Synthesis and in vitro PDT evaluation of red emission polymer dots (R-CPDs) and pyropheophorbide-α conjugates

AbstractCarbon based polymer dots have piqued attention of researchers because of excellent biocompatibility, and good solubility. Most of the p-dots are able to generate ROS which is effective for photodynamic therapy for the treatment of cancer while some photosensitizers such as porphyrins possess some drawbacks such as hydrophobicity, and dark toxicity. Therefore in this study we conjugated red emission carbon based polymer with pyropheophorbide-α through amide condensation and π–π stacking. One pot synthesis of the conjugate was successfully achieved. Their photophysiological properties were studied and structures were characterized by FT-IR, TEM and 1HNMR. pH- sensitivity of the conjugates was confirmed using fluorescence and UV–vis spectroscopy. Photo toxicity and dark toxicity of the prepared conjugates were evaluated in human esophageal cancer cell line (Eca-109). Hemocompatibility of the synthesized conjugates was evaluated and proved that the conjugates are safe to use for the treatment of tumor. Our results showed the PS doped p-dots had less dark toxicity and increased light toxicity as well as ROS generation was high as compared to precursor drug. Therefore, incorporation of p-dots to porphyrin improved biocompatibility and enhanced the photodynamic effect.

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Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro

Bioinorganic Chemistry and Applications ◽

10.1155/2020/8834859 ◽

2020 ◽

Vol 2020 ◽

pp. 1-15

Author(s):

Yang Li ◽

Jianfang Dong ◽

Peiran Zhao ◽

Ping Hu ◽

Dawei Yang ◽

...

Keyword(s):

Schiff Base ◽

Anticancer Agents ◽

Cancer Cell Line ◽

Dependent Manner ◽

X Ray Crystallography ◽

M Phase ◽

Ic50 Values ◽

Esophageal Cancer Cell ◽

Esophageal Cancer Cell Line

Three hexacoordinated octahedral nickel (II) complexes, [Ni (Trp-sal) (phen) (CH3OH)] (1), [Ni (Trp-o-van) (phen) (CH3OH)]•2CH3OH (2), and [Ni (Trp-naph) (phen) (CH3OH)] (3) (where Trp-sal = Schiff base derived from tryptophan and salicylaldehyde, Trp-o-van = Schiff base derived from tryptophan and o-vanillin, Trp-naph = Schiff base derived from tryptophan and 2-hydroxy-1-naphthaldehyde, phen = 1, 10-phenanthroline), have been synthesized and characterized as potential anticancer agents. Details of structural study of these complexes using single-crystal X-ray crystallography showed that distorted octahedral environment around nickel (II) ion has been satisfied by three nitrogen atoms and three oxygen atoms. All these complexes displayed moderate cytotoxicity toward esophageal cancer cell line Eca-109 with the IC50 values of 23.95 ± 2.54 μM for 1, 18.14 ± 2.39 μM for 2, and 21.89 ± 3.19 μM for 3. Antitumor mechanism studies showed that complex 2 can increase the autophagy, reactive oxygen species (ROS) levels, and decrease the mitochondrial membrane potential remarkably in a dose-dependent manner in the Eca-109 cells. Complex 2 can cause cell cycle arrest in the G2/M phase. Additionally, complex 2 can regulate the Bcl-2 family and autophagy-related proteins.

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Diverse Polyphenols from Hypericum faberi

Natural Products and Bioprospecting ◽

10.1007/s13659-019-0206-1 ◽

2019 ◽

Vol 9 (3) ◽

pp. 215-221 ◽

Cited By ~ 2

Author(s):

Xin-Wen Zhang ◽

Yan-Song Ye ◽

Fan Xia ◽

Xing-Wei Yang ◽

Gang Xu

Keyword(s):

Cell Line ◽

Pancreatic Tumor ◽

Cancer Cell Line ◽

Tumor Cell Line ◽

Detailed Comparison ◽

Esophageal Cancer Cell ◽

Esophageal Cancer Cell Line ◽

Human Esophageal Cancer ◽

Whole Plants

Abstract Six new polyphenols with different isoprenylated xanthones, isoprenylated acylphloroglucinols, and chromone architectures, hyperfaberols A–F (1–6), were isolated from the whole plants of Hypericum faberi along with seven other related known compounds. In which hyperfaberols A/B (1/2) and 12–13 were isoprenylated xanthones, hyperfaberols C–E (3–5) and 8–11 were seven isoprenylated acylphloroglucinol derivatives, while 6–7 were two chromones. Their structures were elucidated by comprehensive analysis of their spectroscopic data as well as detailed comparison with the literature data. Compounds 1 and 11 showed cytotoxities against the human esophageal cancer cell line (ECA-109) and the pancreatic tumor cell line (PANC-1) in vitro, respectively. Graphical Abstract

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The Photodynamic Anti-Tumor Effects of New PPa-CDs Conjugate with pH Sensitivity and Improved Biocompatibility

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520621666210513162457 ◽

2021 ◽

Vol 21 ◽

Author(s):

Faiza Sajjada ◽

Xu-Ying Liua ◽

Yi-Jia Yanb ◽

Xing-Ping Zhoua ◽

Zhi-Long Chena

Keyword(s):

