Insight into oral amphiphilic cyclodextrin nanoparticles for colorectal cancer: comprehensive mathematical model of drug release kinetic studies and antitumoral efficacy in 3D spheroid colon tumors

• Sedat Ünal,
• Gamze Varan,
• Juan M. Benito,
• Yeşim Aktaş and
• Erem Bilensoy

Beilstein J. Org. Chem. 2023, 19, 139–157, doi:10.3762/bjoc.19.14

• extensively investigated in new drug and gene delivery studies, particularly in cancer therapy, for targeted drug delivery, extended/controlled release, and improving cellular interaction [25][26][27][28][29]. Within the scope of this study, advanced studies were carried out for the oral polycationic nanodrug

Automated high-content imaging for cellular uptake, from the Schmuck cation to the latest cyclic oligochalcogenides

• Rémi Martinent,
• Javier López-Andarias,
• Dimitri Moreau,
• Yangyang Cheng,
• Naomi Sakai and
• Stefan Matile

Beilstein J. Org. Chem. 2020, 16, 2007–2016, doi:10.3762/bjoc.16.167

• results further support the importance of GAG binding to the uptake of Schmuck cations. Arginine-rich CPPs are of general interest in gene delivery. However, a long linear CPP sequence with at least eight to nine arginine residues is necessary. In comparison to arginine-rich CPPs, Schmuck peptides form

• acidification process) was observed, which further supports the endosomal uptake mechanism. Except for this small peptide, GCP was also integrated into larger peptides, including branched [29], three-armed [30][31], dendritic [32], and self-assembled oligomers [33][34] for gene delivery and transfection based

Efficient mechanochemical synthesis of regioselective persubstituted cyclodextrins

• Laszlo Jicsinszky,
• Marina Caporaso,
• Katia Martina,
• Emanuela Calcio Gaudino and
• Giancarlo Cravotto

Beilstein J. Org. Chem. 2016, 12, 2364–2371, doi:10.3762/bjoc.12.230

• most noted for their ability to form non-covalent associations called “inclusion complexes”. Natural CDs exhibit many favourable properties, which advance their use in a wide range of applications. However, syntheses for many special applications, such as DNA sequencing [4][5], gene delivery [6], and

Organic chemistry meets polymers, nanoscience, therapeutics and diagnostics

• Vincent M. Rotello

Beilstein J. Org. Chem. 2016, 12, 1638–1646, doi:10.3762/bjoc.12.161

• when we demonstrated very efficient DNA transfection (i.e., gene delivery) using gold nanoparticles [55]. In later work we improved on our gene delivery vehicles [56], demonstrated the delivery of siRNA [57] and enzymes [58] using nanoparticle assemblies. All of these systems (as well as essentially

Stimuli-responsive HBPS-g-PDMAEMA and its application as nanocarrier in loading hydrophobic molecules

• Yongsheng Chen,
• Li Wang,
• Haojie Yu,
• Zain-Ul-Abdin,
• Ruoli Sun,
• Guanghui Jing,
• Rongbai Tong and
• Zheng Deng

Beilstein J. Org. Chem. 2016, 12, 939–949, doi:10.3762/bjoc.12.92

• attractive to academia and industry in recent years due to their special chemical and physical properties. In comparison with their linear counterpart, these polymers afford promising applications such as drug delivery [15][16][17], gene delivery [18][19][20][21] and catalysis [22][23]. Polystyrene is a

Aggregation behaviour of amphiphilic cyclodextrins: the nucleation stage by atomistic molecular dynamics simulations

• Giuseppina Raffaini,
• Antonino Mazzaglia and
• Fabio Ganazzoli

Beilstein J. Org. Chem. 2015, 11, 2459–2473, doi:10.3762/bjoc.11.267

• recently reported [14], while analogue cationic aCD with terminal short amino-PEG at the secondary rim form nanoassemblies which entrap photosensitizers for photoactivated therapy [25] or DNA for gene delivery [26][27][28][29][30]. The potential of aCD is strengthened by their ability to selectively

