Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles

• Yumei Wang,
• Guangzhu Wang,
• Yanping Zhu and
• Kaiwu Dong

Beilstein J. Org. Chem. 2024, 20, 205–211, doi:10.3762/bjoc.20.20

• Yumei Wang Guangzhu Wang Yanping Zhu Kaiwu Dong School of Pharmacy, Key Laboratory of Molecular Pharmacology and Drug Evaluation, Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Yantai University, Shandong

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

• the increasing progress of studies in this field, it is considered that oral chemotherapy with innovative drug delivery systems in chemotherapy is possible. In this context, especially oral polycationic CD nanoparticles are considered as a promising drug delivery system. Experimental Materials 6-O

Synthesis of a new water-soluble hexacarboxylated tribenzotriquinacene derivative and its competitive host–guest interaction for drug delivery

• Man-Ping Li,
• Nan Yang and
• Wen-Rong Xu

Beilstein J. Org. Chem. 2022, 18, 539–548, doi:10.3762/bjoc.18.56

• novel TBTQ-based host–guest drug delivery system may have potential use in supramolecular chemotherapy. Keywords: competitive substitution; drug delivery; host–guest chemistry; tribenzotriquinacene; water soluble; Introduction Chemotherapy is considered to be one of the most effective strategies in

Cryogels: recent applications in 3D-bioprinting, injectable cryogels, drug delivery, and wound healing

• Luke O. Jones,
• Leah Williams,
• Tasmin Boam,
• Martin Kalmet,
• Chidubem Oguike and
• Fiona L. Hatton

Beilstein J. Org. Chem. 2021, 17, 2553–2569, doi:10.3762/bjoc.17.171

• temperature and pH. For example, grafting thermally responsive PNIPAM to a backbone of pH-responsive chitosan to produce a cryogel responsive to both temperature and pH has been explored in some detail [48][49][50][51][52], and the application as a drug-delivery system in the intestine has also been

Easy access to a carbohydrate-based template for stimuli-responsive surfactants

• Thomas Holmstrøm,
• Daniel Raydan and
• Christian Marcus Pedersen

Beilstein J. Org. Chem. 2020, 16, 2788–2794, doi:10.3762/bjoc.16.229

• -delivery system owing to their size and the ability to carry drugs, both in the polar (core) or apolar (lipid bilayer) interior [4][5]. A challenge in liposome-based drug delivery systems is to release the drug at the place of function. This challenge has led to the development of stimuli-responsive

• reactions in water, thereby giving rise to a greener approach to organic synthesis [2][3]. Furthermore, the micelles act as a mini-reactor in which the reagents exist in a very high concentration, giving cleaner and faster reactions [1]. The larger aggregates, liposomes, have shown great potential as drug

Comparative cell biological study of in vitro antitumor and antimetastatic activity on melanoma cells of GnRH-III-containing conjugates modified with short-chain fatty acids

• Eszter Lajkó,
• Sarah Spring,
• Rózsa Hegedüs,
• Beáta Biri-Kovács,
• Sven Ingebrandt,
• Gábor Mező and
• László Kőhidai

Beilstein J. Org. Chem. 2018, 14, 2495–2509, doi:10.3762/bjoc.14.226

• , adhesion inducer and cell movement inhibitory effect, [4Lys(Bu)]-GnRH-III(Dau=Aoa) proved to be the best candidate in our study for application in the targeted melanoma therapy as a multifunctional antitumor and antimetastatic drug delivery system. Schematic structure of Dau-conjugated GnRH-III or its

Synthesis of a water-soluble 2,2′-biphen[4]arene and its efficient complexation and sensitive fluorescence enhancement towards palmatine and berberine

• Xiayang Huang,
• Xinghua Zhang,
• Tianxin Qian,
• Junwei Ma,
• Lei Cui and
• Chunju Li

Beilstein J. Org. Chem. 2018, 14, 2236–2241, doi:10.3762/bjoc.14.198

• as bioimaging and self-assembled drug delivery systems [33][34][35][36][37][38][39][40]. For example, our group demonstrated a direct host–guest complexation-based drug delivery system for oxaliplatin by carboxylatopillar[6]arene [36]. The encapsulation could not only improve the drug‘s stability in

On the design principles of peptide–drug conjugates for targeted drug delivery to the malignant tumor site

