Triarylethylene-indolin-2,3-dione molecular conjugates: design, synthesis, docking studies and anti-proliferation evaluation

• Published in: RSC advances Vol. 9; no. 72; pp. 4249 - 42414
• Main Authors: Kumar, Sumit, Palma, Gabriella, Perumal, Shanen, Kaur, Mandeep, Singh-Pillay, Ashona, Raj, Raghu, Singh, Parvesh, Kumar, Vipan
• Format: Journal Article
• Language: English
• Published: England Royal Society of Chemistry 20.12.2019; The Royal Society of Chemistry
• Subjects: Chemical synthesis; Chemistry; Conjugates; Docking; Estrogens; NMR; Nuclear magnetic resonance; Triazoles
• ISSN: 2046-2069; 2046-2069
• DOI: 10.1039/c9ra08776a

A series of 1 H -1,2,3-triazole-linked ospemifene-isatin and O -methylated ospemifene-isatin conjugates were synthesized and assayed for their anti-proliferative activities against estrogen-responsive as well as estrogen-non-responsive cells. The non-cytotoxic conjugate 14e , with an optimal combination of bromo substituents at the C-5/C-7 positions of isatin, proved to be a promising hit with an IC 50 value of 31.62 μM against MCF-7 and 19.23 μM against MDA-MB-231. The observed anti-proliferative activities of active conjugates were further corroborated via docking studies carried out on estrogen receptor subtypes α and β. A series of 1 H -1,2,3-triazole-linked ospemifene-isatin and O -methylated ospemifene-isatin conjugates were synthesized and assayed for their anti-proliferative activities against estrogen-responsive as well as estrogen-non-responsive cells.