Article
Biochemistry & Molecular Biology
Sara Janowska, Dmytro Khylyuk, Anna Bielawska, Anna Szymanowska, Agnieszka Gornowicz, Krzysztof Bielawski, Jaroslaw Noworol, Slawomir Mandziuk, Monika Wujec
Summary: We designed and synthesized 1,3,4-thiadiazole derivatives with different substituents at the C2 and C5 positions. The cytotoxic activity of these compounds was evaluated in MCF-7 and MDA-MB-231 breast cancer cells and normal fibroblast cells. The most potent anti-proliferative compound was found to be 2-(2-trifluorometylophenylamino)-5-(3-methoxyphenyl)-1,3,4-thiadiazole, which exhibited IC50 values of 49.6 μM and 53.4 μM against MCF-7 and MDA-MB-231 breast cancer cells, respectively. Importantly, the new compounds showed weaker cytotoxic activity towards normal cells compared to breast cancer cells. In silico studies suggested a potential multitarget mode of action for these compounds, with involvement of Caspase 3, Caspase 8, and BAX proteins.
Review
Chemistry, Multidisciplinary
Tulika Anthwal, Sumitra Nain
Summary: The 1,3,4-thiadiazole moiety possesses a wide range of biological activities, including antidiabetic, anticancer, anti-inflammatory, anticonvulsant, antiviral, antihypertensive, and antimicrobial activities. This review focuses on the derivatives of the 1,3,4-thiadiazole scaffold as anticonvulsant agents and highlights their potential in the treatment of epilepsy.
FRONTIERS IN CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jianghong Dong, Qinglan Pei, Panpan Wang, Qinge Ma, Wenhui Hu
Summary: This study presents a regiocontrolled synthesis of 2-amino-1,3,4-thiadiazoles from readily available thiosemicarbazides using POCl3. Additionally, 2-amino-1,3,4-oxadiazole derivatives were prepared via cyclization of thiosemicarbazide intermediates. In vitro assays demonstrated the inhibitory activities of selected compounds against influenza A virus strains.
ARABIAN JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Physical
Mujahid Abas, Ali Bahadur, Zaman Ashraf, Shahid Iqbal, Muhammad Shahid Riaz Rajoka, S. G. Rashid, Erum Jabeen, Zafar Iqbal, Qamar Abbas, Abdul Bais, Mubashir Hassan, Guocong Liu, Kejun Feng, Sang Hee Lee, Muhammad Nawaz, Muhammad Abdul Qayyum
Summary: A series of sulfonamide derivatives bearing 2,5-disubstituted-1,3,4-thiadiazole have been synthesized and compound 5h has shown potent carbonic anhydrase inhibitory activity and excellent free radical scavenging properties as demonstrated through molecular docking studies and enzyme activity assays.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Chemistry, Medicinal
Stephen Paul Avvaru, Malleshappa N. Noolvi, Uttam A. More, Sudipta Chakraborty, Ashutosh Dash, Tejraj M. Aminabhavi, Kumar P. Narayan, Vishnu Sutariya
Summary: This research focuses on the synthesis and anticancer activity testing of 1,3,4-thiadiazole and its derivatives with potential anticancer properties. Two compounds (4b and 5b) showed effective inhibition equivalent to Letrozole, indicating promising anticancer activity in these new classes of derivatives. Further research on the mechanism of action and pathway for discovering potent antitumor agents is necessary.
MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Physical
T. Vishwanath, A. Ashish, C. K. Ravi Shankar, K. D. Amar
Summary: A single crystal of mesoionic 4,5-diphenyl-1,3,4-thiadiazolium-2-thiolate 2 was obtained and characterized. The study investigated the structure-property relationship of the compound using X-ray diffraction and density functional theory methods. Computational studies revealed the electrophilic and dipolar nature of the mesoionic compound.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Medicinal
Tulika Anthwal, HariOm Singh, Sumitra Nain
Summary: The 1,3,4-thiadiazole moiety exhibits a variety of biological activities and can be modified to produce more effective and less toxic compounds with potential as antimicrobial agents.