Emission Spectra ◽

Cancer Cell Line ◽

In Vitro Cytotoxicity ◽

Ph Sensitivity ◽

Covalent Interaction ◽

Esophageal Cancer Cell ◽

Esophageal Cancer Cell Line ◽

Good Biocompatibility ◽

Human Esophageal Cancer

Background: Photodynamic therapy has been increasingly used to cope with the alarming problem of cancer. Porphyrins and its derivatives are widely used as potent photosensitizers (PS) for PDT. However, hydrophobicity of porphyrins poses a challenge for their use in clinics, while most of the carbon dots (CDs) are known for good biocompatibility, solubility, and pH sensitivity. Objective: To improve the properties/biocompatibility of the pyropheophorbide-α for PDT. Methods: Methods: PPa-CD conjugate was synthesized through covalent interaction using amide condensation. The structure of synthesized conjugate was confirmed by TEM, 1HNMR, and FTIR. The absorption and emission spectra were studied. In vitro, cytotoxicity of the conjugate was examined in the Human esophageal cancer cell line (Eca-109). Results: The results showed that the fluorescence of the drug was increased from its precursor. CD based conjugate could generate ROS as well as enhanced the biocompatibility by decreasing the cytotoxicity. The conjugated drug also showed pH sensitivity in different solutions. Conclusion: The dark toxicity, as well as hemocompatibility, were improved.

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New Platinum (II) Ternary Complexes of Formamidine and Pyrophosphate: Synthesis, Characterization and DFT Calculations and In vitro Cytotoxicity

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207323666200218115700 ◽

2020 ◽

Vol 23 (7) ◽

pp. 611-623

Author(s):

Ahmed A. Soliman ◽

Fawzy A. Attaby ◽

Othman I. Alajrawy ◽

Azza A.A. Abou-hussein ◽

Wolfgang Linert

Keyword(s):

Cell Line ◽

Cancer Cell ◽

Theoretical Calculations ◽

Thermal Analyses ◽

Cancer Cell Line ◽

Cellular Growth ◽

Planar Geometry ◽

Square Planar ◽

Vis Spectroscopy

Aim and Objective: Platinum (II) and platinum (IV) of pyrophosphate complexes have been prepared and characterized to discover their potential as antitumor drugs. This study was conducted to prepare and characterize new ternary platinum (II) complexes with formamidine and pyrophosphate as an antitumor candidate. Materials and Methods: The complexes have been characterized by mass, infrared, UV-Vis. spectroscopy, elemental analysis, magnetic susceptibility, thermal analyses, and theoretical calculations. They have been tested for their cytotoxicity, which was carried out using the fastcolorimetric assay for cellular growth and survival against MCF-7 (breast cancer cell line), HCT- 116 (colon carcinoma cell line), and HepG-2 (hepatocellular cancer cell line). Results: All complexes are diamagnetic, and the electronic spectral data displayed the bands due to square planar Pt(II) complexes. The optimized complexes structures (1-4) indicated a distorted square planar geometry where O-Pt-O and N-Pt-N bond angles were 82.04°-96.44°, respectively. Conclusion: The complexes showed noticeable cytotoxicity and are considered as promising antitumor candidates for further applications.

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The inhibitory potency of isoxazole-curcumin analogue for the management of breast cancer: A comparative in vitro and molecular modeling investigation

Chemical Papers ◽

10.1007/s11696-021-01775-9 ◽

2021 ◽

Author(s):

Fiona C. Rodrigues ◽

N. V. Anil Kumar ◽

Gangadhar Hari ◽

K. S. R. Pai ◽

Goutam Thakur

Keyword(s):

Breast Cancer ◽

Herbal Remedy ◽

Cancer Cell Line ◽

Heterocyclic Ring ◽

Regulatory Role ◽

Multiple Traits ◽

One Pot ◽

Anticancer Efficacy ◽

Improved Stability

AbstractCurcumin, a potent phytochemical derived from the spice element turmeric, has been identified as a herbal remedy decades ago and has displayed promise in the field of medicinal chemistry. However, multiple traits associated with curcumin, such as poor bioavailability and instability, limit its effectiveness to be accepted as a lead drug-like entity. Different reactive sites in its chemical structure have been identified to incorporate modifications as attempts to improving its efficacy. The diketo group present in the center of the structural scaffold has been touted as the group responsible for the instability of curcumin, and substituting it with a heterocyclic ring contributes to improved stability. In this study, four heterocyclic curcumin analogues, representing some broad groups of heterocyclic curcuminoids (isoxazole-, pyrazole-, N-phenyl pyrazole- and N-amido-pyrazole-based), have been synthesized by a simple one-pot synthesis and have been characterized by FTIR, 1H-NMR, 13C-NMR, DSC and LC–MS. To predict its potential anticancer efficacy, the compounds have been analyzed by computational studies via molecular docking for their regulatory role against three key proteins, namely GSK-3β—of which abnormal regulation and expression is associated with cancer; Bcl-2—an apoptosis regulator; and PR which is a key nuclear receptor involved in breast cancer development. One of the compounds, isoxazole-curcumin, has consistently indicated a better docking score than the other tested compounds as well as curcumin. Apart from docking, the compounds have also been profiled for their ADME properties as well as free energy binding calculations. Further, the in vitro cytotoxic evaluation of the analogues was carried out by SRB assay in breast cancer cell line (MCF7), out of which isoxazole-curcumin (IC50–3.97 µM) has displayed a sevenfold superior activity than curcumin (IC50–21.89 µM). In the collation of results, it can be suggested that isoxazole-curcumin behaves as a potential lead owing to its ability to be involved in a regulatory role with multiple significant cancer proteins and hence deserves further investigations in the development of small molecule-based anti-breast cancer agents. Graphic abstract

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