Synthesis and evaluation of polyacrylamides derived from polycyclic pendant naphthalene, indole, and phenothiazine based chalcone moiety as potent antimicrobial agents

Boopathy, Mani; Selvam, Rajiv; JohnSanthoshkumar, Samuel; Subramanian, K.

doi:10.1002/pat.3972

Cited by 7 publications

(11 citation statements)

References 28 publications

(28 reference statements)

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“…13 C NMR (DMSO-d 6 ): δ 20. 1,20.3,48.5,124.2,124.6,124.7,124.9,126.2,126.3,126.4,127.1,127.5,131.2,132.6,137.5,174.5,175.6. MS: m/z = 356 (9%) (356.41): C,57.29;H,3.39;N,7.86%;found: C,57.03;H,3.15;N,…”

Section: -(Anthracen-9-ylsulfonyl)-2-thioxoimidazolidin-4one (3)mentioning

confidence: 99%

“…The formed precipitate was filtered off, washed with water, dried and recrystallized from ethanol-dioxane mixture to give 5(a, b). N- (1,anthracene-9-sulfonamide (5a). Yield: 80%; M.p.…”

Section: N-(substituted)anthracene-9-sulfonamide 5(a B)mentioning

confidence: 99%

“…Anthracene is the simplest tricyclic aromatic compound, consisting of three fused benzene rings. Anthracene exhibit promising biological activities [1][2][3][4] .Anthracene derivatives have a broad range of biological activities for example, anti-inflammatory [5], antibacterial [6][7][8][9] ,antifungal [9] and anticancer activity [10][11][12][13][14][15][16][17][18][19][20]. Also anthracene was reported to be active against specific skin ailments [21].…”

Section: Introductionmentioning

confidence: 99%

“…Manysided chemistry of anthracene provides a suitable route to synthesis a number of closely related derivatives [23]. In the present study, we studied the anticancer activity of synthesized compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13) against colon carcinoma cell lines (HCT-116), hepatic carcinoma cell lines (HepG 2) and breast carcinoma cell lines (MCF-7). ________________________________________________ Egypt.…”

Section: Introductionmentioning

confidence: 99%

“…IR spectrum (KBr, ν, cm -1 ): 3407 (OH), 3044 (NH), 1679 (C=O). 1 5, 20.5, 48.2, 124.5, 124.7, 124.7, 126.1, 126.1, 126.1, 126.1, 126.8, 126.8, 131.3, 131.3, 132.6, 170.3. MS: m/z = 315 (10%) (M •+ ); Anal.…”

Section: Introductionmentioning

confidence: 99%

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Novel anthracene-9-sulfonyl derivatives as anticancer agents: synthesis and in vitro biological evaluation

et al. 2020

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In this study, a new series of anthracene-9-sulfonyl derivatives incorporated with different heterocyclic moieties were synthesized and screened for their in vitro anticancer activity against colon carcinoma cell lines (HCT-116), hepatic carcinoma cell lines (HepG 2) and breast carcinoma cell lines (MCF-7). Among them, compound 4-acetylphenyl anthracene-9-sulfonate (8) showed selective high cytotoxic activity over colon carcinoma cell lines (HCT-116), also compounds 2-(anthracen-9-ylsulfonyl)malononitrile (7), N-(4-fluorophenyl)anthracene-9-sulfonamide (5b) and N-((1H-benzo[d]imidazol-2yl)methyl)anthracene-9-sulfonamide (10) showed the significant selective cytotoxic effect over breast carcinoma cell lines (MCF-7). All the compounds are subjected to explore their safety on normal human skin cell lines (BJ-1), the results revealed that all the compounds are safe and have insignificant weak cytotoxicity over normal human cells.

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Section: -(Anthracen-9-ylsulfonyl)-2-thioxoimidazolidin-4one (3)mentioning

confidence: 99%

“…The formed precipitate was filtered off, washed with water, dried and recrystallized from ethanol-dioxane mixture to give 5(a, b). N- (1,anthracene-9-sulfonamide (5a). Yield: 80%; M.p.…”

Section: N-(substituted)anthracene-9-sulfonamide 5(a B)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Novel anthracene-9-sulfonyl derivatives as anticancer agents: synthesis and in vitro biological evaluation

et al. 2020

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Synthesis, Enzymatic Degradation, and Polymer-Miscibility Evaluation of Nonionic Antimicrobial Hyperbranched Polyesters with Indole or Isatin Functionalities

Torun

Linares-Pastén

et al. 2021

Biomacromolecules

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Most macromolecular antimicrobials are ionic and thus lack miscibility/compatibility with nonionic substrate materials. In this context, nonionic hyperbranched polyesters (HBPs) with indole or isatin functionality were rationally designed, synthesized, and characterized. Antimicrobial disk diffusion assay indicated that these HBPs showed significant antibacterial activity against 8 human pathogenic bacteria compared to small molecules with indole or isatin groups. According to DSC measurements, up to 20% indole-based HBP is miscible with biodegradable polyesters (polyhydroxybutyrate or polycaprolactone), which can be attributed to the favorable hydrogen bonding between the N–H moiety of indole and the C=O of polyesters. HBPs with isatin or methylindole were completely immiscible with the same matrices. None of the HBPs leaked out from plastic matrix after being immersed in water for 5 days. The incorporation of indole into HBPs as well as small molecules facilitated their enzymatic degradation with PETase from Ideonella sakaiensis , while isatin had a complex impact. Molecular docking simulations of monomeric molecules with PETase revealed different orientations of the molecules at the active site due to the presence of indole or isatin groups, which could be related to the observed different enzymatic degradation behavior. Finally, biocompatibility analysis with a mammalian cell line showed the negligible cytotoxic effect of the fabricated HBPs.

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Synthesis, Thermal Properties, and Rheological Characteristics of Indole-Based Aromatic Polyesters

Arza

Zhang

2019

ACS Omega

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Currently, there is an intensive development of bio-based aromatic building blocks to replace fossil-based terephthalates used for poly(ethylene terephthalate) production. Indole is a ubiquitous aromatic unit in nature, which has great potential as a bio-based feedstock for polymers or plastics. In this study, we describe the synthesis and characterization of new indole-based dicarboxylate monomers with only aromatic ester bonds, which can improve the thermal stability and glass-transition temperature (Tg) of the resulting polyesters. The new dicarboxylate monomers were polymerized with five aliphatic diols to yield 10 new polyesters with tunable chemical structures and physical properties. Particularly, the Tg values of the obtained polyesters can be as high as 113 °C, as indicated by differential scanning calorimetry and dynamic mechanical analysis. The polyesters showed decent thermal stability and distinct flow transitions as revealed by thermogravimetric analysis and rheology measurements.

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Synthesis and evaluation of polyacrylamides derived from polycyclic pendant naphthalene, indole, and phenothiazine based chalcone moiety as potent antimicrobial agents

Cited by 7 publications

References 28 publications

Novel anthracene-9-sulfonyl derivatives as anticancer agents: synthesis and in vitro biological evaluation

Novel anthracene-9-sulfonyl derivatives as anticancer agents: synthesis and in vitro biological evaluation

Synthesis, Enzymatic Degradation, and Polymer-Miscibility Evaluation of Nonionic Antimicrobial Hyperbranched Polyesters with Indole or Isatin Functionalities

Synthesis, Thermal Properties, and Rheological Characteristics of Indole-Based Aromatic Polyesters

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