PHARMACEUTICAL CHEMISTRY JOURNAL
(2022)
Article
Chemistry, Medicinal
Mourad Fawzi, Abdoullah Bimoussa, Yassine Laamari, Abdellah N'ait Oussidi, Ali Oubella, El Mostafa Ketatni, Mohamed Saadi, Lahcen El Ammari, Hamid Morjani, Moulay Youssef Ait Itto, Aziz Auhmani
Summary: This study aims to develop novel isoxazoline-1,3,4-thiadiazole hybrids from (S)-verbenone and investigates their potential anticancer effects. The compound 8b exhibited remarkable cytotoxicity and apoptosis-inducing activity against MCF-7 and MDA-MB-231 breast cancer cells.
FUTURE MEDICINAL CHEMISTRY
(2023)
Review
Chemistry, Medicinal
Javier Avila-Roman, Sara Garcia-Gil, Azahara Rodriguez-Luna, Virginia Motilva, Elena Talero
Summary: Acute inflammation is a key part of the immune system's response, but uncontrolled acute inflammation may lead to chronic inflammation and the development of diseases like cancer. Microalgal carotenoids are considered rich sources of bioactive molecules, with beneficial effects for health, including anti-inflammatory and anticancer activities.
Article
Chemistry, Multidisciplinary
Galina Selivanova, Alexandrina Skolyapova, Jiaying Wang, Elena Karpova, Inna Shundrina, Irina Bagryanskaya, Evgeny Amosov
Summary: New 1,3,4-thiadiazole derivatives with a diazenyl group and an imino group were synthesized and their optical and thermal properties were studied. The compounds were characterized by spectral and X-ray analyses.
NEW JOURNAL OF CHEMISTRY
(2022)
Review
Biochemistry & Molecular Biology
Igor A. Schepetkin, Mark B. Plotnikov, Andrei Khlebnikov, Tatiana M. Plotnikova, Mark T. Quinn
Summary: Oximes have diverse pharmaceutical properties and can act as kinase inhibitors, antimicrobials, anticancer agents, anti-arthritis drugs, and anti-stroke medications. Their functional group structure allows for a different mode of interaction with receptor binding sites compared to carbonyl compounds.
Article
Chemistry, Medicinal
Rana M. El-Masry, Basma M. Essa, Adli A. Selim, Soad Z. El-Emam, Khaled O. Mohamed, Tamer M. Sakr, Hanan H. Kadry, Azza T. Taher, Sahar M. Abou-Seri
Summary: A new series of 5-(4-chlorophenyl)-1,3,4-thiadiazole-based compounds were synthesized and evaluated for their cytotoxicity potential and selectivity against cancer cells. Compounds 4e and 4i showed the highest activity against the tested cancer cells and displayed selective cytotoxicity. Treatment with these compounds induced cell cycle arrest and apoptotic cell death. Compound 4i showed targeting ability to sarcoma cells in a tumor-bearing mice model.
Article
Materials Science, Multidisciplinary
Amruth Bhargav, Arumugam Manthiram
Summary: Organosulfur materials, such as poly[tetrathio-2,5-(1,3,4-thiadiazole)] (pDMCT-S), have emerged as a sustainable alternative to current layered oxide cathodes in lithium-based batteries. By improving the electrode design and electrolyte, pDMCT-S cathode paired with a Li-metal anode exhibits high capacity and Coulombic efficiency, overcoming the sluggish reactions associated with the organosulfur material 2,5-dimercapto-1,3,4-thiadiazole (DMCT). Moreover, pDMCT-S demonstrates improved long-term cyclability and stability compared to sulfur cathodes, making it a promising candidate for long-life metal-sulfur batteries.
