Article
Agriculture, Multidisciplinary
Shichuang Ma, Weiqi Jiang, Yuxiao Hu, Qangping Wang, Wenjun Wu, Baojun Shi
Summary: A series of steroidal piperidone derivatives were synthesized and evaluated for their agricultural activities against four pests. Most of the tested compounds exhibited potent insecticidal activity, with compound I-9 showing the highest activity. The derivatives had superior contact and systemic insecticidal activity against the target pest. A field trial showed that compound I-9 had a similar control effect to acetamiprid against the pest.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Zhonghao Sun, Shuxian Yang, Chengfang Xu, Fan Yi, Li Cao, Yu Tian, Jiahao Lin, Xudong Xu
Summary: This study established a gram-scale synthesis method for the natural product zeylenone and investigated the structure-activity relationship of this compound. The total synthesis of zeylenone was completed in 13 steps with quinic acid as the starting material, achieving a 9.8% overall yield. The study showed that compounds with specific absolute configurations and hydroxyl groups at certain positions exhibited potent anti-tumor activity.
BIOORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Ling Zhang, Xiao Qin, Chenlei Lian, Jieqing Liu
Summary: This paper synthesized a series of Icariside II (ICS II) derivatives and studied their structure-activity relationships (SARs). The in vitro antitumor activities against human breast cancer cell lines (MCF-7) were evaluated using Cell Counting Kit-8 (CCK-8 kit). Preliminary results showed that most derivatives exhibited good micromole level activities compared to ICS II. Among the derivatives, S27, which completely acetylated the hydroxyl of ICS II, exhibited the highest cytotoxicity with IC50 values of 0.70 +/- 0.08 mu M. Furthermore, compound S27 showed better selectivity for cancer cells over normal cells compared to ICS II. Our findings suggest that compound S27 may be a promising lead candidate drug for anticancer treatment.
BIOORGANIC & MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Physical
Aleksandar M. Okljesa, Vidak N. Rai, Dimitar S. Jakimov, Olivera R. Klisuri
Summary: In this study, five new tetrazole-tethered steroids were synthesized and characterized. The intermolecular interactions observed in the crystals were analyzed, and the compounds were evaluated for their antiproliferative activity against various cancer cell lines. Three of the compounds exhibited high activity against the cancer cell lines without cytotoxicity towards noncancerous cells.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Physical
Claudia M. Ramirez-Lozano, Ma Eugenia Ochoa, Pablo Labra-Vazquez, Norberto Farfan, Rosa Santillan
Summary: This study presents the synthesis and characterization of steroidal hemisuccinate esters derived from pregnanolone, pregnenolone, 3 beta,19-dihydroxy-androst-5-en-17-one, and cholic acid. A theoretical-experimental analysis of the conformation and self-assembly of the crystalline samples is conducted, revealing the propensity of these molecules to form dimeric and trimeric supramolecular structures.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Medicinal
Yu Zhao, Chin-Ho Chen, Susan L. Morris-Natschke, Kuo-Hsiung Lee
Summary: By modifying betulinic acid, bevirimat was developed as the first-in-class HIV maturation inhibitor, and further modifications led to the synthesis of compounds with improved activity against wild-type and resistant HIV-1 strains. These derivatives offer expanded structural diversity and chemical space, potentially enhancing antiviral activity and addressing the growing resistance crisis.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Deblina Roy, Mohammad Anas, Ashan Manhas, Satyen Saha, Niti Kumar, Gautam Panda
Summary: In this study, a series of quinoline-imidazole hybrid compounds were synthesized and evaluated for their blood-stage antimalarial activity against Plasmodium falciparum. The results showed that one of the compounds exhibited significant antimalarial efficacy with low cytotoxicity and high selectivity. Furthermore, the study revealed the influence of substituents on the quinoline ring and the role of stereochemistry in the inhibitory activity.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Tao Xing, Shuyan Yu, Meng Qin, Mengdi Zhang, Yuheng Ma, Zhibin Xiao
Summary: In this study, a series of amide compounds with chromones as the parent nucleus were designed and synthesized. Compound 5-9 exhibited optimal inhibitory activity against the production of nitric oxide induced by lipopolysaccharide in RAW264.7 cells. Structure-activity relationships showed that the presence of electron-withdrawing or electron-donating groups on the parent nucleus of the chromones enhanced their anti-inflammatory activity. Molecular docking studies predicted the mode of interaction between the compounds and protein. The amide bond was found to be the key to the anti-inflammatory effect.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2023)
Article
Plant Sciences
Toshiaki Ishida, Bunta Watanabe, Kiyoshi Mashiguchi, Shinjiro Yamaguchi
Summary: Gibberellins (GAs) are plant hormones that regulate plant growth and development. This study investigates the effect of chemical modifications on the activity of GAs using rice seedlings. The results show that certain modifications can decrease the activity of GAs, affecting plant growth.
