Article
Nanoscience & Nanotechnology
Hui Ao, Hao-Wen Li, Li-Kang Lu, Jing-Xin Fu, Mei-Hua Han, Yi-Fei Guo, Xiang-Tao Wang
Summary: The study found that ACGs nanoparticles showed promising anti-choriocarcinoma efficacy, highlighting their potential as a new and potent drug for choriocarcinoma in the future.
JOURNAL OF BIOMEDICAL NANOTECHNOLOGY
(2021)
Article
Biotechnology & Applied Microbiology
Hui Ao, Zhuo Wang, Likang Lu, Hongwei Ma, Haowen Li, Jingxin Fu, Manzhen Li, Meihua Han, Yifei Guo, Xiangtao Wang
Summary: The study utilized blank PEGylated liposomes as tumor delivery enhancers and demonstrated that an over-threshold dosing strategy significantly enhanced the accumulation of liposomal drugs in tumors, leading to improved antitumor efficacy.
JOURNAL OF NANOBIOTECHNOLOGY
(2022)
Article
Pharmacology & Pharmacy
Jianwei Han, Xinxin Zhou, Jingxin Fu, Guangyu Gao, Cuiling Zuo, Yifei Guo, Meihua-Han, Xiangtao Wang
Summary: In this study, ACGs nanosuspensions stabilized by P188 were successfully prepared, showing enhanced cytotoxicity against 4T1 and HeLa cell lines and significant antitumor efficacy in vivo against 4T1 tumor. The nanosuspensions exhibit promising potential as a drug delivery system to improve solubility of ACGs for future clinical application.
JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY
(2021)
Article
Biophysics
Cuiling Zuo, Yuan Zou, Guangyu Gao, Lina Sun, Bo Yu, Yifei Guo, Xiangtao Wang, Meihua Han
Summary: A drug delivery system combining chemotherapy and photothermal therapy was constructed, showing excellent antitumor activity and tumor growth inhibition.
COLLOIDS AND SURFACES B-BIOINTERFACES
(2022)
Article
Chemistry, Medicinal
Kaito Ohta, Hiromi Ii, Chiami Moyama, Shota Ando, Hisanori Nambu, Susumu Nakata, Naoto Kojima
Summary: This study describes the design and synthesis of 11 analogs with a triethylene glycol moiety as a replacement for the tetrahydrofuran (THF) moiety in the analog JCI-20679 (1). Among these analogs, 2k with an n-decyl chain exhibited potent inhibitory activity against glioblastoma stem cell growth and enhanced the effect of temozolomide (TMZ) by inhibiting mitochondrial function. Additionally, 2k significantly suppressed tumor growth without causing critical toxicity in vivo. This study presents novel anticancer agents and a strategy for their development.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Bassam S. M. Al Kazman, Joanna Elizabeth Harnett, Jane Rouse Hanrahan
Summary: Annonaceae is a large family with more than 119 genera and 2500 species, distributed in tropical and subtropical areas. Annona genus consists of about 175 species, mainly found in Brazil and tropical America. This study investigates the constituents of A. atemoya leaves, fruit pulp, and seeds, as few studies have reported them. Annonaceous acetogenins were identified for the first time in the leaves and pulp of A. atemoya. Twenty compounds, including sixteen acetogenins and four alkaloids, were identified. The highest concentrations and greatest diversity of compounds were found in the seeds.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Multidisciplinary
Rodney A. Fernandes, Dnyaneshwar A. Gorve, Amit K. Jha
Summary: A stereodivergent protecting-group-directed Tsuji-Trost cyclization has been successfully used to synthesize both 2,5-cis- and 2,5-trans-disubstituted-THF scaffolds. In the presence of a beta-O-silyl group, cis-2,5-disubstituted-3-oxygenated THF is formed with a high diastereomeric ratio of up to 9:1. Alternatively, when the free OH at the beta-position can coordinate with acetate, trans-2,5-disubstituted-3-hydroxy THF scaffold is generated as a single diastereomer (diastereomeric ratio up to 1:0). These THF scaffolds were used in the total synthesis of oxylipids and (+)-petromyroxol.
CHEMICAL COMMUNICATIONS
(2023)
Article
Food Science & Technology
Henrique Silvano Arruda, Celio Fernando Figueiredo Angolini, Marcos Nogueira Eberlin, Glaucia Maria Pastore, Mario Roberto Marostica Junior
Summary: This study comprehensively characterized the phytochemicals present in araticum pulp using UHPLC-ESI-QTOF-MS/MS and evaluated its antioxidant potential. A total of 139 phytochemicals, including organic acids, jasmonates, iridoids, phenolic compounds, alkaloids, annonaceous acetogenins, fatty acid derivatives, and other compounds, were identified and annotated, with 116 compounds being found for the first time in araticum pulp. Phenolic compounds and their derivatives represented about 59% of the identified phytochemicals. The araticum pulp exhibited high total phenolic compound content and antioxidant activity. The identified phytochemicals are known for their roles in defense mechanisms against stress factors in the Cerrado environment and their beneficial effects on human health.
