Über o-Hydroxyarylvinylpyryliumsalze—I

Schiele, C.; Wilhelm, A.; Hendriks, D.; Stepec, M.; Paal, G.

doi:10.1016/s0040-4020(01)88412-x

Cited by 15 publications

(4 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Two out of the five synthesized compounds are novel. The compounds PS-CP-SAL [6,11], PS-CP-4MO [11], and PS-CP-5Br [9] have already been reported previously though their biological activities have not been evaluated till date. The UV-vis spectra show three distinctive peaks, foremost in between 250 and 260 nm, followed by the subsequent peak in the range of 290 and 320 nm and the final peak between 400 and 530 nm.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…In this study, we focus on a specific class of pyrylium salts, i.e., the benzopyrylium salts. The synthesis of some napthopyrylium salts have already been reported and studied for thermochromic and photochromic properties [6][7][8][9]. On the other hand, the benzopyrylium salts were first reported by Borche and Geyer [10] in 1913 and not many studies been carried out for these kind of benzopyrylium salts.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Benzopyrylium salts as new anticancer, antibacterial, and antioxidant agents

et al. 2021

View full text Add to dashboard Cite

Benzopyrylium salts are an unexplored class of compounds and as a first, this study reports them as potential therapeutic agents. In this effort we pursue the synthesis and in vitro anticancer, antibacterial and antioxidant properties of some novel benzopyrylium salts. The benzopyrylium salts were synthesized and further characterized via UV-vis, IR, 1 H-NMR, 13 C-NMR and mass spectrometry. The benzopyrylium salts were tested in vitro for anticancer activity across NCI 60 cell line panel. PS-CP-4MO showed the best activity against the MDA-MB-435 cell line of melanoma cancer in terms of the least GI 50 (1.78 μM), TGI (3.47 μM) and LC 50 (6.77 μM) values and showed selectivity against melanoma, colon cancer and leukemia. Mechanistic studies indicate that this compound inhibits MCF-7 cancer cells by inducing apoptosis and abrogates colony formation and wound healing in the cancer cells. Antibacterial studies show that some of the benzopyrylium salts are active on S. aureus (ATCC 29213) and the best active compound PS-CP-5Cl has a MIC of 8 μg/mL. Antioxidant studies indicate that they have good free radical scavenging properties (PS-CP-5Cl showed activity 1.48 times ascorbic acid). Fulfillment of the Lipinski's parameters of the benzopyrylium salts in silico showed tremendous drug likeness as potential pharmacophore leads.

show abstract

Section: Synthesis and Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Benzopyrylium salts as new anticancer, antibacterial, and antioxidant agents

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Additionally, pyrylium salts are employed as constituent dyes in lasers [6] and have been the subject of research regarding their photochromic properties. [7][8][9][10] With the advent of photodynamic therapy, pyrylium salts have also been explored for their biological activities. It has been reported that thiopyrylium dye inhibits proliferation of human colon carcinoma cell line CX1.…”

Section: Introductionmentioning

confidence: 99%

“…These salts serve a crucial role in the photographic industry, functioning as markers on photographic rolls due to their distinct fluorescence and color under UV light. Additionally, pyrylium salts are employed as constituent dyes in lasers [6] and have been the subject of research regarding their photochromic properties [7–10] . With the advent of photodynamic therapy, pyrylium salts have also been explored for their biological activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, In‐Vitro and In‐Vivo Anti‐Cancer Evaluation of Novel Benzopyrylium Salts on Colorectal Cancer Model of Drosophila Melanogaster

Rai,

Kumar,

Singh

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

A total of 10 benzopyrylium salts, 7 being novel, were synthesized by Claisen‐Schmidt condensation reaction and characterized by 1H and 13C NMR, High‐Resolution Mass Spectrometry, FT‐IR, and UV‐Vis spectroscopy. The purity of these synthesized compounds was determined by HPLC. The in‐vitro anti‐cancer evaluation of these synthesized benzopyrylium salts was done at National Cancer Institute (NCI), USA, against 60 human cancer cell lines. The compounds 4 and 8 showed promising anti‐cancer activities against various human cancer cell lines. The docking studies of the compounds were carried out against the oncogenic target JNK and their docking scores were compared to that of the known JNK inhibitor SP600125 (Pyrazolanthrone). Compound 4 exhibited an outstanding docking score of −9.0 kcal/mol, comparable to the docking score of SP600125 (−9.3 kcal/mol). The ex‐vivo studies in the hind‐gut of Drosophila were carried out and the inhibitory activity of compound 4 supported the findings of the docking studies. Furthermore, the potent compounds 4 and 8 were taken up for their in‐vivo anti‐cancer evaluation in the colorectal cancer model (CRC) of Drosophila melanogaster. The toxicity studies of these potent compounds were carried out both in wild type and mutant type Drosophila and the lethal doses were determined to be 200 μM.

show abstract

Spirokonjugation

Gleiter

1978

Angew. Chem.

View full text Add to dashboard Cite

Professor Georg Wittig gewidmetSpiroverbindungen mit senkrecht zueinander angeordneten n-Elektronensystemen (,,Spire-polyene") weisen eine neue Art der Homokonjugation auf, die als Spirokonjugation bezeichnet wird. Spiro-polyene sind z. B. durch Cycloaddition, durch Eliminierung von Distickstoff aus 1,2-Diazaspiro-polyenen und durch Cyclisierung von Carbeniumionen oder Carbanionen gut zuganglich. Die GroBe des Effektes, den die Spirokonjugation bewirkt, wird durch Modellrechnungen abgeschatzt. Der Nachweis gelingt u. a. durch Vergleich der Elektronen-und Photoelektronenspektren von Spiro-polyenen und analogen Verbindungen, die nicht die' Moglichkeit zu dieser Wechselwirkung haben. Synthesen von Spiro-polyenen CycloadditionSpiroverbindungen konnen im Prinzip auf sehr einfache Weise synthetisiert werden. Als allgemeines Reaktionsprinzip Angew. Chem. 90,591 601 ( 1 9 7 8 ) Angew. Chem. 90.591-601 (1978)

show abstract

Über o-Hydroxyarylvinylpyryliumsalze—I

Cited by 15 publications

References 10 publications

Benzopyrylium salts as new anticancer, antibacterial, and antioxidant agents

Benzopyrylium salts as new anticancer, antibacterial, and antioxidant agents

Synthesis, Characterization, In‐Vitro and In‐Vivo Anti‐Cancer Evaluation of Novel Benzopyrylium Salts on Colorectal Cancer Model of Drosophila Melanogaster

Spirokonjugation

Contact Info

Product

Resources

About