Synthesis, Antiproliferative, and Antioxidant Activities of Substituted N-[(1,3,4-Oxadiazol-2-yl) Methyl] Benzamines

Ahsan, Mohamed Jawed; Bhandari, Lakshya; Makkar, Shally; Singh, Rajan; Hassan, Mohd. Zaheen; Geesi, Mohammed H.; Bakht, Md. Afroz; Jadav, Surender Singh; Balaraju, Tuniki; Riadi, Yassine; Rani, Sandhya; Khalilullah, Habibullah; Gorantla, Vasubabu; Hussain, Afzal

doi:10.2174/1570180816666181113110033

Cited by 11 publications

(6 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among the different isomers, 1,3,4-oxadiazole isomer shows a lots of therapeutic activities like antibacterial [9,10], anticonvulsant [11], antitumor [12][13][14][15][16][17][18][19][20][21][22], hypoglycemic, antipyretic [23], anti-tubercular [10,24], anti-viral [25], immunosuppressive, spasmolytic, antioxidant [13,26], anti-inflammatory [23,27,28], insecticidal [20], CNS stimulant, ant amoebic, antiemetic, antidepressant, anthelmintic activities, vasodilator activity, antimycotic activity [29], anti-allergic, anti-Alzheimer activity, ulcerogenic and antihypertensive activities etc.…”

Section: Introductionmentioning

confidence: 99%

Therapeutic potential of oxadiazole or furadiazole containing compounds

Siwach

Verma

2020

BMC Chemistry

View full text Add to dashboard Cite

As we know that, Oxadiazole or furadi azole ring containing derivatives are an important class of heterocyclic compounds. A heterocyclic five-membered ring that possesses two carbons, one oxygen atom, two nitrogen atoms, and two double bonds is known as oxadiazole. They are derived from furan by the replacement of two methylene groups (= CH) with two nitrogen (-N =) atoms. The aromaticity was reduced with the replacement of these groups in the furan ring to such an extent that it shows conjugated diene character. Four different known isomers of oxadiazole were existed such as 1,2,4-oxadiazole, 1,2,3-oxadiazole, 1,2,5-oxadiazole & 1,3,4-oxadiazole. Among them, 1,3,4-oxadiazoles & 1,2,4-oxadiazoles are better known and more widely studied by the researchers due to their broad range of chemical and biological properties. 1,3,4-oxadiazoles have become important synthons in the development of new drugs. The derivatives of the oxadiazole nucleus (1,3,4-oxadiazoles) show various biological activities such as antibacterial, anti-mycobacterial, antitumor, anti-viral and antioxidant activity, etc. as reported in the literature. There are different examples of commercially available drugs which consist of 1,3,4-oxadiazole ring such as nitrofuran derivative (Furamizole) which has strong antibacterial activity, Raltegravir as an antiviral drug and Nesapidil drug is used in anti-arrhythmic therapy. This present review summarized some pharmacological activities and various kinds of synthetic routes for 2, 5-disubstituted 1,3,4-oxadiazole, and their derived products.

show abstract

Section: Introductionmentioning

confidence: 99%

Therapeutic potential of oxadiazole or furadiazole containing compounds

Siwach

Verma

2020

BMC Chemistry

View full text Add to dashboard Cite

show abstract

“…Au NPs can also be synthesized by the reduction of Au(III) salts using gallic acid, hydrogen peroxide, and hydrazine as reducing agents 15 , 16 . Some of these reducing agents such as citric acid, oleyl amine, sodium borohydride (NaBH 4 ), trioctyl-phosphine, hexadecyltrimethylammonium bromide, and polyethylene glycol are considered toxic, combustible, and perilous to the environment 17 , 18 . Thus, there is a dire demand to develop clean, biocompatible, and eco-friendly methodologies for the synthesis of NPs 19 .…”

Section: Introductionmentioning

confidence: 99%

Hydrogel assisted synthesis of gold nanoparticles with enhanced microbicidal and in vivo wound healing potential