Article
Chemistry, Applied
Chengyao Ma, Yue Li, Jiahui Lu, Maolin Wang, Xiang Li, Jianwei Chen, Yong Chen, Wenzheng Ju
Summary: Three new annonaceous acetogenins were isolated from the seeds of Annona squamosa Linn., and their structures were determined. Among them, compound 3 exhibited strong cytotoxicity against three multidrug-resistant cancer cell lines.
NATURAL PRODUCT RESEARCH
(2022)
Article
Chemistry, Multidisciplinary
Shashanka K. Prasad, Sushma Pradeep, Chandan Shimavallu, Shiva Prasad Kollur, Asad Syed, Najat Marraiki, Chukwuebuka Egbuna, Mihnea-Alexandru Gaman, Olga Kosakowska, William C. Cho, Kingsley Chukwuemeka Patrick-Iwuanyanwu, Joaquin Ortega Castro, Juan Frau, Norma Flores-Holguin, Daniel Glossman-Mitnik
Summary: Annona muricata, a tropical plant with extensive medicinal use, exhibits significant antiviral properties and selective cytotoxicity against tumorigenic cells. Researchers have developed a unique library of bioactive compounds exclusive to A. muricata for in silico evaluations against the SARS-CoV-2 spike protein. The Acetogenins from A. muricata show promising potential as anti-SARS-CoV-2 agents and warrant further in vitro and in vivo studies.
FRONTIERS IN CHEMISTRY
(2021)
Article
Chemistry, Organic
Harshit Joshi, Annu Anna Thomas, Joel T. Mague, Shyam Sathyamoorthi
Summary: We have developed highly stereospecific rearrangements of silanol epoxides which can produce 1'-silanoxy-tetrahydrofurans and 1'-silanoxy-tetrahydropyrans. Treatment of di-substituted trans-epoxide silanols with Ph3CBF4 and NaHCO3 in CH2Cl2 leads to products with an erythro configuration; di-substituted cis-epoxide silanols result in products with a threo configuration. We have used these reactions as crucial steps in the synthesis of (+/-)-solerone and (+/-)-muricatacin.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Review
Plant Sciences
Henrique Silvano Arruda, Felipe Tecchio Borsoi, Amanda Cristina Andrade, Glaucia Maria Pastore, Mario Roberto Marostica Junior
Summary: This review summarizes the phytochemical composition, bioactivities, and food products from araticum fruit that have been reported in scientific literature over the past 10 years. The compiled data showed a wide range of bioactive compounds in araticum fruit parts, particularly phenolic compounds, alkaloids, annonaceous acetogenins, carotenoids, phytosterols, and tocols. These compounds contribute to various biological activities, including antioxidant, anti-inflammatory, anti-Alzheimer, anticancer, antidiabetic, anti-obesity, antidyslipidemic, antinociceptive, hepatoprotective, wound healing, antibacterial, and insecticidal effects. Further toxicological, pre-clinical, and clinical trials are needed to confirm these biological effects in humans and ensure consumer safety and well-being.
Review
Chemistry, Multidisciplinary
Masanori Nagatomo, Masayuki Inoue
Summary: Natural products with a high ratio of sp(3)-hybridized atoms and oxygen-substituted stereogenic centers are privileged structures for the development of pharmaceuticals and chemical probes. Developing radical-based convergent strategies is advantageous for assembling highly oxygenated natural products efficiently. The versatile intermolecular radical reactions demonstrated in the total syntheses showcase new insights for retrosynthetic analyses and streamline synthetic routes to bioactive natural products.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Organic
Riko Minami, Tsubasa Kasai, Keisuke Murata, Haruhiko Fuwa
Summary: In this study, a convergent total synthesis of (+)-muricatetrocin B, a tetrahydrofuran-containing acetogenin with potent and selective cytotoxicity against HT-29 human colon adenocarcinoma cell line, was achieved in 13 steps. The synthesis is highlighted by a late-stage sequential olefin cross-metathesis/Hartung-Mukaiyama cyclization for the assembly of the 2,5-trans-substituted tetrahydrofuran ring.
Article
Chemistry, Medicinal
Kaito Ohta, Akinobu Akatsuka, Shingo Dan, Hiroki Iwasaki, Masayuki Yamashita, Naoto Kojima
Summary: The alkyl chain in the tail part plays an essential role in the activity of the analogs, and replacing the n-dodecyl group with short alkyl chains can enhance their growth inhibitory activities against human cancer cell lines.
CHEMICAL & PHARMACEUTICAL BULLETIN
(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)