ENERGY & ENVIRONMENTAL MATERIALS
(2023)
Article
Biochemistry & Molecular Biology
Mohammed M. S. Wassel, Yousry A. Ammar, Gameel A. M. Elhag Ali, Amany Belal, Ahmed B. M. Mehany, Ahmed Ragab
Summary: A new series of thiadiazole-adamantane derivatives were synthesized through molecular hybridization approach and evaluated for their in vitro anti-proliferative activity against cancer cell lines and inhibitory activity against various EGFR mutations. Promising compounds showed potential as apoptotic inducers and exhibited strong inhibitory activity towards EGFR, with good binding energy scores in molecular docking studies. Further investigation into their oral bioavailability and pharmacokinetics properties was also conducted in this research.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Ali Oubella, Said Byadi, Abdoullah Bimoussa, Mourad Fawzi, Aziz Auhmani, Crtomir Podlipnik, Hamid Morjani, Abdelkhalek Riahi, Anthony Robert, My Youssef A. Itto
Summary: In this study, isoxazoline derivatives with 1,3,4-thiadiazole moiety were efficiently synthesized using natural (R)-carvone as a starting material. The synthesized compounds exhibited moderate to high anticancer activity and could induce apoptosis through caspase-3/7 activation.
ARCHIV DER PHARMAZIE
(2022)
Article
Plant Sciences
Ahmed G. Osman, Saqlain Haider, Amar G. Chittiboyina, Ikhlas A. Khan
Article
Chemistry, Applied
Syed Nazreen, Mohammad Mahboob Alam, Hinna Hamid, Mohammad Ali, Mohammad Sarwar Alam
NATURAL PRODUCT RESEARCH
(2020)
Article
Chemistry, Analytical
Ahmed Galal Osman, Vijayasankar Raman, Saqlain Haider, Zulfiqar Ali, Amar G. Chittiboyina, Ikhlas A. Khan
JOURNAL OF AOAC INTERNATIONAL
(2019)
Book Review
Plant Sciences
Saqlain Haider
JOURNAL OF NATURAL PRODUCTS
(2020)
Article
Biochemistry & Molecular Biology
Chetna Kharbanda, Mohammad Sarwar Alam, Hinna Hamid, Yakub Ali, Syed Nazreen, Abhijeet Dhulap, Perwez Alam, M. A. Q. Pasha
Summary: The study synthesized forty-eight molecules derived from arylpmpionic acid scaffold, showing good anti-diabetic activity. These molecules displayed excellent dock scores against PPAR-gamma receptor site, indicating the potential for developing anti-diabetic agents with fewer side effects.
BIOORGANIC CHEMISTRY
(2021)
Review
Chemistry, Organic
Saqlain Haider, Ikhlas A. Khan, Hanfeng Ding, Amar G. Chittiboyina
Summary: Indoxamycins A-F, a novel class of polyketides with intriguing stereochemical complexity, were isolated from marine-derived actinomyces in 2009. Synthetic methods involving pioneering reactions and fine chemical transformations were employed to rapidly construct the central core of these compounds, leading to a better understanding of their absolute stereostructures and potential biological activities.
CURRENT ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Saqlain Haider, Pankaj Pandey, Chada Raji Reddy, Janet A. Lambert, Amar G. Chittiboyina
Summary: Machaeriols, structurally similar to tetrahydrocannabinol, were found to have significant binding affinity for both CB1 and CB2 receptors. Among the synthesized analogues, 11H and 11J were identified as CB2 receptor-selective agonists. Molecular dynamics simulations revealed unique interaction profiles between CB2 receptor and the two novel analogues. Late-stage diversification using palladium-mediated C-C bond formation enabled the identification of CB2 selective agonists.
Article
Chemistry, Medicinal
Saqlain Haider, Patrice Penfornis, Pier Paolo Claudio, James D. McChesney, Amar G. Chittiboyina
Summary: TumorSelect (R) is a innovative anticancer technology that combines cytotoxics, nanotechnology, and knowledge of human physiology to deliver anticancer drugs specifically to tumor tissues with minimal side effects. By incorporating designer prodrugs into pseudo-LDL nanoparticles, the system can effectively inhibit cancer cell proliferation. The method shows promising results in both cell line screenings and in vivo tumor reduction efficacy studies.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Manal Alhusban, Pankaj Pandey, Jongmin Ahn, Bharathi Avula, Saqlain Haider, Cristina Avonto, Zulfiqar Ali, Shabana I. Khan, Daneel Ferreira, Ikhlas A. Khan, Amar G. Chittiboyina
Summary: This study analyzed the effects of compounds from various species of Glycyrrhiza on the receptor PXR, and found that glabridin is the most potent activator. Computational methods can be used to quickly identify potential xenobiotic modulators, avoiding time-consuming biological testing.
