Antitumor, Antioxidant and Antimicrobial Studies of Substituted Pyridylguanidines

Muhammad, Said; Badshah, Amin; Shah, Naseer Ali; Khan, Hizbullah; Murtaza, Ghulam; Vabre, Boris; Zargarian, Davit; Khan, Muhammad Rashid

doi:10.3390/molecules180910378

Cited by 19 publications

(10 citation statements)

References 47 publications

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“…The elemental analysis shows that the suggested molecular composition is in good agreement with the experimental results and also confines the bulk purity of the compounds. The vibrational spectroscopy shows the appearance of C = N stretching band at 1510–1527 cm −1 indicating the formation guanidine nucleus in accordance with the literature data [21,22]. The remaining FTIR data as reported in the experimental section explain the structural features of the respective compounds.…”

Section: Resultssupporting

confidence: 88%

Synthesis and characterization of azo-guanidine based alcoholic media naked eye DNA sensor

et al. 2016

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DNA sensing always has an open meadow of curiosity for biotechnologists and other researchers. Recently, in this field, we have introduced an emerging class of molecules containing azo and guanidine functionalities. In this study, we have synthesized three new compounds (UA1, UA6 and UA7) for potential application in DNA sensing in alcoholic medium. The synthesized materials were characterized by elemental analysis, FTIR, UV-visible, 1H NMR and 13C NMR spectroscopies. Their DNA sensing potential were investigated by UV-visible spectroscopy. The insight of interaction with DNA was further investigated by electrochemical (cyclic voltammetry) and hydrodynamic (viscosity) studies. The results showed that compounds have moderate DNA binding properties, with the binding constants range being 7.2 × 103, 2.4 × 103 and 0.2 × 103 M−1, for UA1, UA6 and UA7, respectively. Upon binding with DNA, there was a change in colour (a blue shift in the λmax value) which was observable with a naked eye. These results indicated the potential of synthesized compounds as DNA sensors with detection limit 1.8, 5.8 and 4.0 ng µl−1 for UA1, UA6 and UA7, respectively.

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Section: Resultssupporting

confidence: 88%

Synthesis and characterization of azo-guanidine based alcoholic media naked eye DNA sensor

et al. 2016

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“…, furimidazoline), 8 developed principally as topoisomerase inhibitors for cancer treatment. In addition to these biscationic compounds, other hydrazone-containing and guanidine-containing molecules possess a range of promising biological activities, including antitubercular, 9,10 anti-HIV, 11,12 anticonvulsant, 13 anticancer, 14 anti-inflammatory, 15,16 antimalarial, 17,18 antibacterial, 19,20 and antifungal activities. 21,22 Recently, bis( N -amidinohydrazones) were reported to inhibit the calcium-dependent serine endoprotease, furin, which activates immature proteins to their functional, mature forms.…”

Section: Introductionmentioning

confidence: 99%

Bis(N-amidinohydrazones) and N-(amidino)-N′-aryl-bishydrazones: New classes of antibacterial/antifungal agents

Shrestha

Kril

Green

et al. 2017

Bioorganic & Medicinal Chemistry

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The emergence of multidrug-resistant bacterial and fungal strains poses a threat to human health that requires the design and synthesis of new classes of antimicr obial agents. We evaluated bis(N-amidinohydrazones) and N-(amidino)-N'-aryl-bishydrazones for their antibacterial and antifungal activities against panels of Gram-positive/Gram-negative bacteria as well as fungi. We investigated their potential to develop resistance against both bacteria and fungi by a multi-step, resistance-selection method, explored their potential to induce the production of reactive oxygen species, and assessed their toxicity. In summary, we found that these compounds exhibited broad-spectrum antibacterial and antifungal activities against most of the tested strains with minimum inhibitory concentration (MIC) values ranging from <0.5->500 μM against bacteria and 1.0->31.3 μg/mL against fungi; and in most cases, they exhibited either superior or similar antimicrobial activity compared to those of the standard drugs used in the clinic. We also observed minimal emergence of drug resistance to these newly synthesized compounds by bacteria and fungi even after 15 passages, and we found weak to moderate inhibition of the human Ether-à-go-go-related gene (hERG) channel with acceptable IC50 values ranging from 1.12-3.29 μM. Overall, these studies sh ow that bis(N-amidinohydrazones) and N-(amidino)-N'-aryl-bishydrazones are potentially promising scaffolds for the discovery of novel antibacterial and antifungal agents.

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“…10 Further research has been conducted on their antimicrobial and anticancer properties. [11][12][13] In these cases, the compounds studied included chalcones 14 and also platinum centred derivatives. 15 Findings like these support advances in synthesising further derivatives of guanidine compounds to target new areas of cancer therapeutics, and further illustrate the biological importance of these simple and easily manipulatable structures.…”

Section: Introductionmentioning

confidence: 99%

Thiourea and Guanidine Compounds and their Iridium Complexes in Drug-Resistant Cancer Cell Lines: Structure-Activity Relationships and Direct Luminescent Imaging

Thomas

Balónová

Cinatl

et al. 2019

Preprint

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<p>Thiourea and guanidine units are found in nature, medicine, and materials. Their continued exploration in applications as diverse as cancer therapy, sensors, and electronics means that their toxicity is an important consideration. We have systematically synthesised a set of thiourea compounds and their guanidine analogues, and elucidated structure-activity relationships in terms of cellular toxicity in three ovarian cancer cell lines and their cisplatin-resistant sub-lines. We have been able to use the intrinsic luminescence of iridium complexes to visualise the effect of both structure alteration and cellular resistance mechanisms. These findings provide starting points for the development of new drugs and consideration of safety issues for novel thiourea- and guanidine-based materials.</p>

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Antitumor, Antioxidant and Antimicrobial Studies of Substituted Pyridylguanidines

Cited by 19 publications

References 47 publications

Synthesis and characterization of azo-guanidine based alcoholic media naked eye DNA sensor

Synthesis and characterization of azo-guanidine based alcoholic media naked eye DNA sensor

Bis(N-amidinohydrazones) and N-(amidino)-N′-aryl-bishydrazones: New classes of antibacterial/antifungal agents

Thiourea and Guanidine Compounds and their Iridium Complexes in Drug-Resistant Cancer Cell Lines: Structure-Activity Relationships and Direct Luminescent Imaging

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