• Eirinaios I. Vrettos,
• Gábor Mező and
• Andreas G. Tzakos

Beilstein J. Org. Chem. 2018, 14, 930–954, doi:10.3762/bjoc.14.80

Exploring mechanochemistry to turn organic bio-relevant molecules into metal-organic frameworks: a short review

• Vânia André,
• Sílvia Quaresma,
• João Luís Ferreira da Silva and
• M. Teresa Duarte

Beilstein J. Org. Chem. 2017, 13, 2416–2427, doi:10.3762/bjoc.13.239

• promising candidate to biomedical applications [8]. Indeed, ZIF-8 has been largely used to encapsulate APIs such as doxorubicin, an anticancer drug [96][142] or even as an efficient pH-sensitive drug-delivery system [92][95][143][144]. Usually, the encapsulation of small molecules into MOFs involves two

BODIPY-based fluorescent liposomes with sesquiterpene lactone trilobolide

• Ludmila Škorpilová,
• Silvie Rimpelová,
• Michal Jurášek,
• Miloš Buděšínský,
• Jana Lokajová,
• Roman Effenberg,
• Petr Slepička,
• Tomáš Ruml,
• Eva Kmoníčková,
• Pavel B. Drašar and
• Zdeněk Wimmer

Beilstein J. Org. Chem. 2017, 13, 1316–1324, doi:10.3762/bjoc.13.128

• reduces its potential medicinal applications. The targeted delivery of hydrophobic drugs can be achieved using liposome-based carriers. Therefore, we designed a traceable liposomal drug delivery system for trilobolide. The fluorescent green-emitting dye BODIPY, cholesterol and trilobolide were used to

• active construct 6 from the liposomes. Further tests are necessary to confirm this hypothesis. Conclusion In summary, in order to develop a drug delivery system for potential theranostic applications, we prepared a submicron liposome-based formulation of a cytotoxic agent, sesquiterpene lactone

Fluorescent carbon dots from mono- and polysaccharides: synthesis, properties and applications

• Stephen Hill and
• M. Carmen Galan

Beilstein J. Org. Chem. 2017, 13, 675–693, doi:10.3762/bjoc.13.67

• pHs, further supported the proposed electrostatic interactions between DOX and the CDs. Further studies showed initial efficacy of the DOX–CD adduct as a beneficial drug-delivery system, even in animal models. On the other hand, Zhao et al. described an alternative synthesis for N/P-doped CDs

Application of 7-azaisatins in enantioselective Morita–Baylis–Hillman reaction

• Qing He,
• Gu Zhan,
• Wei Du and
• Ying-Chun Chen

Beilstein J. Org. Chem. 2016, 12, 309–313, doi:10.3762/bjoc.12.33

• Qing He Gu Zhan Wei Du Ying-Chun Chen Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, China 10.3762/bjoc.12.33 Abstract 7-Azaisatin and 7-azaoxindole skeletons are valuable building blocks

Cyclodextrin–polysaccharide-based, in situ-gelled system for ocular antifungal delivery

• Anxo Fernández-Ferreiro,
• Noelia Fernández Bargiela,
• María Santiago Varela,
• Maria Gil Martínez,
• Maria Pardo,
• Antonio Piñeiro Ces,
• José Blanco Méndez,
• Miguel González Barcia,
• Maria Jesus Lamas and
• Francisco.J. Otero-Espinar

Beilstein J. Org. Chem. 2014, 10, 2903–2911, doi:10.3762/bjoc.10.308

• -Hydroxypropyl-β-cyclodextrin (HPBCD) and sulfobutyl ether-β-cyclodextrin (SBECD) are two chemically modified cyclodextrins frequently used as vehicles to improve drug solubility. The aim of this work is to obtain an ophthalmic drug delivery system for the release of fluconazole (FC) based on the use of ion

• release. These results agree with those published by other authors [29][30], which further demonstrates that the incorporation of cyclodextrins in gel formulations can delay the release of the drug over time. Conclusion In this study an ophthalmic drug delivery system was developed using mixtures of an in

Linear-g-hyperbranched and cyclodextrin-based amphiphilic block copolymer as a multifunctional nanocarrier

• Yamei Zhao,
• Wei Tian,
• Guang Yang and
• Xiaodong Fan

Beilstein J. Org. Chem. 2014, 10, 2696–2703, doi:10.3762/bjoc.10.284

• prophylactics [1][2][3][4][5]. Although nanocarriers indeed offer several advantages and demonstrate a broad variety of useful properties compared to conventional chemotherapeutic agents [6][7], unresolved issues still exist in the drug delivery system (DDS), such as the conflict between circulation times and

