scholarly journals Insights into Cytotoxic Behavior of Lepadins and Structure Elucidation of the New Alkaloid Lepadin L from the Mediterranean Ascidian Clavelina lepadiformis

Marine Drugs ◽  
2022 ◽  
Vol 20 (1) ◽  
pp. 65
Author(s):  
Marcello Casertano ◽  
Massimo Genovese ◽  
Paolo Paoli ◽  
Alice Santi ◽  
Anna Aiello ◽  
...  
Keyword(s):  
Colon Adenocarcinoma ◽  
Human Colon ◽  
2D Nmr ◽  
Phase Cell ◽  
Relative Configuration ◽  
M Phase ◽  
2D Nmr Spectra ◽  
The Mediterranean ◽  
Dose Dependent Decrease ◽  
A375 Cells

The chemical investigation of the Mediterranean ascidian Clavelina lepadiformis has led to the isolation of a new lepadin, named lepadin L, and two known metabolites belonging to the same family, lepadins A and B. The planar structure and relative configuration of the decahydroquinoline ring of lepadin L were established both by means of HR-ESIMS and by a detailed as extensive analysis of 1D and 2D NMR spectra. Moreover, microscale derivatization of the new alkaloid lepadin L was performed to assess the relative configuration of the functionalized alkyl side chain. Lepadins A, B, and L were tested for their cytotoxic activity on a panel of cancer cell lines (human melanoma [A375], human breast [MDA-MB-468], human colon adenocarcinoma [HT29], human colorectal carcinoma [HCT116], and mouse myoblast [C2C12]). Interestingly, a deeper investigation into the mechanism of action of the most cytotoxic metabolite, lepadin A, on the A375 cells has highlighted its ability to induce a strongly inhibition of cell migration, G2/M phase cell cycle arrest and a dose-dependent decrease of cell clonogenity, suggesting that it is able to impair self-renewing capacity of A375 cells.

scholarly journals Cytotoxic Activity of Dihydrochalcones Isolated from Corema Album Leaves against HT-29 Colon Cancer Cells

2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Antonio J. León-González ◽  
Miguel López-Lázaro ◽  
José L. Espartero ◽  
Carmen Martín-Cordero
Keyword(s):  
Cytotoxic Activity ◽  
Reactive Oxygen Species Generation ◽  
Colon Adenocarcinoma ◽  
Human Colon ◽  
2D Nmr ◽  
Positive Control ◽  
H Nmr ◽  
Cytotoxic Compounds ◽  
Ht 29 ◽  
Human Colon Adenocarcinoma

During our search for cytotoxic compounds from Andalusian vascular plants, the ethyl acetate extract from the leaves of Corema album (L.) D. Don (Ericaceae) was selected for its cytotoxic activity against the HT-29 human colon adenocarcinoma cell line. Two dihydrochalcones, 2′,4′-dihydroxydihydrochalcone (1) and 2′-methoxy-4′-hydroxydihydrochalcone (2), have been isolated from the leaves of C. album. Their structural identification was based on 1H NMR and 13C NMR data, including 2D NMR, and mass spectrometry. These compounds were subjected to the sulfhorhodamine B (SRB) cytotoxic assay against human colon adenocarcinoma cells (HT-29). Compounds 1 and 2 showed higher cytotoxicity than the positive control 5-fluorouracil (5-FU); the IC50 values (μM ± SEM) were 1.8 ± 0.4 for compound 1, 8.5 ± 2.1 μM for compound 2, and 8.7 ± 4.0 for 5-FU. The cytotoxic activity of 1 and 2 was reduced in the presence of the antioxidants N-acetylcysteine (NAC) and Mn(III) Tetrakis(1-methyl-4-pyridyl) porphyrin pentachloride (MnTMPyP), therefore suggesting that reactive oxygen species generation participates in the cytotoxic activity of these dihydrochalcones.

scholarly journals Novel Tl(III) complexes containing pyridine-2,6-dicarboxylate derivatives with selective anticancer activity through inducing mitochondria-mediated apoptosis in A375 cells

