Article
Biochemistry & Molecular Biology
Anshupriya Si, Steven J. Sucheck
Summary: Pseudomonas aeruginosa is a highly prevalent bacterium with increasing antibiotic resistance, leading to challenges in treatment and an increased demand for vaccines. Despite difficulties in developing an effective vaccine, new paradigms for vaccine antigens are being explored.
FRONTIERS IN MOLECULAR BIOSCIENCES
(2021)
Article
Chemistry, Multidisciplinary
Haiqing He, Lili Xu, Roujing Sun, Yunqin Zhang, Yingying Huang, Zixi Chen, Penghua Li, Rui Yang, Guozhi Xiao
Summary: Glycans and nucleosides are vital in biological processes, and their chemical synthesis faces challenges such as stereochemical issues and poor solubility. A novel one-pot glycosylation strategy based on glycosyl ortho-(1-phenylvinyl)benzoates was developed, enabling efficient synthesis of both glycans and nucleosides with expanded scope and leaving group options. This strategy was successfully applied to the total synthesis of capuramycin and divergent synthesis of TMG-chitotriomycin, offering a straightforward route to these biologically important molecules.
Article
Biochemistry & Molecular Biology
Jing Cai, Bo-Dou Zhang, Yu-Qi Li, Wan -Fang Zhu, Toshihiro Akihisa, Takashi Kikuchi, Jian Xu, Wen -Yuan Liu, Feng Feng, Jie Zhang
Summary: This study reports the inhibitory activity of cardiac glycosides (CGs) isolated from the roots of Streblus asper Lour. against EBV, with potential structure activity relationships and mechanism of action elucidated. The findings provide valuable insights for the development of anti-EBV drugs.
BIOORGANIC CHEMISTRY
(2022)
Review
Chemistry, Organic
Shuai Meng, Xiaohua Li, Jianglong Zhu
Summary: The article summarizes the research advances in the direct synthesis of 2-deoxy glycosides, with a particular emphasis on studies published in the last five years. It also discusses some recent reports on the stereoselective synthesis of 2-deoxy thioglycosides.
Article
Chemistry, Multidisciplinary
Mohammad K. Parvez, Sarfaraz Ahmed, Mohammed S. Al-Dosari, Mazin A. S. Abdelwahid, Ahmed H. Arbab, Adnan J. Al-Rehaily, Mai M. Al-Oqail
Summary: The flavonols isolated from Euphorbia schimperi exhibit anti-hepatitis B virus activity by potentially interfering with viral proteins, as supported by both in vitro and in silico studies.
Article
Plant Sciences
Ekaterina K. Kudryashova, Tatyana N. Makarieva, Larisa K. Shubina, Alla G. Guzii, Roman S. Popov, Alexander S. Menshov, Dmitrii V. Berdyshev, Evgeny A. Pislyagin, Ekaterina S. Menchinskaya, Boris B. Grebnev, Valentin A. Stonik
Summary: A new glycolipid named Assimiloside A was isolated from a marine sponge. It consists of a unique structure, composed of a 4R,16,26R-trihydroxy C-28 fatty acid aglycon and a trisaccharide carbohydrate moiety. The structure of Assimiloside A was determined using various analytical techniques. The study also found that Assimiloside A can stimulate lysosomal activity and elevate intracellular reactive oxygen species level in RAW 264.7 murine macrophages at non-toxic concentrations of 0.01-0.1 μM.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Biochemistry & Molecular Biology
Reham R. Khattab, Allam A. Hassan, Dalia A. A. Osman, Farouk M. Abdel-Megeid, Hanem M. Awad, Eman S. Nossier, Wael A. El-Sayed
Summary: A series of new substituted triazolo[4,5-d]pyrimidine derivatives linked to thienopyrimidine ring system were prepared as possible nucleobases analogs, which were further glycosylated to form corresponding hybrid N-1-glycosides and thioglycoside analogues. The synthesized glycosyl heterocycles exhibited promising cytotoxic activities against HepG-2 and MCF-7 human cancer cells, with compounds 7a, 8b, 9b, 9a, and 7b showing activities comparable to doxorubicin for HepG-2 cell line. Furthermore, docking simulation of the thienopyrimidine analogues against EGFR kinase provided a binding model that could potentially lead to the discovery of further anticancer agents.
