Exploiting Supramolecular Synthons in Designing Gelators Derived from Multiple Drugs

Roy, Rajdip; Deb, Jolly; Jana, Siddhartha S.; Dastidar, Parthasarathi

doi:10.1002/chem.201404965

Cited by 28 publications

(28 citation statements)

References 54 publications

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“…MTT assay in RAW 264.7 cell line indicated that G78 had even better biocompatibility compared to the parent drug DIC (IC 50 > 1 m m and < 1 m m for G78 and DIC , respectively); subsequent PGE 2 assay (in RAW 264.7) revealed that anti‐inflammatory response of G78 was nearly comparable to its parent drug ( DIC ). Therefore, methyl salicylate gel of G78 could, in principle, be used for combination therapy ( Figure ) …”

Section: Designing Lmwgsmentioning

confidence: 99%

Supramolecular Synthon Approach in Designing Molecular Gels for Advanced Therapeutics

Dastidar

Roy

Parveen

2018

Advanced Therapeutics

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Low‐molecular‐weight gelators (LMWGs) are an important class of soft materials that offer various potential applications including drug delivery. Structural diversities of the reported LMWGs and lack of molecular‐level understanding of the self‐assembly process of gelation make it difficult to design a gelator a priori. Most often gelators are discovered in a serendipitous manner and second‐generation gelators are designed by modifying known gelling scaffolds. Since gel network within which the solvent molecules are immobilized is often found to be crystalline, a supramolecular synthon approach in the context of crystal engineering is demonstrated to be quite effective in designing LMWGs for various applications including therapeutics. Self‐drug‐delivery systems, wherein the need for a delivery vehicle does not exist, are becoming an effective alternative to conventional drug delivery systems. In the form of a simple gel (for non‐invasive topical application) or injectable gel (for invasive subcutaneous applications), LMWGs derived from drugs provide an effective way to develop self‐drug‐delivery systems. This review article encompasses the early development of LMWG research, describes gradual transition from discovering just a gelator to a gelator having potential material applications including drug delivery, and highlights the merit of supramolecular synthon approach in designing LMWGs for self‐drug‐delivery applications.

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Section: Designing Lmwgsmentioning

confidence: 99%

Supramolecular Synthon Approach in Designing Molecular Gels for Advanced Therapeutics

Dastidar

Roy

Parveen

2018

Advanced Therapeutics

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“…In this endeavour, we have successfully employed supramolecular synthons in the context of crystal engineering to design LMWGs capable of displaying various functional properties including self‐delivery applications . We recently exploited primary ammonium monocarboxylate (PAM) synthons, which are among the most successful gel‐inducing supramolecular synthons developed by us, to develop supramolecular topical gels for combination therapy …”

Section: Introductionmentioning

confidence: 99%

Multidrug‐Containing, Salt‐Based, Injectable Supramolecular Gels for Self‐Delivery, Cell Imaging and Other Materials Applications

Roy

Dastidar

2016

Chemistry A European J

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Both molecular and crystal-engineering approaches were exploited to synthesize a new class of multidrug-containing supramolecular gelators. A well-known nonsteroidal anti-inflammatory drug, namely, indomethacin, was conjugated with six different l-amino acids to generate the corresponding peptides having free carboxylic acid functionality, which reacted further with an antiviral drug, namely, amantadine, a primary amine, in 1:1 ratio to yield six primary ammonium monocarboxylate salts. Half of the synthesized salts showed gelation ability that included hydrogelation, organogelation and ambidextrous gelation. The gels were characterized by table-top and dynamic rheology and different microscopic techniques. Further insights into the gelation mechanism were obtained by temperature-dependent H NMR spectroscopy, FTIR spectroscopy, photoluminescence and dynamic light scattering. Single-crystal X-ray diffraction studies on two gelator salts revealed the presence of 2D hydrogen-bonded networks. One such ambidextrous gelator (capable of gelling both pure water and methyl salicylate, which are important solvents for biological applications) was promising in both mechanical (rheoreversible and injectable) and biological (self-delivery) applications for future multidrug-containing injectable delivery vehicles.

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“…The driving force for the self‐assembly process is the successful combination of various specific intermolecular interactions, the shape of molecules, concentration, temperature, etc . It is necessary to understand the mechanistic pathway from isolated molecules to primary or secondary aggregates and supramolecular gel architectures via spontaneous nucleation and growth . Mode of self‐ assembly has a profound influence on the functional properties such as anisotropic strength, structural stability, material transport and optoelectronic properties and a thorough understanding of which is necessary for practical applications .…”

Section: Introductionmentioning

confidence: 99%

Tweaking the Organization of Liquid Crystallinity and Molecular Gelation in Cholesterol Tagged Cardanol by Self‐Assembly

2016

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This paper describes the effect of unsaturation, solvent, concentration and temperature on the specific modes of packing and the formation of supramolecular architectures in cholesterol tagged cardanol, 3‐pentadecyl phenol. Influences were investigated using various microscopic techniques, UV‐Vis spectroscopy, emission spectroscopy, Circular Dichroism (CD) spectroscopy, X‐Ray Diffraction (XRD) and rheometry. Results revealed that the driving force for the self‐assembly is the combined effect of the shape of molecules, specific intermolecular interactions such as chiral‐chiral, π‐π, electrostatic layer by layer stacking and molecule–solvent interactions among the molecular layers. Based on the results obtained, a plausible mechanism for the formation of self‐assembled architectures from one‐dimensional nanowire to two‐dimensional micro sheets and three‐dimensional spherulites/helical fibrillar networks is presented.

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Exploiting Supramolecular Synthons in Designing Gelators Derived from Multiple Drugs

Cited by 28 publications

References 54 publications

Supramolecular Synthon Approach in Designing Molecular Gels for Advanced Therapeutics

Supramolecular Synthon Approach in Designing Molecular Gels for Advanced Therapeutics

Multidrug‐Containing, Salt‐Based, Injectable Supramolecular Gels for Self‐Delivery, Cell Imaging and Other Materials Applications

Tweaking the Organization of Liquid Crystallinity and Molecular Gelation in Cholesterol Tagged Cardanol by Self‐Assembly

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