Article
Multidisciplinary Sciences
Jungmoo Huh, Jin Zhang, Radka Hauerova, Joseph Lee, Saqlain Haider, Mei Wang, Tomas Hauer, Ikhlas A. Khan, Amar G. Chittiboyina, Nirmal D. Pugh
Summary: This research aimed to advance the standardization technology for commercially cultivated Limnospira. Quantitative methods were established to detect fatty acids as potential chemical markers and immune-enhancing activity. The results showed a significant correlation between fatty acid content and biological activity, and a large variation in fatty acid content and activity among different samples. Therefore, the use of standardization methods is crucial in the production and scientific research of Limnospira to ensure consistency and accuracy.
SCIENTIFIC REPORTS
(2022)
Article
Biochemistry & Molecular Biology
Natalia Dos Santos Goncalves, Tamires Maria Silva Pereira de Mello, Cassia Suemi Mizuno, Saqlain Haider, Raquel Alves Dos Santos
Summary: The study evaluated the cytotoxicity and antiproliferative effects of cis- and trans-TMS on MCF-7 and MCF-10A cells, showing both compounds exhibited cytotoxicity, genotoxicity, and affected cell cycle progression and cell death. Notably, the antiproliferative effects were more pronounced for cis-TMS compared to trans-TMS.
GENETICS AND MOLECULAR BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Peng Luo, Wanxing Wei, Saqlain Haider, Shabana I. Khan, Mei Wang, Weigao Pan, Amar G. Chittiboyina
Article
Multidisciplinary Sciences
Chinni Yalamanchili, Amar G. Chittiboyina, Saqlain Haider, Yelkaira Vasquez, Shabana Khan, Jussara M. do Carmo, Alexandre A. da Silva, Mark Pinkerton, John E. Hall, Larry A. Walker, Ikhlas A. Khan
Article
Multidisciplinary Sciences
Saqlain Haider, Mohammad Sarwar Alam, Hinna Hamid, Abhijeet Dhulap, Deepak Kumar
Article
Chemistry, Medicinal
Shuang Mei, Su Jiang, Yuting Wang, Han Jing, Peng Yang, Miao-Miao Niu, Jindong Li, Kai Yuan, Yan Zhang
Summary: This study identifies a dual-targeting peptide, AP-1, that effectively inhibits variants of concern (VOCs) of SARS-CoV-2 without impairing host cell viability. The findings suggest that AP-1 could be a promising broad-spectrum agent for treating emerging VOCs of SARS-CoV-2.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Hyeonjun Lee, Ju Yeon Lee, Hyunsoo Jang, Hye Young Cho, Minhee Kang, Sang Hyun Bae, Suin Kim, Eunji Kim, Jaebong Jang, Jin Young Kim, Young Ho Jeon
Summary: By using liquid chromatography-tandem mass spectrometry and nuclear magnetic resonance experiments, we identified new chemical moieties that bind to the target sites of the protein of interest, allowing for reversible binding and protein degradation. This method has the potential to expand the application of PROTAC technology.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Yingying Li, Xiyou Du, Xinru Kong, Yuelin Fang, Zhijing He, Dongzhu Liu, Hang Wu, Jianbo Ji, Xiaoye Yang, Lei Ye, Guangxi Zhai
Summary: This study proposes a novel nanoplatform based on the autophagy cascade to overcome the obstacles in chemo-immunotherapy. The platform combines chemotherapy and starvation therapy to initiate pro-death autophagy and enhance antigen presentation, while also remodeling the immunosuppressive tumor microenvironment. Furthermore, the study discovers a new therapeutic direction for the respiration inhibitor 3-bromopyruvic acid (3BP) in cancer treatment. Overall, this study offers an opportunity to improve antitumor efficacy and boost immune responses.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Bingsi Wang, Mingxu Ma, Yusen Dai, Pengfei Yu, Liang Ye, Wenyan Wang, Chunjie Sha, Huijie Yang, Yingjie Yang, Yunjing Zhu, Lin Dong, Shujuan Wei, Linlin Wang, Jingwei Tian, Hongbo Wang
