Design, Synthesis and Antiviral Potential of 14-Aryl/Heteroaryl-14H-dibenzo[a,j]xanthenes Using an Efficient Polymer-Supported Catalyst

Abstract

Polyethyleneglycol bound sulfonic acid (PEG-OSO3H), a chlorosulphonic acid-modified polyethylene glycol was successfully used as an efficient and eco-friendly polymeric catalyst in the synthesis of 14-aryl/heteroaryl-14H-dibenzo[a,j]xanthenes obtained from the reaction of 2-naphthol and carbonyl compounds under solvent-free conditions with short reaction times and excellent yields. The biological properties of these synthesized title compounds revealed that compounds 3b, 3c, 3f and 3i showed highly significant anti-viral activity against tobacco mosaic virus.

Efficient, Solvent-Free, Multicomponent Method for Organic-Base-Catalyzed Synthesis of β-Phosphonomalonates

“…We are interested in the development of various organic transformations under solvent-free conditions [20][21][22] and in exploring the catalytic properties of DBA in two different organic transformations. 15, 19 We found that DBA is a useful precursor for selective chemical transformations.…”

Synthesis of Bisindolylmethanes and Their Cytotoxicity Properties

“…In continuation of our research and interest in the development of novel synthetic methodologies [34], herein we report an efficient method for the synthesis of bisindolylmethanes catalyzed by PEG-OPOCl 2 (Scheme 1). To date, it is the first feasible method for electrophilic substitution at 3-position of indole with various aryl/heteroaryl aldehydes in PEG-OP(O)Cl 2 medium.…”

“…A catalyst was prepared according to reported procedure [34]. To a solution of POCl 3 (0.93 mL, 10 mmol) in 20 mL of CH 2 Cl 2 , the mixture of PEG-6000 (30 g, 10 mmol OH) and Et 3 N (1.67 mL, 12 mmol) in 80 mL of CH 2 Cl 2 was added drop-wise at 0–5 °C.…”

Computational study on the electronic transitions of 14-phenyl-14H-dibenzo[a,j]xanthenes

“…Xanthene derivatives are known to exhibit remarkable biological activities like, antibacterial 1,2 , antiviral 3 and CCR1 antagonist 4 and enjoys as a motif for the design and development of pharmacological agents 5 . Xanthene derivative serves as very important and useful starting material in the synthesis of compounds with potential material applications.…”