Novel Phthalocyanines Containing Guaiacol Azo Dyes: Synhthesis, Antioxidant, Antibacterial, and Anticancer Activity

Kantar, Cihan; Kaya, Bülent; Türk, Mustafa; Şaşmaz, Selami

doi:10.1134/s0022476618050335

Cited by 20 publications

(7 citation statements)

References 29 publications

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“…In the last few decades, there have been numerous papers documenting the extraction of active chemicals from cork/grape identifying their health-benefiting properties. − However, the majority of the extractives are composed of phenolic monomers, with known limitations such as low stability and affinity with other substrates, restricting their applicability in the industrial field . Furthermore, investigations of the polymerization of isolated natural chemicals are relatively rare.…”

Section: Introductionmentioning

confidence: 99%

“…14−19 However, the majority of the extractives are composed of phenolic monomers, with known limitations such as low stability and affinity with other substrates, restricting their applicability in the industrial field. 20 Furthermore, investigations of the polymerization of isolated natural chemicals are relatively rare. This study proposes a green technique for producing value-added polymers from cork/grape extractives.…”

Section: Introductionmentioning

confidence: 99%

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Laccase-Catalyzed Synthesis of Added-Value Polymers from Cork and Grape Extracts

Li,

Freitas,

Santos

et al. 2023

J. Agric. Food Chem.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Laccase-Catalyzed Synthesis of Added-Value Polymers from Cork and Grape Extracts

Li,

Freitas,

Santos

et al. 2023

J. Agric. Food Chem.

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“…Phenol, 2-methoxy-(CAS) guaiacol was used as an antiseptic and expectorant. It has an induction effect on cell proliferation due to its ability to scavenge reactive oxygen species (ROS) [23]. The last two compounds were 2-propanol, 1,1'-oxybis-(CAS) dipropylene glycol with a % area of 6.71 %, and acetic acid (CAS) ethylic acid with a % area of 6.2 %.…”

Section: Phytochemical Of D Linearifoliummentioning

confidence: 99%

Antimicrobial and Phytochemistry study of Dendrobium linearifolium Teijsm. & Binn. from Gumitir, Jember, Indonesia

Setyati,

Su’udi,

Ravitamala

et al. 2024

BIO Web Conf.

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Dendrobium linearifolium Teijsm. & Binn. is an epiphytic orchid growing in Mount Gumitir, Jember, Indonesia and had been used by indigenous people of Bali to treat earaches. Previous research has identified its DNA barcode and the presence of alkaloids and flavonoids with the highest concentration found in the leaves. However, an extensive analysis of their chemical constituents and their potential medicinal properties from this plant is not yet available. This study aims to determine the antimicrobial activity and phytochemical contents of the methanol extract of D. linearifolium leaves. The antimicrobial test was conducted using the agar diffusion method against two fungi: Aspergillus niger and Aspergillus falvus and three pathogenic bacteria i.e., Streptococcus aureus, Salmonella typhi, and Escherichia coli. Phytochemical analysis was performed using GC-MS. The results of the antimicrobial test indicate that the extract of D. linearifolium leaves possessed antimicrobial activity with the highest level against A. niger and the gram-positive bacteria S. aureus. The phytochemical analysis detected a total of 47 compounds with a total of 26 having medicinal potential. The five most dominant compounds with antimicrobial activity, i.e., 1-propanol, 2-(2-hydroxypropoxy)- (CAS) 2-(2-hydroxypropoxy)-1-propanol; 4-methyl-2,5-dimethoxybenzaldehyde; phenol, 2-methoxy- (CAS) guaiacol; 2-propanol, 1,1′-oxybis- (CAS) dipropylene glycol; and acetic acid (CAS) ethylic acid.

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“…[21,22] Organic dyes with extended π-conjugation, like phthalocyanine and SQs, are well known for their aggregate formation, and derivatives of bulky chenodeoxycholic acid have been used to suppress such aggregates resulting in improved electron injection leading to enhanced photoconversion efficiency. [23,24] In contrast, SQ dye bears an electron-rich amine group substituted in the indole ring and an electron-deficient central squaric acid core offering the possibility of efficient intramolecular PET leading to the enhanced fluorescence quenching, which is schematically shown in Figure 3. Utilizing cyanine dye fluorophores, it has been demonstrated that in the presence of electron donor with free electron like -OH or -NH 2 group in combination with electron-deficient moiety, there was very strong fluorescence quenching due to PET.…”

Section: Electronic Absorption and Fluorescence Emission Spectramentioning

confidence: 99%

Design and Synthesis of Novel Squaraine Dye with Highly Enhanced Far‐Red Fluorescence and its Interaction with a Model Protein

Gupta,

Yamawaki,

Pradhan

et al. 2023

Physica Status Solidi (a)

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Novel amine‐functionalized symmetrical squaraine (SQ)‐dye and fluorescein isothiocyanate (FITC)–SQ–FITC dye conjugate are designed and successfully synthesized, followed by their structural and photophysical characterizations. Symmetrical SQ dye exhibits complete fluorescence quenching in polar solvents, which is explained by considering photoinduced electron transfer (PET) as a dominant quenching pathway. In contrast, FITC–SQ–FITC dye conjugate results in a decrease in an aggregation of both SQ and FITC units and about 47 times enhancement in the far‐red fluorescence appearing at 674 nm. This profound enhancement in the far‐red fluorescence is explained by the synergistic influence of suppression of aggregation‐induced quenching (ACQ) and PET. This newly designed FITC–SQ–FITC dye conjugate shows complete quenching of the far‐red fluorescence in phosphate buffer saline (PBS) owing to very strong dye aggregation, as confirmed by spectral absorption investigation. In PBS, it strongly interacts with bovine serum albumin (BSA) (Ka = 1.1 × 104 m−1) used as a model protein breaking the dye aggregation by BSA and increasing far‐red fluorescence associated with SQ as a function of increasing BSA concentration. A profound 117 times increase in fluorescence at 674 nm with 25 times of BSA concentration suggests that the designed FITC–SQ–FITC is an excellent far‐red probe for dye‐protein interaction.

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Novel Phthalocyanines Containing Guaiacol Azo Dyes: Synhthesis, Antioxidant, Antibacterial, and Anticancer Activity

Cited by 20 publications

References 29 publications

Laccase-Catalyzed Synthesis of Added-Value Polymers from Cork and Grape Extracts

Laccase-Catalyzed Synthesis of Added-Value Polymers from Cork and Grape Extracts

Antimicrobial and Phytochemistry study of Dendrobium linearifolium Teijsm. & Binn. from Gumitir, Jember, Indonesia

Design and Synthesis of Novel Squaraine Dye with Highly Enhanced Far‐Red Fluorescence and its Interaction with a Model Protein

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