Novel ester derivative of cinnamates with different long alkoxy chain: synthesis, mesomorphic properties, biological evaluation

Abstract

A novel series of liquid crystals involving cinnamate-based mesogenic units interlinked between aromatic ester and alkyl bromide were designed and synthesized. All target molecules were confirmed by IR, ¹H NMR, ¹³C NMR, ESI-MS, and elemental analysis. The mesomorphic behavior of novel synthesized materials (P1–P18), (V1–V18), and (M1–M18) was investigated through a polarizing optical microscope, differential scanning calorimetry, and thermogravimetric analysis (TGA) analysis. The lower carbon chain substituted member showed nematic phase while compound possess higher carbon chain exhibited only SmC phase. Thermal stability is determined by TGA analysis. All the cinnamate derivatives were screened for their anti-microbial, anti-malarial, and anti-tuberculosis potency. Among them, most of the derivatives exhibited outstanding anti-bacterial and anti-tuberculosis activity. Some derivatives also exhibited potent anti-fungal activity.

KEYWORDS:

• Anti-malarial
• anti-microbial
• anti-tuberculosis
• cinnamates LCs
• nematic
• smectic

Acknowledgments

Authors acknowledge thanks to Department of Chemistry, Shri M.M Patel Institute of Sciences and Research, Kadi Sarva Vishwavidyalaya, Gandhinagar.