Inhibition of protein glycation by urea and thiourea derivatives of glycine/proline conjugated benzisoxazole analogue – Synthesis and structure–activity studies

Shantharam, C.S.; Vardhan, D. M. Suyoga; Suhas, R.; Sridhara, M. B.; Gowda, D. Channe

doi:10.1016/j.ejmech.2012.12.029

Cited by 52 publications

(15 citation statements)

References 28 publications

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“…The third most active antiglycating agent was found to be compound 5i bearing the fluoro substituent at position 3 of the phenyl ring, demonstrating a somewhat lower activity than 5j but still considerably higher than the reference inhibitor, rutin (IC 50 = 202.21 ± 0.55 vs. 168.71 ± 8.58 and 294.5 ± 1.5 μM, respectively). The remaining relatively more potent glycation inhibitors 5h and 5n possessing fluoro and chloro substituents at positions 2 and 2,4 (ortho and para) of the phenyl ring, respectively, showed inhibitory activity with IC 50 Compound 5a showed an anomalous behaviour, displaying enhancement in glycation.…”

Section: Antiglycation Activity (In Vitro)mentioning

confidence: 99%

“…38,45 Furthermore, a number of other derivatives of thiourea are reported to show promising glycation inhibitory activity. [49][50][51][52][53] Also, some isatin-derived imines (Schiff bases) have been recognized as potent inhibitors of glycation. 54,55 Prompted by these observations and as a continuation of our previous studies on bioactive isatin derivatives, we have synthesized a series of fifteen title thiosemicarbazones (a class of Schiff bases) and tested them principally for their antiurease and antiglycation influences.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

Pervez¹,

Khan²,

Iqbal³

et al. 2018

ACSi

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A series of fifteen N 4 -benzyl substituted 5-chloroisatin-3-thiosemicarbazones 5a-o were synthesized and screened mainly for their antiurease and antiglycation effects. Lemna aequinocitalis growth and Artemia salina assays were carried out to determine their phytotoxicity and cytotoxicity potential. All the compounds proved to be extremely effective urease inhibitors, demonstrating enzyme inhibition much better than the reference inhibitor, thiourea (IC 50 values 1.31 ± 0.06 to 3.24 ± 0.15 vs. 22.3 ± 1.12 μM). On the other hand, eight out of fifteen compounds tested, i.e. 5b, 5c, 5h-k, 5m and 5n were found to be potent glycation inhibitors. Of these, five viz. 5c, 5h-j and 5n proved to be exceedingly efficient, displaying glycation inhibition greater than the reference inhibitor, rutin (IC 50 values 114.51 ± 1.08 to 229.94 ± 3.40 vs. 294.5 ± 1.5 μM).

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Section: Antiglycation Activity (In Vitro)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

Pervez¹,

Khan²,

Iqbal³

et al. 2018

ACSi

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“…The existence of diprotic donor group of thiourea derivatives make it able to act as good receptors for anion and other molecules detection [16]. In fact, the utilization of thiourea molecular backbone featuring π-conjugation system makes it as an excellent candidate to act as molecular wires by utilizing electronic properties that can be produced in-situ at the level of molecular framework [17], [18]. Indeed, the introduction of new materials with hybrid moieties containing acetylide (C≡C) and thiourea moieties are considerably interesting because they potentially combine the physical properties derived individually from the presence of both moieties.…”

Section: Introductionmentioning

confidence: 99%

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

Daud¹,

Khairul²,

Isa³

et al. 2018

MST

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In the past few decades, the unique properties of acetylide and thiourea moieties individually have attracted great attention from researchers in various fields to be developed in numerous applications in advanced materials technology, especially as an active layer in gas sensing devices. The molecular systems of acetylide and thiourea provide a wide range of electronic properties as they possess rigid π-systems in their designated structures. In this study, a derivative of acetylide-thiourea featuring N- (4[4-aminophenyl] ethynyl benzonitrile)-N'-(4-ethyl benzoyl) thiourea (TCN) has been synthesised with the general formula of ArC(O)NHC(S)NHC≡C)Ar adopted the system of D-π-A for the significant development of conductive materials. The derivative consists of donating substituent characterised by typical spectroscopic techniques, such as infrared spectroscopy, UV-visible spectroscopy, and 1 H and 13 C Nuclear Magnetic Resonance. In turn, TCN was deposited onto interdigitated electrode (IDE) for the measurement of thin-film resistance.The resistance values of synthesised compound is caused the effect of donating substituent attached to the acetylidethiourea, which indeed altered the conductivity performances of fabricated IDE substrate. In fact, the theoretical calculation also was carried out using Gaussian 09 to evaluate the relationship between experimental and theoretical analyses of acetylide-thiourea semiconductor properties in term of energy band gap and the sensing response to the selected analyte. AbstractStudi Sifat Semikonduktor Asetilida-Thiourea sebagai Substrat Elektroda Terdigitasi (IDEs) menuju Aplikasi dalam Teknologi Penginderaan Gas. Bio ethanol adalah salah satu bahan bakar potensial di masa depan. Namun campuran etanol dalam air memiliki titik azeotrop pada konsentrasi 95,6 % berat, sehingga sulit untuk dimurnikan lebih lanjut. Metode umum yang dipakai dalam pemurnian etanol adalah menggunakan kolom distilasi azeotropik yang membutuhkan energi yang intensif dan penambahan solven tertentu. Pada penelitian ini, pemurnian etanol dilakukan dengan kolom adsorpsi dengan bahan isian cincin zeolite di dalamnya. Zeolit alam sebelum digunakan dimodifikasi dengan larutan NaOH agar kemampuan penjerapan (adsorpsi) air menjadi meningkat. Kemurnian etanol dapat mencapai lebih dari 99% dengan zeolite termodifikasi. Modifikasi ini juga meningkatkan waktu saturasi kolom sehingga kolom bisa dijalankan dengan efisien.

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“…They have also exhibited antiglycating [11] and cholinesterase-inhibiting properties [12,13]. Previously we have investigated various biological activities of these benzisoxazole derivatives as antimicrobial [1] and cholinesterase-inhibiting agents [13].…”

Section: Introductionmentioning

confidence: 99%

New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents

et al. 2013

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A series of piperidine conjugated benzisoxazole derivatives were synthesized and evaluated for their antibacterial, anti-oxidant and anti-inflammatory activities. The results showed that most of the tested compounds exhibit good to moderate antimicrobial activity against some strains of Gram negative bacteria (Escherichia coli, Klebsiella pneumoniae, Salmonella typhi, Shigella flexineri) and Gram positive bacteria (Bacillus subtilis). Further, the molecules were evaluated for anti-oxidant assays such as DPPH scavenging, super oxide radical scavenging and hydroxyl radical scavenging assays. Most of the compounds showed potent antioxidant activities. Also, the synthesized compounds were screened for anti-inflammatory activities such as lipoxygenase inhibition and indirect haemolytic assays, where compounds revealed good activity.

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Inhibition of protein glycation by urea and thiourea derivatives of glycine/proline conjugated benzisoxazole analogue – Synthesis and structure–activity studies

Cited by 52 publications

References 28 publications

Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

Synthesis and in vitro Bio-activity Evaluation of N4-benzyl Substituted 5-Chloroisatin- 3-thiosemicarbazones as Urease and Glycation Inhibitors

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents

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