Size-controlled and redox-responsive supramolecular nanoparticles

• Raquel Mejia-Ariza,
• Gavin A. Kronig and
• Jurriaan Huskens

Beilstein J. Org. Chem. 2015, 11, 2388–2399, doi:10.3762/bjoc.11.260

• applications owing to control over their size, their assembly/disassembly, and the modular character for the versatile incorporation of agents aiming for imaging [3], photothermal therapy [4], drug delivery [5][6][7] and gene delivery [8][9][10] applications. Different approaches have been used to form SNPs

Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners

• Mohamed Ramadan El Sayed Aly,
• Hosam Ali Saad and
• Shams Hashim Abdel-Hafez

Beilstein J. Org. Chem. 2015, 11, 1922–1932, doi:10.3762/bjoc.11.208

• (V), were used to prepare nontoxic unilamellar vesicles as nanocarriers for gene delivery into Neuro2A cells, which are involved in neurodegenerative diseases [19]. Also, the involvement of cholesterol metal ion complexes in Alzheimer’s disease was reviewed [20]. Cholesterol glycosides are known for

Dicarboxylic esters: Useful tools for the biocatalyzed synthesis of hybrid compounds and polymers

• Ivan Bassanini,
• Karl Hult and
• Sergio Riva

Beilstein J. Org. Chem. 2015, 11, 1583–1595, doi:10.3762/bjoc.11.174

• chemical means. The synthesized products can find a wide range of applications such as drug/gene delivery systems, flame retardant materials, conducting polymers, controlled release systems, diagnostic agents, and polymeric electrolytes for nano-crystalline solar cells. Curcumin (37) was converted to a

Synthesis of a resin monomer-soluble polyrotaxane crosslinker containing cleavable end groups

• Ji-Hun Seo,
• Shino Nakagawa,
• Koichiro Hirata and
• Nobuhiko Yui

Beilstein J. Org. Chem. 2014, 10, 2623–2629, doi:10.3762/bjoc.10.274

• macromolecular assemblies or stimuli-degradable polymer networks [7][8][9]. For this reason, various types of cleavable PRXs have been designed for the development of controlled release systems of specific molecules [10]. A representative example is the application as a protein or gene delivery system. Aminated

Influence of cyclodextrin on the UCST- and LCST-behavior of poly(2-methacrylamido-caprolactam)-co-(N,N-dimethylacrylamide)

• Alexander Burkhart and
• Helmut Ritter

Beilstein J. Org. Chem. 2014, 10, 1951–1958, doi:10.3762/bjoc.10.203

• the use of ROESY-NMR-spectroscopy. Keywords: cyclodextrin; LCST; lysine; 2-methacrylamido-caprolactam; UCST; Introduction Recently, increasing interest has been spent on thermoresponsive polymer solutions, mainly because of their potential application in the field of drug delivery, gene delivery, or

The search for new amphiphiles: synthesis of a modular, high-throughput library

• George C. Feast,
• Thomas Lepitre,
• Xavier Mulet,
• Charlotte E. Conn,
• Oliver E. Hutt,
• G. Paul Savage and
• Calum J. Drummond

Beilstein J. Org. Chem. 2014, 10, 1578–1588, doi:10.3762/bjoc.10.163

• , and to deepen the understanding of how molecular structure influences the characteristics of self-assembly. Previous amphiphile libraries have been prepared using a thiol–yne reaction [14] and an in situ hydrazone formation between aldehyde tails and hydrazide head groups [15] in order to study gene

• delivery. Many other fields have utilised the copper-catalysed azide–alkyne cycloaddition (CuAAC) ‘click’ reaction [16][17] to generate libraries of compounds, including enzyme inhibitors [18][19][20], catalysis ligands [21][22][23] and metal frameworks [24][25]. We have recently demonstrated that a