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Sara Abdolmaleki ◽  
Mohammad Ghadermazi ◽  
Alireza Aliabadi
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Metal Salt ◽  
Colon Adenocarcinoma ◽  
Human Colon ◽  
Cancer Cell Lines ◽  
Triangular Prism ◽  
One Pot ◽  
A375 Cells

AbstractThree novel Tl(III) complexes (C1), (C2) and (C3) were synthesized using the one-pot reactions of pyridine dicarboxylic acid derivatives, 2-aminobenzimidazole and/or 4-aminopyridine, and also thallium(III) nitrate trihydrate metal salt. The structure of all three complexes was determined by the single-crystal X-ray diffraction. C1 and C2 were realized to be isostructural with disordered square anti-prismatic geometry and for C3 arrangement of the distorted tricapped triangular prism was proposed. Cyclic voltammetry measurements on the complexes exhibited that formal potential values are more positive for C1 (E0ˊ 0.109 V) and C3 (E0ˊ 0.244 V) compared to C2 (E0ˊ –0.051 V), versus Ag/AgCl under argon. Moreover, cytotoxicity of the compounds was evaluated in vitro against two cancer cell lines including a human melanoma (A375), a human colon adenocarcinoma (HT29), and also one normal cell human foreskin fibroblast (HFF). The selective and potent cytotoxicity effect was exhibited by C1 and C3 on cancer cell lines. The apoptosis through a caspase-dependent mitochondrion pathway was confirmed by ROS production, MMP reduction, p53 activation, Bax up-regulation, and Bcl-2 down-regulation, cytochrome c release, procaspase-9, and 3 expression, for A375 cells treated to C1 and C3. According to similar cellular uptake of the complexes in A375 cell line, the generation of ROS was considered as an effective agent to justify the inhibition effect C1 and C3 on mentioned cells. Furthermore, arresting the cell cycle in the G2-M phase and inducing apoptosis were indicated by these two complexes.

scholarly journals Identification of 16,25- O -diacetyl-cucurbitane F and 25- O -acetyl-23,24-dihydrocucurbitacin F as novel anti-cancer chemicals

2018 ◽  
Vol 5 (8) ◽  
pp. 180723 ◽  
Author(s):  
Wenxue Wang ◽  
Haoran Yang ◽  
Ying Li ◽  
Zhongfei Zheng ◽  
Yongjun Liu ◽  
...  
Keyword(s):  
Colon Cancer ◽  
Therapeutic Option ◽  
Human Colon ◽  
Phase Cell ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Human Colon Cancer ◽  
Cycle Arrest ◽  
Ht29 Cells ◽  
M Phase

Seven new cucurbitane glucosides, hemslepensides J-P ( 1 – 7 ), and two known compounds, 16,25- O -diacetyl-cucurbitane F ( 8 ) and 25- O -acetyl-23,24-dihydrocucurbitacin F ( 9 ), were isolated from the tubers of Hemsleya pengxianensis var. jinfushanensis . The structures of 1 – 7 were elucidated using infrared absorption spectroscopy, nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry. The treatment of HT29 cells, human colon cancer cells, with compounds 8 and 9 inhibited cell proliferation. Further study demonstrated that compounds 8 and 9 induced F-actin aggregation, G 2 /M phase cell cycle arrest and cell apoptosis in HT29 cells. In summary, the present study enriched the chemical composition research of H. pengxianensis , and suggested that the compounds 8 / 9 treatment may be a potentially useful therapeutic option for colon cancer.

scholarly journals Hormonal control of fructose 2,6-bisphosphate concentration in the HT29 human colon adenocarcinoma cell line α2-adrenergic agonists counteract effect of vasoactive intestinal peptide

1986 ◽  
Vol 239 (3) ◽  
pp. 531-536 ◽  
Author(s):  
C Denis ◽  
H Paris ◽  
J C Murat
Keyword(s):  
Cyclic Amp ◽  
Cancer Cells ◽  
Vasoactive Intestinal Peptide ◽  
Colon Adenocarcinoma ◽  
Human Colon ◽  
Hormonal Control ◽  
Maximum Effect ◽  
Dose Dependent Decrease ◽  
Dose Dependent ◽  
Human Colon Adenocarcinoma

