Article
Biochemistry & Molecular Biology
Jianan Sun, Jiesen Wang, Xinyan Wang, Xu Hu, Hao Cao, Jiao Bai, Dahong Li, Huiming Hua
Summary: A series of beta-carboline derivatives with nitrogen mustard moieties showed promising antiproliferative activity against breast cancer cells, with one particular compound exhibiting potent efficacy and selectivity. This compound induced cell cycle arrest, apoptosis, ROS accumulation, and DNA damage in cancer cells, while also inhibiting cell migration, invasion, and adhesion. Overall, it was considered a potential candidate for anti-breast cancer therapy.
BIOORGANIC & MEDICINAL CHEMISTRY
(2021)
Article
Medicine, Research & Experimental
Fangrui Zhao, Jingsheng Ao, Feng Zeng, Rihui Cao, Xiangpan Li
Summary: Novel beta-carboline derivatives were designed, synthesized, and evaluated as potential anticancer agents. Compound 6e demonstrated potent antiproliferative effects on various human tumor cell lines and inhibited colorectal tumor growth in BALB/c mice. Further research revealed that compound 6e inhibited colorectal cancer growth through the ATG5/ATG7-dependent autophagy pathway, suggesting its potential clinical application as a new antitumor drug.
BIOMEDICINE & PHARMACOTHERAPY
(2022)
Article
Chemistry, Organic
Aramita De, Sougata Santra, Igor A. Khalymbadzha, Grigory V. Zyryanov, Adinath Majee
Summary: The reagent combination of NaIO4 and NH2OH·HCl reacts with alpha,beta-unsaturated ketones followed by nucleophilic ethylene glycol, using cesium carbonate as a base in Williamson ether synthesis to synthesize a variety of functionalized 1,4-dioxanes.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Jingsheng Ao, Feng Zeng, Longhao Wang, Liqin Qiu, Rihui Cao, Xiangpan Li
Summary: A series of novel beta-carboline derivatives were designed, synthesized and evaluated for their potential as anticancer agents. Compound 6g exhibited the most potent antiproliferative activity against three different cancer cell lines, with IC50 values ranging from 2.02 to 3.86 μM. In vivo studies showed that compound 6g suppressed tumor development and reduced tumor weight in a mouse colorectal cancer model. Further investigations revealed that compound 6g inhibited HCT116 cell growth by activating the ATG5/ATG7-dependent autophagic pathway. These molecules have potential as candidates for the development of colorectal cancer therapy agents.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Tatiana S. Kokovina, Svyatoslav Y. Gadomsky, Alexei A. Terentiev, Nataliya A. Sanina
Summary: The study aimed to develop a new method for synthesizing 1,3,4-thiadiazol-2-amine derivatives using a one-pot reaction between thiosemicarbazide and carboxylic acid in the presence of polyphosphate ester (PPE). This method avoids the use of toxic additives such as POCl3 or SOCl2 and successfully synthesized five target compounds. The structures of all compounds were confirmed using mass spectrometry, IR, and NMR spectroscopies.
