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Updated: Sep 24, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
A step-wise synthetic approach is necessary to access γ-conjugates of folate: folate-conjugated prodigiosenes
Carlotta Figliola1, Estelle Marchal1, Brandon R Groves1
1Department of Chemistry, Dalhousie University PO Box 15000 Halifax NS, B3H 4R2 Canada Alison.Thompson@dal.ca +1-902-494-3305.
Abstract:
Despite the vast literature that describes reacting folic acid with a pharmacophore, this route is ineffective in providing the correct regioisomer of the resulting conjugate. We herein present a step-wise route to the preparation of nine folate conjugates of the tripyrrolic prodigiosene skeleton. The strict requirement for step-wise construction of the folate core is demonstrated, so as to achieve conjugation at only the desired γ-carboxylic acid and thus maintain the α-carboxylic site for folate receptor (FRα) recognition. Linkages via ethylenediamine, polyethylene glycol and glutathione are demonstrated.
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