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Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
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Biologically active sulfur-containing polyamides as promising anticancer materials.

Gadeer R Ashour1, Sara A Alqarni2, Youssef O Al-Ghamdi3

  • 1Department of Chemistry, Faculty of Applied Sciences, Umm Al Qura University, Makkah, Saudi Arabia.

Designed Monomers and Polymers
|May 14, 2023
PubMed
Summary

New thiazole-containing polyamides exhibit significant antimicrobial and anticancer properties. Compound PA2 showed the highest antibacterial activity, and all synthesized polyamides were more effective against breast cancer cells than colon cancer cells.

Keywords:
Sulfur-containing polyamidesanticancer agentsbiological interestpolyamide derivativesthermal properties

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Area of Science:

  • Materials Science
  • Polymer Chemistry
  • Medicinal Chemistry

Background:

  • Thiazole-based molecules are crucial in medicinal chemistry, forming the core of many anticancer drugs.
  • The biological versatility of the thiazole moiety drives research into novel thiazole-containing compounds for therapeutic applications.

Purpose of the Study:

  • To synthesize and characterize a new series of thiazole-containing polyamides (PA1-4).
  • To evaluate the antimicrobial and anticancer activities of the synthesized polyamides.

Main Methods:

  • Polyamides were synthesized via polycondensation of 2-aminothiazole diphenyl sulfide with various diacid chlorides.
  • Characterization included Fourier transform-infrared spectroscopy (FTIR), solubility tests, gel permeation chromatography (GPC), X-ray diffraction (XRD), and scanning electron microscopy (SEM).
  • Antimicrobial activity was tested against Gram-positive and Gram-negative bacteria and fungi. Anticancer activity was evaluated against MCF-7 (breast) and HCT (colon) cell lines.

Main Results:

  • The synthesized polyamides (PA1-4) demonstrated good solubility, attributed to the thiazole ring and sulfur content.
  • All polyamides exhibited high thermal stability, particularly those derived from aromatic diacid chlorides.
  • Compound PA2 displayed the highest antibacterial activity. All synthesized polyamides showed greater efficacy against MCF-7 cells compared to HCT cells, indicating promising anticancer potential.

Conclusions:

  • The study successfully synthesized novel thiazole-containing polyamides with enhanced solubility and thermal stability.
  • The synthesized polyamides possess significant antimicrobial and anticancer activities, with notable efficacy against breast carcinoma.
  • The presence of the thiazole moiety and sulfur linkage contributes to the observed biological activities, highlighting their potential in drug development.