Glycosystems in nanotechnology: Gold glyconanoparticles as carrier for anti-HIV prodrugs

• Fabrizio Chiodo,
• Marco Marradi,
• Javier Calvo,
• Eloisa Yuste and
• Soledad Penadés

Beilstein J. Org. Chem. 2014, 10, 1339–1346, doi:10.3762/bjoc.10.136

• glyconanoparticles as a new multifunctional drug-delivery system in the therapy against HIV. Keywords: drug-delivery system; gold glyconanoparticles; HAART; HIV; multivalent glycosystems; reverse transcriptase inhibitors; Introduction Acquired immune deficiency syndrome (AIDS), caused by human immunodeficiency

• the presence of multiple antiretroviral molecules on carbohydrate-coated gold nanoparticles could lead to a drug-delivery system and/or microbicides able to inhibit viral replication or to prevent sexual infection. We have previously demonstrated that glucose-coated gold nanoparticles are water

• on ~3 nm glucose-coated gold nanoparticles as a potential drug-delivery system. As antiviral drugs, the nucleoside analog reverse transcriptase inhibitors (NRTIs) abacavir (ABC) and lamivudine (3TC) were selected. NRTIs are drugs that compete in the cytoplasm as triphosphates with endogenous

Automated solid-phase peptide synthesis to obtain therapeutic peptides

• Veronika Mäde,
• Sylvia Els-Heindl and
• Annette G. Beck-Sickinger

Beilstein J. Org. Chem. 2014, 10, 1197–1212, doi:10.3762/bjoc.10.118

• ]. Since then, the chemistry and application of this innovative drug delivery system has been developed crucially. Currently, there are many strategies to incorporate PEG into peptides. They can be attached to amino groups by acylation or alkylation, to thiols, hydroxy or amide groups [108]. These polymers

Cyclodextrin-based nanosponges as drug carriers

• Francesco Trotta,
• Marco Zanetti and
• Roberta Cavalli

Beilstein J. Org. Chem. 2012, 8, 2091–2099, doi:10.3762/bjoc.8.235

• proposed as a sustained drug-delivery system for oral administration. Acyclovir is a medium polarity drug with a solubility in water of 1.5 mg/mL. Special carboxylated nanosponges, containing dissociable carboxylic groups in their structure were developed for its encapsulation. They represent a further

Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins

• Hang Zhang,
• Shan-Jun Zhang,
• Qing-Qing Zhou,
• Lin Dong and
• Ying-Chun Chen

Beilstein J. Org. Chem. 2012, 8, 1241–1245, doi:10.3762/bjoc.8.139

• Hang Zhang Shan-Jun Zhang Qing-Qing Zhou Lin Dong Ying-Chun Chen Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China 10.3762/bjoc.8.139 Abstract The

Hyperbranched polyethylenimine bearing cyclodextrin moieties showing temperature and pH controlled dye release

• Indra Böhm,
• Susanne Katharina Kreth and
• Helmut Ritter

Beilstein J. Org. Chem. 2011, 7, 1130–1134, doi:10.3762/bjoc.7.130

• compounds for a drug delivery system in combination with hyperbranched cationic polyethylenimine bearing covalently attached β-CDs 3. As outlined in Scheme 1, each dye, 1 and 2, was mixed with 3 in water to form a salt 4 and a host–guest complex 5, respectively. Additionally, both dyes were mixed together

• released separately or simultaneous in response to different external stimuli. Conclusion The controlled release of different dyes from a drug delivery system based on hyperbranched polyethylenimine was investigated. The ionic interactions between the PEI scaffold and the hydroxy moieties of 5,8-dichloro

• effectiveness of PEI-CD as drug delivery system in which two different components can be enclosed and released, either separately or simultaneously, in response to different external stimuli. Experimental Measurements: Dynamic Light Scattering (DLS) experiments were carried out with a Malvern Nano ZS ZEN 3600

New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin

• Otman Otman,
• Paul Boullanger,
• Eric Drockenmuller and
• Thierry Hamaide

Beilstein J. Org. Chem. 2010, 6, No. 58, doi:10.3762/bjoc.6.58

• . These parameters are closely connected. For instance, the chemical composition of the polymer matrix may affect the particle morphology because of thermodynamic interactions between the hydrophobic drug and the polymer. Whatever the drug delivery system, surfactants, and in particular polymer non-ionic