Article
Chemistry, Medicinal
Xu-Xiu Lu, Yao-Yao Jiang, Yan-Wei Wu, Guang-Ying Chen, Chang-Lun Shao, Yu-Cheng Gu, Ming Liu, Mei-Yan Wei
Summary: Brefeldin A, a natural compound with potent cytotoxic activity, was synthesized from the medicinal mangrove Acanthus ilicifolius by a marine fungus Penicillium sp. In this study, a series of ester derivatives were designed and synthesized, and their cytotoxic activities against human chronic myelogenous leukemia K562 cells were evaluated. Among them, the monoester derivative 7 exhibited the strongest inhibitory effect on cell proliferation, inducing cell cycle arrest and promoting cell apoptosis. Furthermore, molecular modeling suggested that compound 7 could effectively bind to the target site. These findings highlight the potential of compound 7 as a promising antileukemia agent or lead compound for further exploration.
Article
Chemistry, Organic
Liselle Atkin, Angus Robertson, Jonathan M. White, Mark A. Rizzacasa
Summary: The total synthesis of viridiofungins A and B via beta-lactone 3 in 13 steps is described, with key steps including an HF-mediated rearrangement, olefin cross metathesis while suppressing isomerization, and a novel beta-lactone ring opening. Deprotection yielded either viridiofungin A or B in high yield.
Article
Chemistry, Organic
Shiyuan Kang, Yinxia Wu, Min Hu, Ying Ma, Xiangdi Huang, Zhen Hao, Xiujuan Li, Wen Chen, Hongbin Zhang
Summary: The asymmetric total synthesis of vinorine, a complex cage-like alkaloid, has been achieved using a flexible approach. Key steps in this synthesis involve a rearrangement/cyclization reaction to form the functional 9-azabicyclo[3.3.1]nonane scaffold, a high yield indole annulation to create a common intermediate for sarpagine-ajamaline type alkaloids, and a rearrangement reaction to construct the C15-C20 bond.
Article
Chemistry, Multidisciplinary
Leichuan Xu, Haoyun Ma, Xinkun An, Yihao Li, Qian Zhang, Xinlei Liu, Mingan Wang
Summary: The first total synthesis of Sch 53825 was accomplished in 12 steps, yielding a final product. Using the same starting material, palmarumycin B-6 was synthesized in 6 steps. Additionally, three new analogues with two chlorine atoms were synthesized. The structure of natural Sch 53825 was revised based on its characterization. Compound 11 exhibited excellent cytotoxicity against several tumor cell lines.
Article
Biochemistry & Molecular Biology
Lianqi Liu, Xingquan Pan, Fei Xie, Xin Xu, Dian Xiao, Junhai Xiao, Xinbo Zhou
Summary: A novel strategy of preparing CDDO-Me prodrugs with CTSB linkers and PEG moieties was reported, aiming to shield the CUK part for improved water solubility and safety. Some prodrugs exhibited promising activities and showed lower potential safety risks compared to CDDO-Me.
BIOORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Manar M. Arafeh, Ebrahim Saeedian Moghadam, Sirin A. I. Adham, Raphael Stoll, Raid J. Abdel-Jalil
Summary: A novel series of 2-(aryldiazenyl)-3-methyl-1H-benzo[g]indole derivatives were synthesized using polyphosphoric acid as a cyclizing agent. The compounds were characterized and evaluated for cytotoxic activity, with two of them showing significant cytotoxicity and selectivity after dose screening.
Article
Chemistry, Analytical
Xinya Zhang, Juan Qiao, Wei Liu, Li Qi
Summary: This study presents the fabrication of four kinds of AuNCs using l-proline-methyl ester derivatives as ligands. Among these AuNCs nanocatalysts, the highest peroxidase-mimic catalytic activity is observed when using l-proline-methyl ester capped AuNCs as the nanozymes. The addition of ofloxacin in the oxidation system yields more reactive oxygen species, resulting in a significant increase in catalytic capability. A colourimetric sensing strategy is developed for the highly selective and sensitive measurement of ofloxacin.
