title: β-Lactam synthon-interceded diastereoselective synthesis of functionalized octahydroindole-based molecular scaffolds and their in vitro cytotoxic evaluation.
abstract: A convenient and unprecedented synthesis of functionally enriched octahydroindole-based scaffolds has been developed via inter- and intra-molecular amidolysis of C-3 functionalized β-lactams. The cytotoxic evaluation on oesophageal cancer cell line WHCO1 has revealed 7d as the most potent of the test compounds exhibiting an IC(50) value of 12.97 μM. The developed strategy further assumes significance as it entails the preparation of highly functionalized indoles without the aid of transition metal catalysis or pre-functionalization of substrates.
authors.affiliation: Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India.
authors.forename: Pardeep
authors.initials: P
authors.lastname: Singh
authors.forename: Raghu
authors.initials: R
authors.lastname: Raj
authors.forename: Gaurav
authors.initials: G
authors.lastname: Bhargava
authors.forename: Denver T
authors.initials: DT
authors.lastname: Hendricks
authors.forename: Sachin
authors.initials: S
authors.lastname: Handa
authors.forename: Legrande M
authors.initials: LM
authors.lastname: Slaughter
authors.forename: Vipan
authors.initials: V
authors.lastname: Kumar
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D007211:Indoles; D047090:beta-Lactams