PHYTOCHEMISTRY LETTERS
(2022)
Article
Biochemistry & Molecular Biology
Amna Murtaza, Saira Afzal, Gohar Zaman, Aamer Saeed, Julie Pelletier, Jean Sevigny, Jamshed Iqbal, Abbas Hassan
Summary: A series of substituted quinoline derivatives were synthesized and evaluated for their inhibitory activities against human nucleoside triphosphate diphosphohydrolases (h-NTPDases), showing some compounds with significant activity and selectivity towards specific isoenzymes. Molecular docking studies further confirmed the potential of quinoline scaffold as potent and selective NTPDase inhibitors.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Yonghua Liu, Jianrui Li, Yuxi Gu, Ling Ma, Shan Cen, Zonggen Peng, Laixing Hu
Summary: In this study, a series of novel biaryl amide derivatives were synthesized and evaluated for their anti-HCV virus activity. Compound 80 showed the highest activity, with EC50 values almost equivalent to the clinical drug telaprevir. It also exhibited good safety and pharmacokinetic properties, making it a promising scaffold for further study on anti-HCV virus activity.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Yisett Gonzalez, Randy Mojica-Flores, Dilan Moreno-Labrador, Marisin Pecchio, K. S. Jagannatha Rao, Maicol Ahumedo-Monterrosa, Patricia L. Fernandez, Oleg V. Larionov, Johant Lakey-Beitia
Summary: Tetrahydrocurcumin, the most abundant curcumin transformation product in biological systems, has higher anti-inflammatory activity and bioavailability compared to curcumin. This article describes the synthesis and evaluation of tetrahydrocurcumin derivatives for their anti-inflammatory activities. Some of the derivatives showed better inhibition than tetrahydrocurcumin.
Article
Infectious Diseases
Juan Andrades-Lagos, Javier Campanini-Salinas, America Pedreros-Riquelme, Jaime Mella, Duane Choquesillo-Lazarte, P. P. Zamora, Hernan Pessoa-Mahana, Ian Burbulis, David Vasquez-Velasquez
Summary: Resistance to antibacterial agents is a global public health problem. Our research group aims to design a new family of pyrimidoisoquinolinquinones with antimicrobial activities against multidrug-resistant Gram-positive bacteria. 40 structural candidates were synthesized and characterized, and all compounds showed inhibitory effects on Gram-positive pathogens in concentrations ranging from 0.5 to 64 μg/mL.
Article
Agriculture, Multidisciplinary
Xiaofeng Cao, Mingxia Wang, Zhong Li, Xiaoyong Xu
Summary: Plant-parasitic nematodes pose a major threat to modern agriculture and chemical nematicides are still needed to manage them. In this study, aurone analogues were synthesized and evaluated for their nematicidal activity against Meloidogyne incognita. Compound 6 and its derivatives showed impressive nematicidal activity, with compound 32 having the best activity. Compound 32 also exhibited excellent inhibition on egg hatching and moderate inhibition on the motility of Caenorhabditis elegans.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Agriculture, Multidisciplinary
Jing-Wen Peng, Xiao-Dan Yin, Hu Li, Kun-Yuan Ma, Zhi-Jun Zhang, Rui Zhou, Yu-Ling Wang, Guan-Fang Hu, Ying-Qian Liu
Summary: Novel quinazolinone derivatives were synthesized and compound 6c showed remarkable antifungal activity against various phytopathogenic fungi with significant inhibitory concentrations. Mechanism studies revealed its impact on fungal morphology and cell membranes. In vivo assays demonstrated its comparable effectiveness to a positive control, making compound 6c a promising fungicide candidate for exploring potent antifungal agents.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Reatul Karim, Elise Lepeltier, Lucille Esnault, Pascal Pigeon, Laurent Lemaire, Claire Lepinoux-Chambaud, Nicolas Clere, Gerard Jaouen, Joel Eyer, Geraldine Piel, Catherine Passirani
Article
Chemistry, Multidisciplinary
Florin Fus, Yang Yang, Hui Zhi Shirley Lee, Siden Top, Marie Carriere, Alexandre Bouron, Alexandra Pacureanu, Julio Cesar da Silva, Michele Salmain, Anne Vessieres, Peter Cloetens, Gerard Jaouen, Sylvain Bohic
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Electrochemistry
Hui Zhi Shirley Lee, Francois Chau, Siden Top, Gerard Jaouen, Anne Vessieres, Eric Labbe, Olivier Buriez
ELECTROCHIMICA ACTA
(2019)
Article
Optics
Ruikang Zhang, Raja Chouket, Alison G. Tebo, Marie-Aude Plamont, Zsolt Kelemen, Lionel Gissot, Jean-Denis Faure, Arnaud Gautier, Vincent Croouette, Ludovic Jullien, Thomas Le Saux
Article
Chemistry, Inorganic & Nuclear
Tesnim Dallagi, Mouldi Saidi, Gerard Jaouen, Siden Top
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Chenge Li, Alison G. Tebo, Marion Thauvin, Marie-Aude Plamont, Michel Volovitch, Xavier Morin, Sophie Vriz, Arnaud Gautier
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Multidisciplinary