Article
Chemistry, Organic
Hongyuan Zhang, Haibing He, Shuanhu Gao
Summary: The asymmetric synthesis of the complex C-18 Cephalotaxus dinorditerpenoid cephanolide B was achieved for the first time using a remote hydroxyl group directed hydrogenation strategy and a sequence of modified transformations. The key hexahydrofluorenone core skeleton and selective reductions were crucial in achieving the target compound.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Kwanruthai Tadpetch, Aticha Thiraporn, Panata Iawsipo
Summary: A convergent total synthesis of 7-O-methylnigrosporolide and pestalotioprolide D has been achieved in 17 linear steps with overall yields of 1.7% and 2.6%, respectively. Key steps in the synthesis include acetylide addition, Shiina macrolactonization, Lindlar reduction, and Wittig and Still-Gennari olefinations, as well as Jacobsen hydrolytic kinetic resolution. The synthetic pestalotioprolide D exhibited higher cytotoxic activity than 7-O-methylnigrosporolide, suggesting it may be an artifact of the latter compound. The SiHa cervical cancer cell line showed the highest sensitivity to both synthetic compounds.
Article
Green & Sustainable Science & Technology
Mabkhoot Alsaiari, Awais Bokhari, Lai Fatt Chuah, Muhammad Mubashir, Farid A. Harraz, Abdulaziz Ibrahim Almohana, Pau Loke Show, Mukesh Kumar Awasthi, Moustafa A. Rizk
Summary: This research demonstrates the application of hydrodynamic cavitation (HC) technology in the manufacturing of non-edible Hippophae rhamnoides (HiRO) seed oil. It is noted that the HC pilot assembly has not been used in any research pertaining to HiRO triglycerides biodiesel production. Optimizing the system for yield alone can only address one aspect of biodiesel production, and it is necessary to optimize both output and cavitational parameters for maximum efficiency in the transesterification reaction.
Article
Chemistry, Organic
Meiqi Li, Yiming Liu, Huiyu Si, Xin Zhou, Yong Jian Zhang
Summary: The first enantioselective total synthesis of aryltetralin lignan acetals, along with their enantiomers, has been accomplished using Pd-catalyzed asymmetric allylic cycloaddition as a key step. In vitro cytotoxicity against several cancer cells has been preliminarily examined for the obtained six stereoisomers of lignan acetals.
Article
Multidisciplinary Sciences
Javier Mussin, Viviana Robles-Botero, Rocio Casanas-Pimentel, Florencia Rojas, Letizia Angiolella, Eduardo San Martin-Martinez, Gustavo Giusiano
Summary: This study found that silver nanoparticles synthesized from A. australe extract have potential value for treating SSTIs, with strong antimicrobial activity and low cytotoxicity. The plant extract plays an important role in the formation of AgNPs, resulting in stable nanoparticles.
SCIENTIFIC REPORTS
(2021)
Article
Chemistry, Medicinal
Stefano Zoroddu, Paola Corona, Luca Sanna, Federica Borghi, Valentina Bordoni, Battistina Asproni, Gerard A. Pinna, Luigi Bagella, Gabriele Murineddu
Summary: A library of novel 1,3,4-oxadiazole bioisosteres was synthesized and evaluated for their cytotoxic activity. Several of the new compounds showed potent anticancer activity, surpassing the previously synthesized oxadiazole compound. The nature of the selenadiazole and thiadiazole rings may play a crucial role in the antitumor activity. These compounds exhibited strong cytotoxic effects in tumor cells compared to human primary cells.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Raika Milde, Arianne Schnabel, Toni Ditfe, Wolfgang Hoehenwarter, Carsten Proksch, Bernhard Westermann, Thomas Vogt
Summary: Capsaicin is a popular spice and has important pharmaceutical relevance. This study demonstrates the enzymatic activity of a recombinant capsaicin synthase encoded by Pun1 in E. coli, providing information on its substrate specificity and catalytic properties. This knowledge can be used to design capsaicin synthase variants with different properties and preferences for alternative substrates.