Summary: Breast cancer is a common malignant tumor in women, and drug resistance remains a clinical challenge. In this study, a novel compound, G-5b, was developed with potent antagonistic and degradation activities comparable to the current drug fulvestrant. G-5b also showed improved stability and solubility. Mechanistically, G-5b engages the proteasome pathway to degrade ER, inhibiting the ER signaling pathway and inducing apoptosis and cell cycle arrest. In animal models, G-5b exhibited superior pharmacokinetics and pharmacodynamics properties. Overall, G-5b is a promising long-acting SERD worthy of further investigation and optimization.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Karoline B. Waitman, Larissa C. de Almeida, Marina C. Primi, Jorge A. E. G. Carlos, Claudia Ruiz, Thales Kronenberger, Stefan Laufer, Marcia Ines Goettert, Antti Poso, Sandra V. Vassiliades, Vinicius A. M. de Souza, Monica F. Z. J. Toledo, Neuza M. A. Hassimotto, Michael D. Cameron, Thomas D. Bannister, Leticia Costa-Lotufo, Joa o A. Machado-Neto, Mauricio T. Tavares, Roberto Parise-Filho
Summary: A series of hybrid inhibitors combining pharmacophores of known kinase inhibitors and benzohydroxamate HDAC inhibitors were synthesized and evaluated for their anticancer activity and pharmacokinetic properties. Compounds 4d-f exhibited promising cytotoxicity against hematological cells and moderate activity against solid tumor models. Compound 4d showed potent inhibition of multiple kinase targets and had stable interactions with HDAC and members of the JAK family. These compounds showed selective cytotoxicity with minimal effects on non-tumorigenic cells and favorable pharmacokinetic profiles.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Michal Sulik, Diana Fontinha, Dietmar Steverding, Szymon Sobczak, Michal Antoszczak, Miguel Prudencio, Adam Huczynski
Summary: This study describes the synthesis of the first-in-class ivermectin derivatives obtained through derivatization of the C13 position, along with the unexpected rearrangement of the macrolide ring. These derivatives show potential for antiparasitic activity and are important for the development of new antiparasitic agents.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Jun Liu, Qiu-Xian Chen, Wen-Fu Wu, Dong Wang, Si -Yu Zhao, Jia-Hao Li, Yi-Qun Chang, Shao-Gao Zeng, Jia-Yi Hu, Yu-Jie Li, Jia-Xin Du, Shu-Meng Jiao, Hai-Chuan Xiao, Qiang Zhang, Jun Xu, Jian-Fu Zhao, Hai -Bo Zhou, Yong-Heng Wang, Jian Zou, Ping-Hua Sun
Summary: A new anti-infective drug strategy has been discovered to attenuate virulence and modulate inflammation caused by drug-resistant Pseudomonas aeruginosa infections. Compound 5f inhibits biofilm formation, macrophage migration, and inflammatory response induced by P. aeruginosa, showing potential as a novel candidate against drug-resistant infections.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Liuzeng Chen, Ke Wang, Lingyun Wang, Wei Wang, Lifan Wang, Jia Li, Xiaohan Liu, Mengya Wang, Banfeng Ruan
Summary: In this study, a series of novel anti-inflammatory compounds were designed and synthesized based on the natural product pterostilbene skeleton. Among them, compound 8 showed the highest activity and exhibited its effects through inhibition of pro-inflammatory cytokines by blocking the NF-KB/MAPK signaling pathway. Compound 8 also demonstrated a good relieving effect on acute colitis in mice and showed good safety in acute toxicity experiments.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
Article
Chemistry, Medicinal
Si-Min Liang, Gui-Bin Liang, Hui-Ling Wang, Hong Jiang, Xian-Li Ma, Jian-Hua Wei, Ri-Zhen Huang, Ye Zhang
Summary: A series of novel multi-target antitumor agents were designed, synthesized, and evaluated. Some compounds exhibited significant antitumor activity and one compound showed excellent efficacy, limited toxicity, and low resistance. Further mechanism studies revealed that the compound exerted antitumor effects through multiple pathways.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2024)
