Article
Multidisciplinary Sciences
Balbheem Jadhaw, B. Gandhi, M. Jhansi, S. Misra, Shiva Shanker Kaki
Summary: A series of novel chromenes based alkyl oxadiazole derivatives were synthesized from fatty acids with different alkyl chain lengths. Nine compounds were synthesized starting from salicylaldehyde in a five-step protocol and their structures were characterized. The synthesized compounds were studied for their in vitro anticancer and anti-inflammatory activities. The results showed excellent anti-inflammatory activity for all compounds, with compound 6a being the most potent. Compound 6e displayed the highest anticancer activity among the studied compounds.
ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
Ya Wang, Shiqiang Mu, Xin Li, Qiuling Song
Summary: A facile synthesis method for 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5 via [4 + 1] cyclization of ClCF2COONa with non-amine compounds containing amino groups is developed. This is the first time halofluorinated compounds are used as C1 synthon to construct deuterated nitrogen-heterocyclic compounds. The current protocol features simple operation, readily accessible raw materials, wide substrate scope, and valuable products.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Medicinal
Mukund P. Tantak, Monika Malik, Linus Klingler, Zachary Olson, Anil Kumar, Rachna Sadana, Dalip Kumar
Summary: A series of novel indolyl-alpha-keto-1,3,4-oxadiazole derivatives were synthesized via molecular iodine-mediated oxidative cyclization. Compound 19e, with a 3,4,5-trimethoxyphenyl motif, exhibited significant antiproliferative activity against various cancer cell lines. Molecular docking studies suggested a potential binding mode for compound 19e in the colchicine binding site of tubulin, inhibiting tubulin polymerization and inducing apoptosis while not causing necrosis.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2021)
Article
Agriculture, Multidisciplinary
Shichuang Ma, Weiqi Jiang, Qi Li, Tian Li, Wenjun Wu, Hangyu Bai, Baojun Shi
Summary: A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure were synthesized and evaluated for their insecticidal activity against several aphid species, showing promising results. The compounds demonstrated potential insecticidal effects by disrupting mitochondria and nuclear membranes in insect midgut cells, particularly against Eriosoma lanigerum. Further studies also indicated the inhibitory action of one compound on carboxylesterase in the target insect, suggesting its potential as a new pesticide.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Nehal H. Elghazawy, Dalia Zaafar, Reham R. Hassan, Mohamed Y. Mahmoud, Loay Bedda, Alaa F. Bakr, Reem K. Arafa
Summary: This study presents the design, synthesis, and evaluation of a new series of compounds based on a 5-pyrid-3-yl-1,3,4-oxadiazole scaffold as potential therapeutically effective agents against Alzheimer's disease (AD). The synthesized compounds displayed excellent in vitro enzyme inhibitory activity against major AD disease-modifying targets. Compound 5e was found to be the best dual inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) among all the compounds evaluated, surpassing the FDA-approved inhibitor rivastigmine. In vivo and ex vivo testing of compound 5e further demonstrated its significant AD-biotargeting effects.
ACS CHEMICAL NEUROSCIENCE
(2022)
Review
Chemistry, Multidisciplinary
Marcin Luczynski, Agnieszka Kudelko
Summary: Biologically active compounds are crucial in the development of medicine and agriculture in combating diseases. The search for new molecules with potential biological effects is important, and 1,3,4-oxadiazoles have shown desirable properties in various areas such as antibacterial, antiviral, and antioxidant activities.
APPLIED SCIENCES-BASEL
(2022)
Article
Biochemistry & Molecular Biology
Hyein Kim, Lina Gu, Huisu Yeo, Umji Choi, Chang-Ro Lee, Haiyang Yu, Sangho Koo
Summary: Pyrrole-ligated 1,3,4-oxadiazole is an important pharmacophore with various therapeutic effects. A one-pot Maillard reaction was used to synthesize the pyrrole platforms, which were further converted to pyrrole-ligated 1,3,4-oxadiazoles by oxidative cyclization. The target compounds showed antibacterial activities, with branched alkyl groups exhibiting better activities and compound 5f-1 displaying superior activity against Acinetobacter baumannii.
