Synthesis, Characterization and Biological Evaluation of Lipopeptide Oligomer: A Novel Pharmaceutical Excipient

Posted: 10 Feb 2020

See all articles by Namita Hegde

Namita Hegde

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India.

Kapil Juvale

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India.

Bala Prabhakar

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India.

Date Written: February 7, 2020

Abstract

Lipopeptides are oligomeric molecules consisting of peptide head and fatty acid tail. Due to such amphiphilic structure, lipopeptides demonstrate surfactant-like properties. Lipopeptide isolation from microbial origin upholds limitations of tedious purification, high cost and low yields. As synthesis of lipopeptide can overcome the aforementioned limitations, current work focuses on development of synthetic lipopeptide for pharmaceutical applications. A series of lipopeptide molecules was developed using multi-step solution phase synthesis. Variation in terminal functional groups of synthesized molecules was introduced to investigate their effect on physicochemical properties of lipopeptides. Resulting compounds were purified chromatographically and structurally characterized using analytical tools like FTIR, NMR, Mass spectroscopy and DSC. Mass analysis of synthesized lipopeptides showed [M+H]+ m/z of 976.40, 560.45 and 616.41 and [M-H]- m/z of 974.45, 558.55 and 614.21, respectively for lipopeptides with benzyl, alcohol and carboxylic acid terminals. Furthermore, safety of these molecules was estimated through their in vitro biological evaluation to determine the biocompatibility of the synthesized materials. A synthesized lipopeptide with overall lipidic nature was found to be suitable pharmaceutical material for development of drug delivery systems. Development and application of the synthesized lipopeptides will be discussed in detail in the poster.

Keywords: lipopeptide, surfactant

Suggested Citation

Hegde, Namita and Juvale, Kapil and Prabhakar, Bala, Synthesis, Characterization and Biological Evaluation of Lipopeptide Oligomer: A Novel Pharmaceutical Excipient (February 7, 2020). Proceedings of International Conference on Drug Discovery (ICDD) 2020, Available at SSRN: https://ssrn.com/abstract=3533751

Namita Hegde (Contact Author)

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India. ( email )

V. L. Mehta Road
Vile Parle
Mumbai, Maharashtra 400056
India

Kapil Juvale

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India. ( email )

V. L. Mehta Road
Vile Parle
Mumbai, Maharashtra 400056
India

Bala Prabhakar

Shobhaben Pratapbhai Patel School of Pharmacy & Technology Management, SVKM’s NMIMS, V. L. Mehta Road, Vile Parle (W), Mumbai, Maharashtra- 400056, India. ( email )

V. L. Mehta Road
Vile Parle
Mumbai, Maharashtra 400056
India

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