Enhanced Spacer Length between Mannose Mimicking Shikimoyl and Quinoyl Headgroups and Hydrophobic Region of Cationic Amphiphile Increases Efficiency of Dendritic Cell Based DNA Vaccination: A Structure-Activity Investigation

Chandrashekhar Voshavar; Rakesh C R Meka; Sanjoy Samanta; Srujan Marepally; Arabinda Chaudhuri

doi:10.1021/acs.jmedchem.6b01556

Enhanced Spacer Length between Mannose Mimicking Shikimoyl and Quinoyl Headgroups and Hydrophobic Region of Cationic Amphiphile Increases Efficiency of Dendritic Cell Based DNA Vaccination: A Structure-Activity Investigation

J Med Chem. 2017 Feb 23;60(4):1605-1610. doi: 10.1021/acs.jmedchem.6b01556. Epub 2017 Feb 10.

Authors

Chandrashekhar Voshavar¹, Rakesh C R Meka¹, Sanjoy Samanta¹, Srujan Marepally¹, Arabinda Chaudhuri^{1

2}

Affiliations

¹ Biomaterials Group, CSIR-Indian Institute of Chemical Technology , Hyderabad 500 007, India.
² Academy of Scientific and Innovative Research (AcSIR) , Taramani, Chennai 600 113, India.

PMID: 28124909
DOI: 10.1021/acs.jmedchem.6b01556

Abstract

In the field of dendritic cell based genetic immunization, previously we showed that liposomes of cationic amphiphiles containing mannose-mimicking shikimoyl headgroup are promising DNA vaccine carriers for dendritic cell (DC) transfection. The present structure-activity study reports on the influence of spacer length (between mannose-mimicking headgroups and quaternary nitrogen centers) in modulating the DC-transfection efficiencies. Further, we report on the anti-melanoma immune response inducing properties of the promising cationic amphiphiles in syngeneic C57BL/6J mice under prophylactic settings.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cancer Vaccines / administration & dosage*
Cancer Vaccines / immunology
Cancer Vaccines / therapeutic use
Cell Line, Tumor
Dendritic Cells / immunology*
Dendritic Cells / metabolism
Drug Carriers / chemistry*
Female
Hydrophobic and Hydrophilic Interactions
Male
Mannose / analogs & derivatives*
Melanoma / immunology
Melanoma / prevention & control*
Mice, Inbred C57BL
Surface-Active Agents / chemistry
Transfection / methods*
Vaccination / methods
Vaccines, DNA / administration & dosage*
Vaccines, DNA / immunology
Vaccines, DNA / therapeutic use

Substances

Cancer Vaccines
Drug Carriers
Surface-Active Agents
Vaccines, DNA
Mannose