Batool

Muhammad

Iqbal

et al. 2022

Sci Rep

View full text Add to dashboard Cite

The present study reports a hydrogel-based sunlight-assisted synthesis of gold nanoparticles (Au NPs) with enhanced antimicrobial and wound healing potential. The hydrogel extracted from the seeds of Cydonia oblonga was used as a reducing and capping agent to synthesize Au NPs for the first time. The as-synthesized Au NPs were characterized for an average size, shape, surface functionalization, antimicrobial, and wound healing capabilities. The cubic and rectangular-shaped Au NPs with an average edge length of 74 ± 4.57 nm depicted a characteristic surface plasmon resonance band at 560 nm. The hydrogel-based Au NPs inhibited the growth of microorganisms in zones with 12 mm diameter. In-vitro experiments showed that a minimum inhibitory concentration of Au NPs (16 µg/mL) was sufficient to mimic the 95% growth of pathogenic microorganisms in 24 h. In vivo treatment of wounds with Au NPs in murine models revealed a 99% wound closure within 5 days. Quantitative PCR analysis performed to decipher the role of Au NPs in enhanced wound healing showed an increase in the expression levels of NANOG and CD-34 proteins.

show abstract

“…[12] According to Zheng et al (2018), 1,3,4-oxadiazoles may influence the transcription of biofilm-related genes like sarA, icaA, and fnbB, which are required for biofilm formation. [13] In addition, anticonvulsant, [14] antioxidant, [15] antitumor, [16] antitubercular, [17] antiviral, [18] antiinflammatory, [19] and antidiabetic activity [20] are among the fascinating therapeutic activities of 1,3,4oxadiazole-linked hybrids. Commercially available 1,3,4-oxadiazole-based drugs include the antibacterial Furamizole, the FDA-approved anticancer Zibotentan, the antiviral Raltegravir, the anti-arrhythmic Nesapidil, and the antihypertensive Tiodazosin (see Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Chloramine Trihydrate‐Mediated Tandem Synthesis of New Pyrrole and/or Arene‐Linked Mono‐ and Bis(1,3,4‐Oxadiazole) Hybrids as Potential Bacterial Biofilm and MRSA Inhibitors

Mekky

El-Idreesy

Sanad

2022

Chemistry & Biodiversity

View full text Add to dashboard Cite

A two-step tandem protocol was used to prepare new pyrrole and/or arene-linked bis(1,3,4-oxadiazoles) as well as their mono-analogs. The appropriate aldehydes and benzohydrazides were first condensed in ethanol at 80 °C to yield the corresponding N-benzoylhydrazones. Without isolation, the previous intermediates were subjected to a chloramine trihydrate-mediated oxidative cyclization in DMSO at 180 °C to yield the target molecules. The antibacterial potency of the (pyrrole-arene)-linked hybrids exceeded the arene-linked hybrids, and the bis(1,3,4-oxadiazoles) exceeded their mono-analogs against six different ATCC strains. Furthermore, the antibacterial efficacy of bis(1,3,4-oxadiazoles) 11c, and 11f, which are linked to pyrrole, and (p-tolylthio)methyl units, was highest against S. aureus, E. coli, and P. aeruginosa strains. Their MIC ranged between 3.8 and 3.9 μM, while their MBC values ranged between 7.7 and 15.8 μM. Additionally, they showed promising bacterial biofilm inhibitory activity against the same strains tested, with IC 50 values ranging from 4.7 to 5.3 μM. They were also effective against MRSA ATCC : 33591, and ATCC : 43300 strains, with MIC, and MBC values ranging from 3.8-7.9 and 7.7 -15.8 μM, respectively. When tested against the MCF-10A cell lines, hybrids 11c, and 11f are cytotoxic at concEntrations that are more than 6 and 13-fold higher than their MIC values against the S. aureus, E. coli, and P. aeruginosa strains, respectively. This lends support to both hybrids' potential as safe antibacterial agents.

show abstract

Synthesis, Antiproliferative, and Antioxidant Activities of Substituted N-[(1,3,4-Oxadiazol-2-yl) Methyl] Benzamines

Cited by 11 publications

References 30 publications

Therapeutic potential of oxadiazole or furadiazole containing compounds

Therapeutic potential of oxadiazole or furadiazole containing compounds

Hydrogel assisted synthesis of gold nanoparticles with enhanced microbicidal and in vivo wound healing potential

Chloramine Trihydrate‐Mediated Tandem Synthesis of New Pyrrole and/or Arene‐Linked Mono‐ and Bis(1,3,4‐Oxadiazole) Hybrids as Potential Bacterial Biofilm and MRSA Inhibitors

Contact Info

Product

Resources

About