2. Academic Validation
  3. Synthesis and biological evaluation of novel lipoamino acid derivatives

Synthesis and biological evaluation of novel lipoamino acid derivatives

  • Bioorg Med Chem Lett. 2016 Jan 1;26(1):209-12. doi: 10.1016/j.bmcl.2015.10.086.
Shiva Shanker Kaki 1,  Sammaiah Arukali 1,  Padmaja V Korlipara 1,  R B N Prasad 2,  Poornachandra Yedla 3,  C Ganesh Kumar 3
Affiliations

Affiliations

  • 1 Centre for Lipid Research, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500007, India.
  • 2 Centre for Lipid Research, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500007, India. Electronic address: rbnprasad@iict.res.in.
  • 3 Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500007, India.
PMID: 26586599 DOI: 10.1016/j.bmcl.2015.10.086
Abstract

Seven novel lipoamino acid conjugates were synthesized from methyl oleate and Amino acids. Methyl oleate was grafted to different Amino acids using thioglycolic acid as a spacer group. Seven derivatives (3a-g) were prepared and characterized by spectral data (NMR, IR and MS spectral studies). All the derivatives were studied for their antimicrobial, anti-biofilm and Anticancer activities. Among all the derivatives, it was found that compound 3b was the most potent Antibacterial compound which showed good activity against four Gram positive Bacterial strains and also exhibited excellent Antifungal activity against a Fungal strain. In the anti-biofilm assay, compound 3b showed promising activity with IC50 value of 2.8μM against Bacillus subtilis MTCC 121. All the compounds showed Anticancer activities with 3c showing promising Anticancer activity (IC50=15.3-22.4μM) against the four cell lines tested.

Keywords

Amino acid; Antibiofilm activity; Antimicrobial activity; Fatty acid; Lipoamino acid.

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