Review
Biochemistry & Molecular Biology
Valentin Karabelyov, Magdalena Kondeva-Burdina, Violina T. Angelova
Summary: Selective monoamine oxidase type B (MAO-B) inhibitors are used as adjuvants for treating early motor symptoms of Parkinson's disease. Recent research has focused on updating and summarizing inhibitors with oxadiazole scaffolds to explore more possibilities for compound design and ensure their safe use.
BIOORGANIC & MEDICINAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Marcin Luczyliski, Kornelia Kubiesa, Agnieszka Kudelko
Summary: A series of new symmetrical 2,5-dialkyl-1,3,4-oxadiazoles containing substituted alkyl groups at the terminal positions with substituents, such as bromine, isopropyloxycarbonylmethylamino, and carboxymethylamino, were successfully synthesized. The structure of all products was confirmed by conventional spectroscopic methods including H-1 NMR, C-13 NMR, and HRMS.
Article
Biochemistry & Molecular Biology
Sathyanarayana D. Shankara, Arun M. Isloor, Avinash K. Kudva, Shamprasad Varija Raghu, Pavan K. Jayaswamy, Pushyaraga P. Venugopal, Praveenkumar Shetty, Debashree Chakraborty
Summary: In this study, a series of new 1,3,4-oxadiazole derivatives were synthesized and their structures were characterized. The compounds were found to exhibit anti-cancer and anti-diabetic properties. Molecular docking and dynamic simulation studies were performed to investigate the binding behavior of the candidates. In vitro and in vivo experiments confirmed the cytotoxic and anti-diabetic efficacy of some compounds.
Article
Chemistry, Medicinal
Andrew Matheus Frederico Rozada, Franciele Abigail Vilugron Rodrigues-Vendramini, Erika Seki Kioshima, Eloisa Gibin Sampiron, Regiane Bertin de Lima Scodro, Katiany Rizzieri Caleffi-Ferracioli, Flavio Augusto Vicente Seixas, Ernani Abicht Basso, Gisele de Freitas Gauze
Summary: In this study, a series of new 1,3,4-oxadiazoles were synthesized and evaluated for their antimicrobial activity against Pb and Mtb. Compound 6n, with a 2-hydroxy-5-nitrophenyl subunit, showed the most promising activity and exhibited a broad-spectrum profile for the treatment of both pulmonary infections.
FUTURE MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Jagan Mohana Rao Saketi, M. Baby Ramanal, M. Mujahid Alam, Siva Nagi Reddy Mule, B. Hari Babu
Summary: 2,5-disubstituted -1,3,4-oxadiazoles were successfully synthesized through a one-pot Indium-catalyzed C-N bond formation/cyclisation reaction at 100 degrees C in dimethoxycthane. The methodology offers a simple and efficient process for their synthesis with good to excellent yields from readily available acylhydrazines and acid chlorides. The compounds were further studied for anticancer activity on MCF-7 cell line, demonstrating certain level of activity.
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Ahmed M. Abdelfattah, Ahmed E. M. Mekky, Sherif M. H. Sanad
Summary: In this study, new bis(2,5-disubstituted 1,3,4-oxadiazoles) linked to aliphatic cores were efficiently prepared. The antibacterial activity of the compounds was screened, and their potential as antibacterial drugs and DNA gyrase inhibitors were validated using various methods.
SYNTHETIC COMMUNICATIONS
(2022)
Article
Chemistry, Physical
Sunil L. Dhonnar, Rahul A. More, Vishnu A. Adole, Bapu S. Jagdale, Nutan Sadgir, Santosh S. Chobe
Summary: A series of 1,3,4-oxadiazole derivatives were synthesized and characterized. The synthesized compounds exhibited significant antibacterial and antifungal activity, as well as good antioxidant properties and low cytotoxicity. Three compounds showed higher antibacterial activity.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Agriculture, Multidisciplinary
Yan-En Wang, Dongchen Yang, Longtao Dai, Jingqian Huo, Lai Chen, Zhanhai Kang, Jianyou Mao, Jinlin Zhang
Summary: This study designed and synthesized a series of compounds based on transketolase (TK) as a new target and evaluated their herbicidal activities. Compounds 4l and 4m showed the best herbicidal activities against Amaranths retrollexus (AR) and Digitaria sanguinalis (DS). In addition, compound 41 exhibited a broad spectrum of weed control and good crop selectivity against maize.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
