Ternary Inclusion System of Chair Conformation of 4,6,10,12,16,18,22,24-Octahydroxy-2,8,14,20-tetraphenyl-resorcin[4]arene: Selective Green Synthesis, Supramolecular Behavior, and Biological Activity

Abstract

Calix [4]resorcinarenes form different types of structural conformations. When their methylene carbons are substituted by four phenyl groups, the molecule can adopt both chair and cone conformations depending on the reaction temperature. The solvent-free synthesis of 4,6,10,12,16,18,22,24-octahydroxy-2,8,14,20-tetraphenylresorcin[4]arene led to the formation of chair conformer (C 2h ) rather than the cone conformer forming a ternary inclusion complex upon crystallization from wet DMSO. The solid state structure of the ternary inclusion system was determined by singlecrystal X-ray diffraction and proved that the host has adopted the chair conformation. The supramolecular interactions in the crystal structure of the solvated compound were carefully investigated. Studies on antimicrobial activities showed that the compound inhibited the growth of Gram-positive bacteria.

Green Synthesis : Crystal Structure and Bioactivity of C-(Psubstituted Phenyl) Calix[4] Resorcinarenes-Dmso Inclusion Complexes

“…Table 1 host molecules adopted the chair conformation with C 2h symmetry. [51] Table 1 illustrates the crystal data and structure refinements of compound (8). observed previously in similar compounds.…”

Octa‐Substituted Resorcinarene Based Supramolecules and Its Liquid Crystalline and Biological Applications

“…. [73,74] As a result, new antimicrobial medicines are critical to surviving this predicament. In present investigation, we have prepared amide derivatives of resorcin [4]arenes (E 1 -E 9 ) under microwave irradiation (MWI) (Scheme 1) and investigated for their different biological activities as well as liquid crystalline property.…”

“…Because energy savings, waste reduction, atom economy, avoiding the use of hazardous chemicals, and easy work‐up processes are all progressive significant advantages with these syntheses, green preparation of organic compounds in the field of medicinal chemistry can be acknowledged as an attractive research prospect [71,72] . As a consequence of their resistance to currently available antibacterial and antifungal medications, the development of effective anti‐microbial compounds has become one of the most important fields of antibacterial research today⋅ [73,74] . As a result, new antimicrobial medicines are critical to surviving this predicament.…”

Synthesis and Crystal Structure of a Ternary Lattice Inclusion System of C‐4‐acetamidophenylcalix[4]‐2‐methylresorcinarene dimethylsulfoxide tetrasolvate dihydrate

“…For example, the formation of simple dimeric hydrogen bonded capsules of C ‐Alkylcalix[4]resorcinarenes from tert‐butanol and other alcoholic solvents have been reported . Recently, some derivatives of calix[4]resorcinarene have shown high biological activities as antiviral against HSV‐1 and good antioxidant activity at noncytotoxic concentrations . Over the past three decades, many calix[4]resorcinarenes containing aliphatic linkage groups have been reported and some of them have been applied to chiral recognition.…”