Article
Biochemistry & Molecular Biology
Sunil Kumar, Yi-Hsuan Wang, Po-Jen Chen, Yu-Chia Chang, Hemant K. Kashyap, Ya-Ching Shen, Huang-Ping Yu, Tsong-Long Hwang
Summary: A series of beta-carboline derivatives were synthesized by the Pictet-Spengler reaction, with two compounds, NTU-228 and HK-72, showing significant inhibitory effects on superoxide anion generation in human neutrophils without causing cytotoxicity. NTU-228 inhibited the phosphorylation of p38 MAPK and [Ca2+](i) levels, while HK-72 selectively inhibited the phosphorylation of p38 and [Ca2+](i) in human neutrophils. Molecular docking analysis showed favorable binding affinity of HK-72 toward p38 MAPK, indicating potential as a novel candidate against neutrophilic inflammation.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Bo Luo, Xinqiang Song
Summary: Beta-carboline alkaloids are a family of natural and synthetic products known for their structural diversity and outstanding antitumor activities. This review summarizes the research progress on beta-carboline and its derivatives as anticancer agents, including structure-activity relationship analysis and mechanism of action, as well as suggestions for future research and development of novel anticancer agents based on beta-carboline.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Physical
Reddymasu Sireesha, Reddymasu Sreenivasulu, Choragudi Chandrasekhar, Surender Singh Jadav, Y. Pavani, Mandava Venkata Basaveswara Rao, Mannam Subbarao
Summary: A new series of benzimidazole/benzoxazole linked beta-carbolines were designed and synthesized, showing significant anti-cancer activity, especially against MCF-7 cell lines. These hybrid beta-carbolines also exhibited potential as kinase binders in molecular interaction analysis, suggesting promising future applications in cancer research.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Biochemistry & Molecular Biology
Deping Li, Wenwu Liu, Yaoguan Huang, Mingyue Liu, Caizhi Tian, Hongyuan Lu, Hui Jia, Zihua Xu, Huaiwei Ding, Qingchun Zhao
Summary: This study designed and synthesized a series of novel beta-carbolines and evaluated their antitumor activity. Among them, compounds ZDLD13 and ZDLD20 exhibited potent anti-proliferative activity and CDK4 enzymatic inhibition activity. The in vitro and in vivo studies showed that ZDLD13 and ZDLD20 had significant antitumor effects.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Xin-Ming Xu, Sen Chen, Wenzhong Li, Xuesi Zhang, Zhongyuan Zhao, Xinyue Cao, Yuhang Yao, Xiangmin Wang, Zu-Li Wang
Summary: A gold(I)-catalyzed intramolecular cascade reaction of tertiary enamides has been developed for the preparation of diverse pyrido[2,1-a]isoquinoline derivatives with good functional group tolerance. The reaction mechanism involves a nucleophilic addition of the enamide to an alkynyl group, followed by the capture of the acyliminium ion by an electron-rich aromatic component. Scale-up experiments and further transformations of pyrido[2,1-a]isoquinolines demonstrate the utility of this methodology.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Corentin Maret, Sarah Chebourou, Antoinette De Nicola, Thomas V. Papineau, Morgane Vacher, Denis Jacquemin, Gilles Ulrich
Summary: This study reports the synthesis and characterization of known and novel analogues of 8-carboline, aiming to induce changes in their optical properties. The synthesis strategy involves post-synthetic functionalization and total synthesis, utilizing the Pictet-Spengler reaction and different techniques for aromatization. The experimental results show unexpected shifts in UV-visible and fluorescence spectra by changing only a few substituents, and protonation of the compounds leads to profound changes in spectroscopic properties.
Article
Biochemistry & Molecular Biology
Vipin Kumar, Anjali Saxena, Ranjan Patra, Devalina Ray, Hong-yu Li, Biswajit Saha
Summary: Ugi-four component reaction (Ugi-4CR) is an attractive method for diversity-oriented and step economical synthesis, as shown by its past applications. In this study, we report a method for the synthesis of fused polycyclic beta-carboline derivatives through sequential Pictet-Spengler's and Ugi-4CR multi-component reactions followed by cascade cyclization. The resulting conformationally stable heterocyclic molecules are expected to have potential interactions with different biological targets. This methodology provides a simple and facile access to heterocycles embedded in polycyclic frameworks that are difficult to synthesize using conventional methods.
MOLECULAR DIVERSITY
(2023)
Article
Chemistry, Multidisciplinary
Wenbin Wu, Qiaoju Jiang, Yi Tan, Yujie Zhou, Jinfeng Chen, Bing Tang, Rui Zhu, Shaojun Zheng
Summary: A series of pyrroloindole analogues were synthesized and screened for their antifungal activities, and compounds a2 and a15 showed potent antifungal activities.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Wasim Ahmed, Zi-Hao Huang, Zi-Ning Cui, Ri-Yuan Tang
Summary: This study reports the synthesis of unique mesoionic thiazoloisoquinolinium thiolates via cycloaddition reaction, which shows good bioactivity against the chlorophyll of duckweed.
CHINESE CHEMICAL LETTERS
(2021)
Review
Chemistry, Applied
Siti Zafirah Zulkifli, Noor Hidayah Pungot, Aimi Suhaily Saaidin, Nor Akmalazura Jani, Mohd Fazli Mohammat
Summary: This review summarizes the synthetic pathways and bioactivity of substituted indole beta-carboline reported from 2005 to date. These compounds have various pharmacological effects, offering potential for the development of new medications for the treatment of various ailments.
NATURAL PRODUCT RESEARCH
(2023)
