The Novel Synthetic Triterpene Methyl 3β-&lt;i&gt;O&lt;/i&gt;-[4-(2-Aminoethylamino)-4-oxo-butyryl]olean-12-ene-28-oate Inhibits Breast Tumor Cell Growth &lt;i&gt;in&lt;/i&gt; &lt;i&gt;Vitro&lt;/i&gt; and &lt;i&gt;in&lt;/i&gt; &lt;i&gt;Vivo&lt;/i&gt;

Feng, Bin; Zhao, Chunhui; Li, Jiaqi; Yu, Jiawen; Yang, Zhipeng; Zhang, Xiyue; Tian, Tian; Zhao, Longxuan

doi:10.1248/cpb.c20-00353

Cited by 6 publications

(2 citation statements)

References 21 publications

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“…The Bcl-2 protein introduces a central role in tumor growth or suppression the intrinsic apoptotic pathway [ 49 ]. Conversely, the pro-apoptotic Bax acts essentially to enhance the process of cell apoptosis [ 50 , 51 , 52 , 53 ]. Increasing the level of the anti-apoptotic Bcl-2 within the cancerous cell boosts the cell survival through inhibiting apoptosis [ 50 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, In Vitro Anticancer Potentiality, and Antimicrobial Activities of Novel Peptide–Glycyrrhetinic-Acid-Based Derivatives

et al. 2021

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Glycyrrhetinic acid (GA) is one of many interesting pentacyclic triterpenoids showing significant anticancer activity by triggering apoptosis in tumor cell lines. This study deals with the design and synthesis of new glycyrrhetinic acid (GA)–amino acid peptides and peptide ester derivatives. The structures of the new derivatives were established through various spectral and microanalytical data. The novel compounds were screened for their in vitro cytotoxic activity. The evaluation results showed that the new peptides produced promising cytotoxic activity against the human breast MCF-7 cancer cell line while comparing to doxorubicin. On the other hand, only compounds 3, 5, and 7 produced potent activity against human colon HCT-116 cancer cell line. The human liver cancer (HepG-2) cell line represented a higher sensitivity to peptide 7 (IC50; 3.30 μg/mL), while it appeared insensitive to the rest of the tested peptides. Furthermore, compounds 1, 3, and 5 exhibited a promising safety profile against human normal skin fibroblasts cell line BJ-1. In order to investigate the mode of action, compound 5 was selected as a representative example to study its in vitro effect against the apoptotic parameters and Bax/BCL-2/p53/caspase-7/caspase-3/tubulin, and DNA fragmentation to investigate beta (TUBb). Additionally, all the new analogues were subjected to antimicrobial assay against a panel of Gram-positive and Gram-negative bacteria and the yeast candida Albicans. All the tested GA analogues 1–8 exhibited more antibacterial effect against Micrococcus Luteus than gentamicin, but they exhibited moderate antimicrobial activity against the tested bacterial and yeast strains. Molecular docking studies were also simulated for compound 5 to give better rationalization and put insight to the features of its structure.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, In Vitro Anticancer Potentiality, and Antimicrobial Activities of Novel Peptide–Glycyrrhetinic-Acid-Based Derivatives

et al. 2021

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“…Compared with the parent compound of OA, the anti-tumor activity of these derivatives was significantly enhanced. Among them, the IC 50 value of compound 63 is 4.87 ± 0.77 μM against MCF-7 cells, suggesting that compounds with an amino group at the terminal may have superior activity to those with a carboxyl group or a shielded amino group, such as compounds 64 or 65 [ 118 ].…”

Section: Anti-tumor Study Of Oa Derivativesmentioning

confidence: 99%

Enhanced Water Solubility and Anti-Tumor Activity of Oleanolic Acid through Chemical Structure Modification

Lin

Yan

et al. 2022

IJMS

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Cancer has been a major health problem in the world in the past decades. It is urgent to develop new, effective and safe drugs for the treatment of cancer. There are many pentacyclic triterpenoids with positive anti-tumor activity and safety in nature. Oleanolic acid (OA), as one of the pentacyclic triterpenoids, also has broad biological activities including liver protection, anti-inflammatory, hypoglycemic, antiviral and anti-tumor. Therefore, to investigate its anti-tumor activity and mechanism, many OA derivatives have been developed. Some derivatives are less toxic to normal hepatocytes, which may be due to the strong liver protection ability of OA. However, the poor water solubility of OA is one of the main reasons for the weak anti-tumor activity. It is reported that some OA derivatives could enhance solubility by chemically linking some hydrophilic groups to improve anti-tumor activity. This review not only summarizes the highly water-soluble OA derivatives that can improve anti-tumor activity reported in recent years, but also introduces their possible anti-tumor mechanisms.

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Synthesis, characterization and in vitro anti-proliferative effects of pentacyclic triterpenoids

et al. 2021

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The Novel Synthetic Triterpene Methyl 3β-<i>O</i>-[4-(2-Aminoethylamino)-4-oxo-butyryl]olean-12-ene-28-oate Inhibits Breast Tumor Cell Growth <i>in</i> <i>Vitro</i> and <i>in</i> <i>Vivo</i>

Cited by 6 publications

References 21 publications

Synthesis, Characterization, In Vitro Anticancer Potentiality, and Antimicrobial Activities of Novel Peptide–Glycyrrhetinic-Acid-Based Derivatives

Synthesis, Characterization, In Vitro Anticancer Potentiality, and Antimicrobial Activities of Novel Peptide–Glycyrrhetinic-Acid-Based Derivatives

Enhanced Water Solubility and Anti-Tumor Activity of Oleanolic Acid through Chemical Structure Modification

Synthesis, characterization and in vitro anti-proliferative effects of pentacyclic triterpenoids

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