showed that compound 10 significantly impeded proliferation of the cell lines PC-3, LNCaP, and MatLyLu. The antimetastatic effects of compound 10 could be related with inhibition of MMP9 in the PC-3 and LNCaP human cell lines. On the basis of a study of the structure–activity relationship of these compounds, we propose that the presence of two methoxy groups at positions 6 and 7 of the indeno nucleus and a 4-hydroxy-3-methoxy phenyl substitution pattern at position 4 of the pyridine ring is decisive for these types of molecules to exert very good antiproliferative and antimetastatic activities.engjournal articlehttps://onlinelibrary.wiley.com/doi/full/10.1002/ardp.202100092restricted accessAnticancerAntimetastaticAntiproliferativeIndenoProstatePyridineCiencias Biomédicas32 Ciencias Médicas