Synthesis and antiproliferative activities of diversely substituted glycosyl-isoindigo derivatives

• Published in: European journal of medicinal chemistry Vol. 41; no. 1; pp. 88 - 100
• Main Authors: Sassatelli, Mathieu, Bouchikhi, Fadoua, Messaoudi, Samir, Anizon, Fabrice, Debiton, Eric, Barthomeuf, Chantal, Prudhomme, Michelle, Moreau, Pascale
• Format: Journal Article
• Language: English
• Published: ISSY-LES-MOULINEAUX Elsevier Masson SAS 2006; Elsevier
• Subjects: Animals; Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; Antiproliferative activities; Biological and medical sciences; Cell Proliferation; Cells, Cultured; Chemical Sciences; Chemistry, Medicinal; Drug Screening Assays, Antitumor; Fibroblasts - cytology; Fibroblasts - drug effects; General aspects; Glycosylation; Humans; Indigoids; Indoles - chemical synthesis; Indoles - chemistry; Indoles - pharmacology; Isoindigos; Life Sciences & Biomedicine; Medical sciences; Mice; Molecular Structure; Neoplasms - drug therapy; Organic chemistry; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Science & Technology; Structure-Activity Relationship; Antiproliferative activities; Indigoids; Isoindigos; DESIGN; antiproliferative activities; INDIRUBINS; TYROSINE KINASE; indigoids; isoindigos; DEPENDENT KINASE INHIBITORS; Antineoplastic agent; Human; Solid tumor; Indigoid dye; Nitrogen heterocycle; Toxicity; Lactam; Cytotoxicity; Glycosylamine; In vitro; Cell line; Structure activity relation; Bicyclic compound; Aromatic compound; Chemical synthesis; Fibroblast; Tumor cell
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2005.10.004

In the course of structure–activity relationship studies, diversely substituted 1-(β- d-glucopyranosyl)-isoindigo derivatives were prepared from commercially available indolines. Their antiproliferative activities were evaluated toward a panel of human solid cancer cell lines (PC 3, DLD-1, MCF-7, M4Beu, A549, PA 1), a murine cell line (L929) and a human fibroblast primary culture to get an insight into the substitution pattern required for the best biological potencies.