Article
Chemistry, Organic
Antara Ghosh, Suvarn S. Kulkarni
Summary: The total synthesis of the trisaccharide repeating unit of Streptococcus pneumoniae zwitter-ionic polysaccharide Sp1, containing a rare sugar, was achieved via highly stereoselective glycosylations and late-stage oxidation in 21 steps with an overall yield of 4.4%.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Shibin Zhao, Julian Maceren, Mia Chung, Samantha Stone, Raphael Geiben, Melissa L. Boby, Bradley S. Sherborne, Derek S. Tan
Summary: Antibiotic resistance is a major threat to public health, with Gram-negative bacteria presenting unique challenges due to their low permeability and efflux pumps. Limited understanding of the chemical rules for overcoming these barriers hinders antibacterial drug discovery. Efforts to address this issue, such as screening compound libraries and using cheminformatic analysis, have led to the design of sulfamidoadenosines with diverse substituents, showing potential utility in accumulation in Escherichia coli.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Jichun Li, Qing Li, Shuai Xia, Jiahuang Tu, Longbo Zheng, Qian Wang, Shibo Jiang, Chao Wang
Summary: This study successfully developed a short peptide mimetic as a MERS-CoV fusion inhibitor by reproducing the key recognition features of the HR2 helix. The resulting 23-mer lipopeptide showed comparable inhibitory effect to the 36-mer HR2 peptide HR2P-M2. This has important implications for developing short peptide-based antiviral agents to treat MERS-CoV infection.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Krista Jaunsleine, Linda Supe, Jana Spura, Sten van Beek, Anna Sandstrom, Jessica Olsen, Carina Halleskog, Tore Bengtsson, Ilga Mutule, Benjamin Pelcman
Summary: Beta(2)-adrenergic receptor agonists can stimulate glucose uptake by skeletal muscle cells and are therefore potential treatments for type 2 diabetes. The chirality of compounds has a significant impact on the activity of these agonists. This study found that certain synthesized compounds showed higher glucose uptake activity. These findings provide important information for the design of novel beta(2)AR agonists for T2D treatment.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Xin Xu, Jia Chen, Guan Wang, Xiaojuan Zhang, Qiang Li, Xiaobo Zhou, Fengying Guo, Min Li
Summary: The study focuses on EZH2, a promising therapeutic target for various types of cancers. Researchers designed and synthesized a series of novel derivatives aiming to enhance the EZH2 inhibition activity. Among them, compound 28 displayed potent EZH2 inhibition activity and showed high anti-proliferative effects in lymphoma cell lines and xenograft mouse models. The study suggests that compound 28 has potential as a therapeutic candidate for EZH2-associated cancers.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Wei Zhang, Wei Liu, Ya-Dong Zhao, Li-Zi Xing, Ji Xu, Rui-Jun Li, Yun-Xiao Zhang
Summary: This study developed a series of aromatic amide derivatives based on Rhein and investigated their inhibitory activity against alpha-Syn aggregation. Two of these compounds showed promising potential in treating Parkinson's disease by stabilizing alpha-Syn's conformation and disassembling alpha-Syn oligomers and fibrils.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Mani Sharma, S. S. S. S. Sudha Ambadipudi, Neeraj Kumar Chouhan, V. Lakshma Nayak, Srihari Pabbaraja, Sai Balaji Andugulapati, Ramakrishna Sistla
Summary: Therapeutically active lipids in drug delivery systems can enhance the safety and efficacy of treatment. The liposome formulation created using synthesized biologically active lipids showed additive anti-cancer effects and reduced tumorigenic potential.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)