Therapeutic peptides for chemotherapy: Trends and challenges for advanced delivery systems

Ilangala, Ange B.; Lechanteur, Anna; Fillet, Marianne; Piel, Géraldine

doi:10.1016/j.ejpb.2021.07.010

Cited by 22 publications

(10 citation statements)

References 217 publications

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“…Yield 82%; mp = 118−120 °C. 1 (5). Compound 3 (8 g, 25.5 mmol) was dissolved in DMSO to which sodium azide (8.41 g, 127.5 mmol) was added.…”

Section: Methodsmentioning

confidence: 99%

“…The organic phase was washed with brine and concentrated under reduced pressure to get pure 10 as a white solid; 71% yield; mp = 176−178 °C. 1…”

Section: Synthesis Of Methyl (2-(((s)-2-((tert-butoxycarbonyl) Amino)...mentioning

confidence: 99%

“…Peptides are an interesting class of biomolecules and have found wide applications in drug discovery and biomedical engineering. − Besides their traditional role as drug delivery agents, therapeutics, and imaging agents, currently, they are evolving as a new generation of biomaterials owing to their biocompatibility and specificity. − Self-assembled peptides (SAPs) are a niche peptide class which can form interesting macromolecular structures through molecular recognitions, and they have found applications in novel drug delivery systems, tissue engineering and diagnosis. − As opposed to lengthy peptides, dipeptides that can undergo self-assembly are economical. Therefore, a plethora of dipeptides with various modifications on the N - and C - termini have been investigated. − These SAPs have found wide applications in smart drug delivery systems, optoelectronics, nano reactors and biocompatible scaffolds for tissue engineering. − …”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Investigation of Backbone Modified Squaramide Dipeptide Self-Assembly

Shinde

Kulkarni

Sahu

2023

ACS Appl. Bio Mater.

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Dipeptides are minimalistic peptide building blocks that form well ordered structures through molecular self-assembly. The driving forces involved are cooperative noncovalent interactions such as π–π stacking, hydrogen bonding, and ionic as well as hydrophobic interactions. One of the most intriguing self-assembled motifs that has been extensively explored as a low molecular weight hydrogel for drug delivery, tissue engineering, imaging and techtonics, etc. is Phe-Phe (FF). The backbone of the dipeptide is very crucial for extending secondary structures in self-assembly, and any subtle change in the backbone drastically affect the molecular recognitions. The squaramide (SQ) motif has the unique advantage of hydrogen bonding which can promote the self-assembly process. In this work we have integrated the SQ unit into the dipeptide FF backbone to achieve molecular self-assembly. The resulting carbamate protected backbone modified dipeptide (BocFSAF-OH, 10) has exhibited molecular self-assembly with a fibrilar network. It formed a stable hydrogel (with CAC of 0.024 ± 0.0098 wt %) via the solvent switch method and was found to possess excellent enzymatic stability. The dipeptide and the resulting hydrogel were found to be cytocompatible. When integrated with a polysaccharide based biopolymer, e.g. sodium alginate, the resulting matrix exhibited strong hydrogel character. Therefore, the dipeptide hydrogel of 10 may find its applications in a variety of fields including drug delivery and tissue engineering.

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“…Yield 82%; mp = 118−120 °C. 1 (5). Compound 3 (8 g, 25.5 mmol) was dissolved in DMSO to which sodium azide (8.41 g, 127.5 mmol) was added.…”

Section: Methodsmentioning

confidence: 99%

“…The organic phase was washed with brine and concentrated under reduced pressure to get pure 10 as a white solid; 71% yield; mp = 176−178 °C. 1…”

Section: Synthesis Of Methyl (2-(((s)-2-((tert-butoxycarbonyl) Amino)...mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and Investigation of Backbone Modified Squaramide Dipeptide Self-Assembly

Shinde

Kulkarni

Sahu

2023

ACS Appl. Bio Mater.

