ACADEMIA ROMÂNĂ Revue Roumaine de Chimie http://web.icf.ro/rrch/ Rev. Roum. Chim., 2020, 65(12), 1153-1157 DOI: 10.33224/rrch.2020.65.12.10 ON THE GREEN CATALYTIC SYNTHESIS OF PURPUROGALLIN Salima DIB, a,b Didier VILLEMIN, a* Bachir MOSTEFA-KARA, b Amel HAMHAMI, b Nathalie BAR, a Mebrouka DEKHICI a,c and Nawel CHEIKH b,c a Normandie Université France, ENSICAEN, LCMT, UMR CNRS 6507, INC3 M, FR 3038, Labex EMC3, 6 Bd Maréchal Juin 14050 Caen, France b Laboratoire de Catalyse et Synthèse en Chimie Organique, Faculté des Sciences, Université de Tlemcen, BP 119,13000 Tlemcen, Algerie c Faculté de Technologie, Université Tahri Mohamed Béchar, 08000, Bechar, Algérie Received November 4, 2020 The catalytic oxidation under green conditions of pyrogallol into purpurogal- lin was performed by air with laccase model copper complexes or by plant extracts containing peroxidases in the presence of hydrogen peroxide. A study was conducted for turnip, depending on the amount of extract, the method of introduction and the pH. Optimization of these conditions made it possible to easily obtain pure purpurogallin with a yield of 78%. INTRODUCTION * Benzotropolone is a bicyclic polyphenol system with pseudo-aromatic compound properties. The most studied member of this family is purpurogallin a natural red dye found in the bark of oak and gall nuts in the glucoside state. 1 Purpurogallin is known for its antibacterial, 2 antioxidant, 3 anticancer 4 activities. In addition, purpurogallin can prevent the methylation of hydroxyestradiol by catechol-O-methyltransferase. 5 It has been shown to specifically prevent the system activation pathway TLR1 / TLR2. 6 The structure of purpurogallin was established by single crystal X-ray analysis 1 to be a bicyclic mole- cule comprising a phenolic ring fused with a seven- membered ring in a highly planar conformation. Purpurogallin derivatives such as Goupiolone A and B, are known for their significant DNA- damaging activity and were tested for their anti- cancer activity 7,8 while Fomentariol isolated from the tree sponge Fomes fomentarius, display anti-oxidant * Corresponding author: didier.villemin@ensicaen.fr and antidiabetic activities. 9 Crocipodin is a natural pigment from the fruit bodies of mushroom Leccinum crocipodium. 10 OH O OH HO HO Fig. 1 – Structure of purpurogallin. EXPERIMENTAL 1. Materials and Methods All the reactions were carried at room temperature with magnetic stirring and monitored by TLC silica plates. IR spectra were obtained as solids with Fourier transform Perkin- Elmer. "Spectrum One" with ATR accessory. Only significant absorptions are listed.