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

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, 1 H NMR, 13 C NMR, ESI-MS, and elemental analysis. The mesomorphic behavior of novel synthesized...

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Bibliographic Details
Published in:Molecular Crystals and Liquid Crystals 2021-07, Vol.724 (1), p.1-25
Main Authors: Bhalodiya, Pradip C., Patel, Hemant N., Parmar, Tejasvi H., Sangani, Chetan B., Rajani, Dhanji P.
Format: Article
Language:English
Subjects:
Anti-malarial
anti-microbial
anti-tuberculosis
Biological properties
Calorimetry
Carbon
Chemical analysis
Chemical synthesis
cinnamates LCs
Crystals
Differential scanning calorimetry
Fungicides
Liquid crystals
Microorganisms
Molecular chains
nematic
NMR
Nuclear magnetic resonance
Optical microscopes
smectic
Stability analysis
Thermal stability
Thermogravimetric analysis
Tuberculosis
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Summary: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, 1 H NMR, 13 C 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.
ISSN:1542-1406
1563-5287
1527-1943
DOI:10.1080/15421406.2021.1905140