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“…Peptides can be synthesized with different strategies and coupled to NVs to improve their bioavailability, recognition of specific target cells by interacting with molecules/receptors overexpressed on their surface (cell targeting peptides-CTP) and internalization into cells by interacting with membranes (cell penetrating peptides-CPP). Although peptides show high promise for the targeting and intracellular delivery of next-generation nanotherapeutics [32,33], their proteolytic susceptibility is one of the major limitations of their activity in a biological environment [34]. Numerous chemical approaches have been formulated to improve peptide resistance to proteolysis, including N-and C-termini protection, cyclization, backbone changes, incorporation of non-canonical amino acids and conjugation of cargoes [35].…”

Section: Peptides To Enhance the Nvs Potentialmentioning

confidence: 99%

Peptides to Overcome the Limitations of Current Anticancer and Antimicrobial Nanotherapies

et al. 2022

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Biomedical research devotes a huge effort to the development of efficient non-viral nanovectors (NV) to improve the effectiveness of standard therapies. NVs should be stable, sustainable and biocompatible and enable controlled and targeted delivery of drugs. With the aim to foster the advancements of such devices, this review reports some recent results applicable to treat two types of pathologies, cancer and microbial infections, aiming to provide guidance in the overall design of personalized nanomedicines and highlight the key role played by peptides in this field. Additionally, future challenges and potential perspectives are illustrated, in the hope of accelerating the translational advances of nanomedicine

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“…Approximately 19% of these peptide drugs were approved from 2015 to 2019, showing a remarkable advance and success in the last decade [ 3 ]. On the other hand, this number increases five-fold when adding peptide-based drugs under clinical trials [ 4 ]. About 400 oligopeptides are currently under evaluation offering promising prospects for the era of peptides as clinically viable drugs.…”

Section: Peptide Drugs Market and Discovery: A Bird’s Eye Viewmentioning

confidence: 99%

Traditional and Computational Screening of Non-Toxic Peptides and Approaches to Improving Selectivity

et al. 2022

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Peptides have positively impacted the pharmaceutical industry as drugs, biomarkers, or diagnostic tools of high therapeutic value. However, only a handful have progressed to the market. Toxicity is one of the main obstacles to translating peptides into clinics. Hemolysis or hemotoxicity, the principal source of toxicity, is a natural or disease-induced event leading to the death of vital red blood cells. Initial screenings for toxicity have been widely evaluated using erythrocytes as the gold standard. More recently, many online databases filled with peptide sequences and their biological meta-data have paved the way toward hemolysis prediction using user-friendly, fast-access machine learning-driven programs. This review details the growing contributions of in silico approaches developed in the last decade for the large-scale prediction of erythrocyte lysis induced by peptides. After an overview of the pharmaceutical landscape of peptide therapeutics, we highlighted the relevance of early hemolysis studies in drug development. We emphasized the computational models and algorithms used to this end in light of historical and recent findings in this promising field. We benchmarked seven predictors using peptides from different data sets, having 7–35 amino acids in length. According to our predictions, the models have scored an accuracy over 50.42% and a minimal Matthew’s correlation coefficient over 0.11. The maximum values for these statistical parameters achieved 100.0% and 1.00, respectively. Finally, strategies for optimizing peptide selectivity were described, as well as prospects for future investigations. The development of in silico predictive approaches to peptide toxicity has just started, but their important contributions clearly demonstrate their potential for peptide science and computer-aided drug design. Methodology refinement and increasing use will motivate the timely and accurate in silico identification of selective, non-toxic peptide therapeutics.

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Therapeutic peptides for chemotherapy: Trends and challenges for advanced delivery systems

Cited by 22 publications

References 217 publications

Synthesis and Investigation of Backbone Modified Squaramide Dipeptide Self-Assembly

Synthesis and Investigation of Backbone Modified Squaramide Dipeptide Self-Assembly

Peptides to Overcome the Limitations of Current Anticancer and Antimicrobial Nanotherapies

Traditional and Computational Screening of Non-Toxic Peptides and Approaches to Improving Selectivity

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