Vasoactive intestinal peptide (VIP) was found to cause a dose-dependent decrease in fructose 2,6-bisphosphatase concomitant with an increase in cyclic AMP in cultured HT29 cancer cells from human colon. The maximum effect was a 41% decrease obtained with 10 nM-VIP, and half-maximum effect was obtained with 0.75 nM-VIP. The effect of 2.5 nM-VIP was almost totally counteracted (i.e. fructose 2,6-bisphosphate concentration was restored) by either adrenaline (1 microM) or the alpha 2-adrenergic agonist UK-14304 (1 microM); the alpha 2-agonist clonidine (1 microM) was less efficient, since the VIP effect was decreased by 72% only. The adrenaline effect was totally antagonized by 1 microM-yohimbine. It is concluded that, in the HT29 cancer cells, the fructose 2,6-bisphosphate-producing system is sensitive to variations of cyclic AMP concentration and is under the dual control of VIP and alpha 2-adrenergic receptors.

scholarly journals The soy-derived peptide Vglycin inhibits the growth of colon cancer cells in vitro and in vivo

2017 ◽  
Vol 242 (10) ◽  
pp. 1034-1043 ◽  
Author(s):  
Chang Gao ◽  
Rui Sun ◽  
Ya-Rong Xie ◽  
An-Li Jiang ◽  
Mei Lin ◽  
...  
Keyword(s):  
Cell Cycle ◽  
Colon Cancer ◽  
Cyclin D1 ◽  
Cancer Cells ◽  
Colon Adenocarcinoma ◽  
Human Colon ◽  
Phase Cell ◽  
Colon Cancer Cells ◽  
Cycle Arrest ◽  
Adenocarcinoma Cells

Vglycin, a novel natural polypeptide isolated from pea seeds, possesses antidiabetic properties. Our previous studies have shown that Vglycin can induce the differentiation of human colon adenocarcinoma cells. We aimed to determine the anticancer activity of Vglycin against colon cancer cells and to elucidate related apoptosis-inducing mechanisms. Treatment with purified Vglycin significantly reduced growth, viability, and colony formation of CT-26, SW480, and NCL-H716 colon cancer cells in a dose-dependent manner while down-regulating the expression of proliferating cell nuclear antigen. Mouse xenograft studies showed a 38% inhibition of colon cancer growth in mice treated with Vglycin (20 mg/kg/day) at day 21. Furthermore, the potential mechanisms involved in Vglycin-induced cell apoptosis were examined using cell cycle studies, ultrastructural examination, as well as apoptosis-associated pathway analysis. The results showed that Vglycin significantly promoted apoptosis and G1/S phase cell cycle arrest. As revealed by Western blot, the expression of CDK2 and Cyclin D1 was down-regulated in all three Vglycin-treated colon cancer cells, indicating that the CDK2/Cyclin D1 cell cycle pathway involved in the initiation and progression of colon cancer. Moreover, the inhibition of Vglycin-induced cell proliferation in colon cancer cells was accompanied by alteration of the expression levels of the apoptosis-related proteins Bax, Bcl-2 and Mcl-1, and an increase of caspase-3 activity. Together, our results suggest that Vglycin may be another plant-derived peptide that suppresses colon cancer, supporting the continued investigation of Vglycin as therapeutic agent for colon cancer. Impact statement The antidiabetic properties and the capability of inducing differentiation of human colon adenocarcinoma cells of Vglycin have been reported in our previous studies. However, the anticancer potential of Vglycin on colon cancer cells and its possible related mechanisms were still unknown. In this study, we found that Vglycin could reduce growth, viability, and colony formation or colony size of CT-26, SW480, and NCL-H716 colon cancer cells. Moreover, Vglycin decreased tumor volume by 38% in xenograft mice transplanted with CT-26 cells. The mechanisms of these phenomena may be due to the down-regulated CDK2 and Cyclin D1, G1/S phase cell cycle arrest, and the dysregulated expression of Bax, Bcl-2, and Mcl-1. The findings highlight the anticancer potential of Vglycin against colon cancer cells, and suggest Vglycin may be another colon cancer potential suppressive component of plant-derived peptides.

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