Cancer cell uptake and distribution of oxanorbornane-based synthetic lipids and their prospects as novel drug delivery systems

Kesavan, Akila; Reddy, U. Chandrasekhar; Kurian, Jais; Muraleedharan, K.

doi:10.1016/j.jddst.2022.103439

Cited by 3 publications

(3 citation statements)

References 58 publications

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“…The two ONB-based lipids and NBD-tagged ONB-based lipid probes were synthesized, and the synthetic procedure was described in our previous articles. , DMPC lipid (>99%), 5-carboxyfluorescein (5-CF, ∼99%) fluorophore, Sephadex G-50 (medium) resin, Triton X-100 (TX-100, extra pure) surfactant, and sodium dodecyl sulfate (SDS, >99%) surfactant were procured from Sigma-Aldrich, India. All the chemicals obtained were used without further purification.…”

Section: Methodsmentioning

confidence: 99%

“…Moreover, our research explored lipase-catalyzed acetylation and deacetylation processes aimed at achieving the enantiopure form of the ONB headgroup . In our most recent studies, the ONB-based synthetic lipids were investigated as novel drug delivery carriers for anticancer drugs. , The cell viability and hemolytic assays revealed that ONB-based lipids have a good safety profile. Our previous research findings show that the newly developed ONB-based lipids offer a promising alternative to archaeosomes.…”

Section: Introductionmentioning

confidence: 99%

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Exploring the Physical Properties of Lipid Membranes with Polyhydroxy Oxanorbornane Head Group Using NBD-Conjugated and DPH Fluorescent Probes

Sahu,

Reddy,

Kannoth Manheri

et al. 2024

Langmuir

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The present study focuses on exploring the physical properties of lipid membranes based on the polyhydroxy oxanorbornane (PH-ONB) headgroup, designed as synthetic analogues of naturally occurring archaeal lipid membranes. Specifically, we study two variants of PH-ONB headgroup-based lipids differing in the number of hydroxy groups present in the headgroup, with one having two hydroxy groups (ONB-2OH) and the other having three (ONB-3OH). These lipids form stable bilayer membranes. The study begins with a comprehensive analysis of the fluorescence characteristics of nitrobenzoxadiazole (NBD)-tagged ONB-based lipids in different solvent environments and within a model lipid membrane 1,2-dimyristoyl-sn-glycero-3phosphocholine (DMPC). Subsequently, the physical properties of the ONB-based membranes were examined by using an NBDtagged ONB-based probe and a commonly used extrinsic 1,6-diphenyl-1,3,5-hexatriene (DPH) fluorescent probe. The steady-state and time-resolved fluorescence properties of the NBD-tagged ONB-based probe and DPH were used to compare the physical properties of the ONB-based membranes, including polarity, fluidity, phase transition, order, hydration, location, heterogeneity, and rotational diffusion. The solid gel to liquid crystalline phase transition temperatures of ONB-2OH and ONB-3OH lipid membranes are found to be (68 ± 1) °C and (74 ± 1) °C, respectively. The variation in organization (size), fluidity, and phase transition temperature of ONB-based lipid membranes is explained by the extent of hydrogen bonding interactions between lipid head groups. ONB-based membranes exhibit characteristics similar to those of phospholipid membranes and possess a notably high phase transition temperature. These properties make them a promising and cost-effective synthetic alternative to archaeal lipid membranes with a wide range of potential applications.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Exploring the Physical Properties of Lipid Membranes with Polyhydroxy Oxanorbornane Head Group Using NBD-Conjugated and DPH Fluorescent Probes

Sahu,

Reddy,

Kannoth Manheri

et al. 2024

Langmuir

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“…These systems enhance drug solubility, stability and absorption particularly for poorly water-soluble compounds. Furthermore, lipid-based carriers enable controlled release tailored for specific applications proving valuable in optimizing drug delivery [3].…”

Section: Lipid-based Drug Delivery Systemsmentioning

confidence: 99%

A Review on Innovative Drug Delivery Platforms

Kosuru,

Srinivasa Rao,

Annapurna

et al. 2024

J Cli Pharm Res

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In recent years, the field of drug delivery has undergone a transformative shift with the introduction of innovative platforms that transcend conventional methods, providing accurate and efficient means for delivering therapeutic agents. This exploration delves into the distinctive features and potential impacts of these pioneering platforms, charting a course for the future of pharmaceutical interventions. In this review article, the advancements regarding the nanotechnology-enabled delivery, lipid-based drug delivery systems, targeted drug delivery, implantable drug delivery systems, 3D printing in drug delivery, stimuli-responsive delivery systems, mRNA and gene delivery platforms and microfluidic - based delivery systems were discussed. These innovative drug delivery platforms represent a dynamic frontier in pharmaceutical research and development. They afford unprecedented control over drug properties, release kinetics and targeting strategies. As research continues to push the boundaries of drug delivery science, these innovations hold the potential to revolutionize the treatment of various diseases, ushering in safer, more effective and patient-centric therapeutic solutions.

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Sequential Release of Ibuprofen and the Gasotransmitter Hydrogen sulfide using Oxanorbornane‐Based Synthetic Lipids as Carriers

Kana Veedu,

Panthalattu Parambil,

Manheri

2024

ChemPlusChem

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After understanding the biological signaling roles of hydrogen sulfide and its involvement in various physiological processes, there has been enormous interest in exploring its therapeutic utility in areas such as cancer, inflammation, cardiovascular diseases, etc. There is also growing interest in using suitable H2S donors in combination with other drugs to improve the treatment outcome through the modulation of multiple pathways. The premature release of H2S from small molecule donors and the difficulty in controlling its spatio‐temporal distribution are the major challenges during these efforts. Hence the development of appropriate carriers that can release this gasotransmitter along with the therapeutic entity of interest in a controlled manner has high significance. In this regard, this report presents a novel drug delivery system from oxanorbornane‐based synthetic lipids that carries a H2S‐releasing 1,2‐dithiole‐3‐thione moiety as part of the head group. Nanoaggregates of the resulting conjugate are not only capable of efficiently entrapping a non‐steroidal anti‐inflammatory drug such as ibuprofen, but also release this drug and H2S in a controlled and sequential manner.

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Cancer cell uptake and distribution of oxanorbornane-based synthetic lipids and their prospects as novel drug delivery systems

Cited by 3 publications

References 58 publications

Exploring the Physical Properties of Lipid Membranes with Polyhydroxy Oxanorbornane Head Group Using NBD-Conjugated and DPH Fluorescent Probes

Exploring the Physical Properties of Lipid Membranes with Polyhydroxy Oxanorbornane Head Group Using NBD-Conjugated and DPH Fluorescent Probes

A Review on Innovative Drug Delivery Platforms

Sequential Release of Ibuprofen and the Gasotransmitter Hydrogen sulfide using Oxanorbornane‐Based Synthetic Lipids as Carriers

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