Synthesis and antitumor evaluation of (aryl)methyl-amine derivatives of dehydroabietic acid-based B ring-fused-thiazole as potential PI3K/AKT/mTOR signaling pathway inhibitors

Chen, Nai-Yuan; Xie, Yan; Lu, Guo‐Dong; Ye, Fang; Li, Xinyu; Huang, Yu-Wen; Huang, Ming Jun; Chen, Tieyu; Li, Cuiping

doi:10.1007/s11030-020-10081-7

Cited by 11 publications

(6 citation statements)

References 16 publications

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“…Two compounds could inhibit the PI3K/AKT/mTOR signaling pathway to exert anti-cancer effects. The results of molecular docking studies indicated that the compounds may inhibit the pathway through ATP competition [81].…”

Section: Structural Modification At B Ring Of Dehydroabietic Acidmentioning

confidence: 99%

Recent Advances on Biological Activities and Structural Modifications of Dehydroabietic Acid

Meng

Wen

et al. 2022

Toxins

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Dehydroabietic acid is a tricyclic diterpenoid resin acid isolated from rosin. Dehydroabietic acid and its derivatives showed lots of medical and agricultural bioactivities, such as anticancer, antibacterial, antiviral, antiulcer, insecticidal, and herbicidal activities. This review summarized the research advances on the structural modification and total synthesis of dehydroabietic acid and its derivatives from 2015 to 2021, and analyzed the biotransformation and structure-activity relationships in order to provide a reference for the development and utilization of dehydroabietic acid and its derivatives as drugs and pesticides.

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Section: Structural Modification At B Ring Of Dehydroabietic Acidmentioning

confidence: 99%

Recent Advances on Biological Activities and Structural Modifications of Dehydroabietic Acid

Meng

Wen

et al. 2022

Toxins

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“…Dehydroabietic acid (DAA) is a natural diterpenoid resin acid, which is primarily obtained by catalytic disproportionation of rosin abietic acid ( 62 ). It is stable in nature and has the properties of anti-tumor ( 63 ) and anti-inflammatory ( 64 ). DAA alleviates insulin resistance and weakens hepatic steatosis and lipid accumulation through activation of PPAR-γ and PPAR-α in high-fat diet (HFD) model mice, leading to reducing hepatic function ( 65 ).…”

Section: Intervention Effects Of Herbs or Herbal Extracts In Regulati...mentioning

confidence: 99%

Protective effect of traditional Chinese medicine on non-alcoholic fatty liver disease and liver cancer by targeting ferroptosis

Chen

Ding

et al. 2022

Front. Nutr.

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Non-alcoholic fatty liver disease (NAFLD) is a chronic liver disease with high incidence and is closely related to metabolic syndrome. If not controlled, it may eventually become hepatocellular carcinoma (HCC). Ferroptosis, a non-apoptotic form of programmed cell death (PCD), is closely related to NAFLD and HCC, and the mechanisms of action involved are more complex. Some studies have demonstrated that many drugs inhibit ferroptosis and protect liver steatosis or carcinogenesis. The role of Traditional Chinese Medicine (TCM), especially herbs or herbal extracts, has received increasing attention. However, there are relatively few review articles on the regulation of NAFLD by TCM through ferroptosis pathway. Here, we summarize the TCM intervention mechanism and application affecting NAFLD/NAFLD-HCC via regulation of ferroptosis. This article focuses on the relationship between ferroptosis and NAFLD or NAFLD-HCC and the protective effect of TCM on both by targeting ferroptosis. It not only summarizes the mechanism of early prevention and treatment of NAFLD, but also provides reference ideas for the development of TCM for the treatment of metabolic diseases and liver diseases.

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“…DHA and its derivatives were reported possessing a broad spectrum of biological activities [5] . Recent reports indicated that DHA and its derivatives exhibited antitumour activity with a variety of mechanisms, such as survivin inhibition [6] , DNA binding [7] , EGFR or MEK1 kinase binding [8,9] , PI3K/AKT/mTOR pathway signaling inhibition [10] . Therefore, using DHA as a promising starting material to synthesize leading compounds for the development of antitumor agents has received growing interest from medicinal chemists.…”

Section: Introductionmentioning

confidence: 99%

“…For the reasons given above, an effective strategy, molecular-hybridization approaches [15] , was applied in this work for the development of novel DHA antitumor derivatives. Thus, a series of title compounds were synthesized through integrating thiazolidinone moieties with our previous synthesized DHA based B ringfused-thiazole amine [10] . The in vitro antitumor activities of the compounds against the oral cavity cancer cells lines (SCC9, Cal27 and SAS) were evaluated.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, antitumor evaluation and computational study of thiazolidinone derivatives of dehydroabietic acid-based B ring-fused-thiazole

Chen

Huang

2023

Mol Divers

Self Cite

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In an attempt to search for new natural product-based antitumor agents, a series of novel thiazolidinone derivatives of dehydroabietic acid-based B ring-fused-thiazole were designed and synthesized. The primary antitumor tests showed that compounds 5m exhibited almost the best inhibitory activity against the tested cancer cells. The computational study suggested NOTCH1, IGF1R, TLR4, and KDR were the core targets of the title compounds, and the IC 50 of SCC9 and Cal27 is strong correlation with the binding ability of TLR4 and compounds. 5-Fluorouracil 29.4±1.3 18.9±1.4 7.5±0.3 IC 50 values are taken as means standard deviation from three experiments. Computational study Prediction of 5a -5n therapeutic targets in the 3 cancer cell lines About 240 -252 targets in human cells of each compound were obtained by PharmMapper Server, and 145 common targets were found in each group of 5a -5n targets. A total of 660 targets associated with the 3 oral cavity cancer cells lines, were collected by OMIM database and Genecards database after eliminating duplicates. Finally, 16 -19 potential therapeutic targets of each compound were obtained from the intersection of compound targets and the cancer cell lines associated targets. The results are summarized in Supplementary Table S1 -S3.

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Synthesis and antitumor evaluation of (aryl)methyl-amine derivatives of dehydroabietic acid-based B ring-fused-thiazole as potential PI3K/AKT/mTOR signaling pathway inhibitors

Cited by 11 publications

References 16 publications

Recent Advances on Biological Activities and Structural Modifications of Dehydroabietic Acid

Recent Advances on Biological Activities and Structural Modifications of Dehydroabietic Acid

Protective effect of traditional Chinese medicine on non-alcoholic fatty liver disease and liver cancer by targeting ferroptosis

Synthesis, antitumor evaluation and computational study of thiazolidinone derivatives of dehydroabietic acid-based B ring-fused-thiazole

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