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Updated: May 28, 2025

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
2-Guanidinobenzimidazole as Ligand in Supramolecular, Coordination and Organometallic Chemistry
Itzia I Padilla-Martínez1, Alejandro Cruz1, Efrén V García-Báez1
1Laboratorio de Química Supramolecular y Nanociencias, Departamento de Ciencias Básicas, Instituto Politécnico Nacional-UPIBI, Av. Acueducto s/n, Barrio la Laguna Ticomán, Ciudad de México 07340, Mexico.
Abstract:
The benzimidazole core (BI) plays a central role in biologically active molecules. The BI nucleus is widely used as a building block to generate a variety of bioactive heterocyclic compounds to be used as antihelmintics, antiprotozoal, antimalarials, anti-inflammatories, antivirals, antimicrobials, antiparasitics, and antimycobacterials. A versatile BI derivative is the 2-guanidinobenzimidazole (2GBI), which, together with its derivatives, is a very interesting poly-functional planar molecule having a delocalised 10 π electrons system conjugated with the guanidine group. The 2GBI molecule has five nitrogen atoms containing five labile N-H bonds, which interact with the out-ward-facing channel entrance, forming a labile complex with the biological receptor sites. In this work, 2GBI and their derivatives were analyzed as ligands to form host-guest, coordination and organometallic complexes. Synthesis methodology, metal geometries, hydrogen bonding (HB) interactions, and the biological activities of the complexes were discussed.
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