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
(2021)
Article
Chemistry, Organic
Javed, Ariza Khanam, Pintu Kumar Mandal
Summary: Both glycoconjugates and oligosaccharides play important roles in various biological processes. In this study, a new strategy for the synthesis of O/C-glycosides was reported using a versatile N-iodosuccinimide/trimethylsilyl triflate (NIS/TMSOTf) promoted glycosidation approach with a stable 3-phenyl-4-pentenoate glycosyl donor. The method showed high efficiency in synthesizing glycosides with free alcohols, silylated alcohols, and C-type nucleophile acceptors.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Shiyun He, Jinyu Hou, Meiling Ye, Jian Chen, Guanghui Lv, Tianle Huang, Zhongzhen Yang, Yong Wu
Summary: A visible-light-mediated glycosylation reaction has been reported, which efficiently produces S-aryl glycosides. The reaction proceeds through an EDA complex. This method shows potential applications in late-stage functionalisation of drug molecules and large-scale experiments.
CHEMICAL COMMUNICATIONS
(2023)
Correction
Chemistry, Multidisciplinary
Gao-Lan Zhang, Madhusudhan Reddy Gadi, Xikai Cui, Ding Liu, Jiabin Zhang, Varma Saikam, Christopher Gibbons, Peng G. Wang, Lei Li
Summary: The study presents a protection-group-free method for S-glycosylation, which can be applied in the synthesis of thioglycosides and thioglycopeptides in water.
Article
Chemistry, Medicinal
Omnia Kutkat, Ahmed Kandeil, Yassmin Moatasim, Yaseen A. M. M. Elshaier, Wael A. El-Sayed, Samir T. Gaballah, Ahmed El Taweel, Mina Nabil Kamel, Mohamed El Sayes, Mohammed A. Ramadan, Rabeh El-Shesheny, Farouk M. E. Abdel-Megeid, Richard Webby, Ghazi Kayali, Mohamed A. Ali
Summary: This study synthesized novel 1,2,3-triazole glycosides with activity against influenza and tested their antiviral activity in vitro and in vivo. The research found that modifying the glycosyl moiety in the synthesized glycosides enhanced their antiviral activity. Compound 9c showed strong antiviral effects against H1N1 and H5N1, with high binding affinity to neuraminidase.
Article
Chemistry, Organic
Tiffany Duong, Erik Alvarez Valenzuela, Justin R. Ragains
Summary: In this study, we demonstrate that the reaction between benzylchalcogenoglycosides and benzyne in the presence of alcohols can proceed highly 1,2-cis-selective O-glycosylation in a solvent-dependent manner. Thioglycosides, selenoglycosides, and alcohols with different nucleophilicities can participate in the reaction, and the need for unusual protecting groups, auxiliary groups, and additives is eliminated.
Article
Chemistry, Organic
Jincai Wang, Xinguang Lan, Shuangshuang Zhang, Chenglin Cai, Qi Zhang, Yingle Feng, Yonghai Chai
Summary: We have developed a new type of donor, S-o-(p-methoxyphenylethynyl)benzyl, for highly efficient glycosylation. This donor, activated by 10% Tf2O, successfully underwent glycosylation with various acceptors, resulting in excellent yield of corresponding glycosides. In addition, we combined the single-catalyst one-pot and latent-activestrategies for the first time to prepare two repetitive fragments of Polyporus umbellatus polysaccharides (PUPs) for future studies on the structure-activity relationship of PUPs.
Article
Plant Sciences
Jun-Fang Wu, Ablajan Turak, Deng Zang, Guo-An Zou, Haji Akber Aisa
Summary: Several unique sesquiterpenoids were isolated from the whole plants of Seriphidium transiliense. Compound 7 exhibited potential activity for treating vitiligo.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Chemistry, Medicinal
Daniel Umereweneza, Jackson T. Molel, Joanna Said, Yoseph Atilaw, Theoneste Muhizi, Edward Trybala, Tomas Bergstrom, Adolf Gogoll, Mate Erdelyi
Summary: The methanol root extract of Clerodendrum myricoides yielded two new and two known iridoid glycosides, which showed strong antiviral activity against human respiratory syncytial virus. Compound 2 exhibited the highest virus inhibition, while compound 1, 3, and 4 displayed weaker antiviral and cytotoxic activities.