Hichem Maslah, Charles Skarbek, Catherine Gourson, Marie-Aude Plamont, Stephanie Pethe, Ludovic Jullien, Thomas Le Saux, Raphael Labruere
Summary: A new platform capable of generating cytotoxic agents through intramolecular cyclization has been reported, showing rapid and effective action against cancer cells. This innovative method offers potential for prodrug development in anticancer therapy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Inorganic & Nuclear
Juan Sanz Garcia, Marie Gaschard, Isabelle Navizet, Mehdi Sahihi, Siden Top, Yong Wang, Pascal Pigeon, Anne Vessieres, Michele Salmain, Gerard Jaouen
Summary: The family of ferrocifens, derived from the anti-oestrogen tamoxifen, exhibit a broad antitumor activity by generating reactive oxygen species and electrophilic quinone methides. In addition to their known targets, cathepsin B was unexpectedly identified as a new target for ferrocifens.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Raja Chouket, Agnes Pellissier-Tanon, Alienor Lahlou, Ruikang Zhang, Diana Kim, Marie-Aude Plamont, Mingshu Zhang, Xi Zhang, Pingyong Xu, Nicolas Desprat, Dominique Bourgeois, Agathe Espagne, Annie Lemarchand, Thomas Le Saux, Ludovic Jullien
Summary: By illuminating reversibly photoswitchable fluorophores with different intensities, extra kinetic dimensions are introduced to overcome the limitation of label discrimination in fluorescence imaging. This strategy allows for the identification and discrimination of spectrally similar fluorescent proteins in a shorter time frame, opening promising perspectives for expanding the multiplexing capabilities of fluorescence imaging.
NATURE COMMUNICATIONS
(2022)
Article
Biochemistry & Molecular Biology
Charles Fayolle, Pascal Pigeon, Nathalie Fischer-Durand, Michele Salmain, Olivier Buriez, Anne Vessieres, Eric Labbe
Summary: The first fluorescent ferrociphenol derivative has been synthesized, and its fluorescence properties were found to be dependent on the redox state of the ferrocene group. This compound could serve as a useful tool to study the biodistribution and redox state of ferrociphenols in cancer cells.
Article
Biotechnology & Applied Microbiology
Lucie Ludvikova, Emma Simon, Mathieu Deygas, Thomas Panier, Marie-Aude Plamont, Jean Ollion, Alison Tebo, Matthieu Piel, Ludovic Jullien, Lydia Robert, Thomas Le Saux, Agathe Espagne
Summary: We present a method to reduce photobleaching and phototoxicity of fluorescent proteins by exploiting the photophysical process of reverse intersystem crossing. Dual illumination with near-infrared light during fluorophore excitation reduces photobleaching effects by 1.5-9.2-fold and can be easily implemented on commercial microscopes, making it effective in both eukaryotic and prokaryotic cells with various fluorescent proteins.
NATURE BIOTECHNOLOGY
(2023)
Article
Multidisciplinary Sciences
Leonard Piroska, Alexis Fenyi, Scott Thomas, Marie-Aude Plamont, Virginie Redeker, Ronald Melki, Zoher Gueroui
Summary: α-Synuclein aggregation is associated with various synucleinopathies. Recent studies suggest that α-Synuclein can form liquid condensates. This study investigates the interaction between condensates and fibrillar structures. The results show that fibrils can trigger the evolution of liquid condensates into solid-like structures with pathological features. α-Synuclein that did not undergo phase separation did not elicit such changes. The findings propose a model where α-Synuclein within condensates fuels the growth of exogenous fibrillar seeds, thereby accelerating the propagation of pathogenic aggregates.
Article
Chemistry, Multidisciplinary
Mrinal Mandal, Hessam Sepasi Tehrani, Qianhua Mai, Emma Simon, Marie-Aude Plamont, Christine Rampon, Sophie Vriz, Isabelle Aujard, Thomas Le Saux, Ludovic Jullien
Summary: In this study, a series of hydrophobic and hydrophilic caged fluorophores based on a robust pyranine backbone were reported. These fluorophores can be used for the absolute quantification of light intensity in chemical and biological samples. The brightness of these fluorophores increases upon illumination, and their uncaging cross-sections have been thoroughly characterized.
Article
Biochemistry & Molecular Biology
Anne Vessieres, Emie Quissac, Nolwenn Lemaire, Agusti Alentorn, Patrycja Domeracka, Pascal Pigeon, Marc Sanson, Ahmed Idbaih, Maite Verreault
Summary: Members of the iron-based ferrocifen family exhibit varying cytotoxic effects on GBM, with differences in response patterns and higher efficacy in certain compounds. The study reveals insights into the mechanisms of action of certain ferrocifens and advocates for a molecular-based personalized approach in the future treatment of GBM.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)