Polyglycerol-functionalized nanodiamond as a platform for gene delivery: Derivatization, characterization, and hybridization with DNA

• Li Zhao,
• Yuki Nakae,
• Hongmei Qin,
• Tadamasa Ito,
• Takahide Kimura,
• Hideto Kojima,
• Lawrence Chan and
• Naoki Komatsu

Beilstein J. Org. Chem. 2014, 10, 707–713, doi:10.3762/bjoc.10.64

• confirmed by gel retardation assay that ND-PG-Arg8 and ND-PG-Lys8 with higher zeta potential hybridized with plasmid DNA (pDNA) through electrostatic attraction, making them promising as nonviral vectors for gene delivery. Keywords: carbon-nanomaterials; click chemistry; DNA; gene delivery; nanodiamond

• ; polyglycerol; polypeptides; Introduction A variety of nanoparticles have been investigated as nonviral vectors in drug and gene delivery systems [1][2]. Among these nanoparticles, nanodiamond (ND) has attracted a great deal of attention due to its high chemical stability, low toxicity, and large specific

• further surface functionalization to add more functions to ND [14]. As for gene delivery, on the other hand, DNA was immobilized on the surface of nanoparticles mostly by electrostatic attraction between the negative charge of DNA and the positive charge on the surface of the nanoparticle [15]. In the

Polymeric redox-responsive delivery systems bearing ammonium salts cross-linked via disulfides

• Christian Dollendorf,
• Martin Hetzer and
• Helmut Ritter

Beilstein J. Org. Chem. 2013, 9, 1652–1662, doi:10.3762/bjoc.9.189

• this regard, poly(N-isopropylacrylamide) (PNIPAM) and poly(N,N-dimethylamino)ethyl methacrylate (PDMAEMA) based hydrogels are the most extensively studied representatives. Due to the protonation of covalently attached tertiary amine groups, PDMAEMA exhibits pH-responsive behavior and is used in gene

• delivery [5][6][7]. In general, temperature- and pH-responsive hydrogels containing hydrophilic monomers show low toxicity along with a high efficiency in drug delivery [8]. Besides, cross-linked cationic nanogels have been suggested as DNA delivery systems [9][10][11]. Hamamoto et al. reported a cross

Chemical modification allows phallotoxins and amatoxins to be used as tools in cell biology

• Jan Anderl,
• Hartmut Echner and
• Heinz Faulstich

Beilstein J. Org. Chem. 2012, 8, 2072–2084, doi:10.3762/bjoc.8.233

• ] reported the internalization by polylysine of methothrexate and horse radish peroxidase; Leonetti et al. [21] the internalization of oligonucleotides; and Mulders et al. [22] the internalization of adenovirus into cells. A polylysine peptoid derivative was used by Murphy et al. [23] for “gene delivery

Differences between β-Ala and Gly-Gly in the design of amino acids-based hydrogels

• Andreea Pasc,
• Firmin Obounou Akong,
• Sedat Cosgun and
• Christine Gérardin

Beilstein J. Org. Chem. 2010, 6, 973–977, doi:10.3762/bjoc.6.109

• or gene delivery and water pollution control [1][2][3][4][5][6][7]. For some of these applications, i.e., drug controlled-release systems or bioseparation, hydrogels are required to respond to external stimuli such as temperature, pH and ions. They have been traditionally constructed with high

Ru-catalyzed dehydrogenative coupling of carboxylic acids and silanes - a new method for the preparation of silyl ester

• Guo-Bin Liu and
• Hong-Yun Zhao

Beilstein J. Org. Chem. 2008, 4, No. 27, doi:10.3762/bjoc.4.27

• greatly due to biomedical field and environmental concerns [2][3][4]. Obviously, silyl esters are very important intermediates for the preparation of easily degradable functional poly(silyl ester)s, widely utilized as gene delivery carriers, matrices for drug delivery, biodegradable surgical devices, and