Multivalent glycoconjugates in medicinal chemistry

Fernández-Bolaños, José G.; Maya, Inés; Oliete, Ana

doi:10.1039/9781849734769-00303

Cited by 4 publications

(2 citation statements)

References 119 publications

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“…Furthermore, considering that the presence of multiple steroidal appendages might provide increased biological activity because of a potential multivalency effect [24], we envisioned M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT catalyzed azide-alkyne cycloaddition (CuAAC), a 1,3-dipolar cycloaddition that has been reported as the most relevant example within click chemistry reactions [15]. The triazolyl linker is a very robust fragment, compatible with most conventional reaction conditions, and also present in numerous derivatives with relevant biological activities [31].…”

Section: A C C E P T E D Accepted Manuscriptmentioning

confidence: 99%

Diosgenin-based thio(seleno)ureas and triazolyl glycoconjugates as hybrid drugs. Antioxidant and antiproliferative profile

Romero-Hernández

Merino-Montiel

Montiel‐Smith

et al. 2015

European Journal of Medicinal Chemistry

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Section: A C C E P T E D Accepted Manuscriptmentioning

confidence: 99%

Diosgenin-based thio(seleno)ureas and triazolyl glycoconjugates as hybrid drugs. Antioxidant and antiproliferative profile

Romero-Hernández

Merino-Montiel

Montiel‐Smith

et al. 2015

European Journal of Medicinal Chemistry

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“…In this regard, functionalized carbohydrate scaffolds are well suited for ligand presentation as multivalent glycoconjugates. Recent reviews have described such multivalent glycoconjugates and their therapeutic efficiency [ 48 , 49 ]. Cyclodextrins and calixarenes, for example, offer intrinsic scaffolds for this purpose, owing to their numerous functionalization opportunities, whereas dendrimers can be tailored to the desired generation and functionality.…”

Section: Functionalized Carbohydrate Scaffoldsmentioning

confidence: 99%

Recent Advances in the Chemistry of Glycoconjugate Amphiphiles

2018

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Glyconanoparticles essentially result from the (covalent or noncovalent) association of nanometer-scale objects with carbohydrates. Such glyconanoparticles can take many different forms and this mini review will focus only on soft materials (colloids, liposomes, gels etc.) with a special emphasis on glycolipid-derived nanomaterials and the chemistry involved for their synthesis. Also this contribution presents Low Molecular Weight Gels (LMWGs) stabilized by glycoconjugate amphiphiles. Such soft materials are likely to be of interest for different biomedical applications.

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Efficient Synthesis of Muramic and Glucuronic Acid Glycodendrimers as Dengue Virus Antagonists

García‐Oliva

Cabanillas

Perona

et al. 2020

Chemistry A European J

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Carbohydrates are involved in manyi mportant pathological processes, such as bacterial and viral infections, by meanso fc arbohydrate-protein interactions. Glycoconjugates with multiple carbohydrates are involved in multivalent interactions, thus increasing their binding strengths to proteins. In this work, we report the efficient synthesis of novel muramic and glucuronic acid glycodendrimers as potential Denguev irus antagonists. Aromatic scaffolds functionalized with at erminal ethynylg roups were coupledt o muramic and glucuronic acid azides by click chemistry througho ptimized synthetic strategiest oa fford the desired glycodendrimers with high yields. Surface Plasmon Resonance studies have demonstrated that the compounds reported bind efficiently to the Dengue virus envelopeprotein. Molecular modelling studies were carried out to simulate and explain the binding observed. These studies confirm that efficient chemical synthesis of glycodendrimers can be broughta bout easily offering av ersatile strategy to find new active compounds against Dengue virus.

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Multivalent glycoconjugates in medicinal chemistry

Cited by 4 publications

References 119 publications

Diosgenin-based thio(seleno)ureas and triazolyl glycoconjugates as hybrid drugs. Antioxidant and antiproliferative profile

Diosgenin-based thio(seleno)ureas and triazolyl glycoconjugates as hybrid drugs. Antioxidant and antiproliferative profile

Recent Advances in the Chemistry of Glycoconjugate Amphiphiles

Efficient Synthesis of Muramic and Glucuronic Acid Glycodendrimers as Dengue Virus Antagonists

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