Related Experiment Video
Updated: May 20, 2026

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
Synthesis and classical pathway Complement inhibitory activity of C7-functionalized filifolinol derivatives, inspired
Enrique L Larghi1, María A Operto, Rene Torres
1Instituto de Química Rosario (IQUIR, CONICET-UNR), Suipacha 531, S2002LRK Rosario, Argentina. larghi@iquir-conicet.gov.ar
Abstract:
A series of carboxylic acids carrying various functionalization on C-7 of their common 3H-spiro[benzofuran-2,1'-cyclohexane] skeleton were synthesized from filifolinol, as analogs of the natural Complement inhibitor K-76 COOH. In order to probe the relevance of the C-7 functionalization on their bioactivity, the ability of the analogs to inhibit Complement activation through the classical pathway was determined. The observed results suggest that functionalization of C-7 can modulate the inhibitory activity of the tested compounds. The 7-trifluoromethyl derivative was the compound with the lowest IC(50) value among the tested analogs (IC(50) = 100 μM), being more potent than K-76 COOH (IC(50) = 570 μM).
Related Concept Videos
Inhibitors of Bacterial Protein Synthesis
Complement System
Inhibitors of Bacterial DNA Synthesis
Inhibitors of Viral Protein Synthesis
Local Anesthetics: Chemistry and Structure-Activity Relationship
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
