Total Synthesis of Clausenain, a Cyclic Octapeptide and its Analog for Anticancer Activity

ABSTRACT

Keeping in mind requisite of today’s era for development of new anticancer drugs, synthesis of a phenyl alanine rich cyclic octapeptide Clausenain and its analog by solution phase technique is described here. It was done through coupling a tetrapeptide BOC-Phe-Ser-Leu-Phe–OMe with another tetrapeptide BOC-Phe-Gly-Leu-Phe-OMe after proper deprotection towards carboxyl and amino terminals. The N-methyl analog of this octapeptide was prepared with N-methylated Glycine instead of Glycine as starting material. The linear peptides were then cyclized using suitable procedure. The establishment of structure for synthesized compounds was done by spectral and elemental analysis. Evaluation of synthesized compounds was done by brine shrimp lethality assay and further screening was done using a panel of 60 human tumor cell lines. The cyclic octapeptide and its analog showed good activity against cells lines of Leukemia, Non-small cell lung cancer, CNS cancer, breast cancer and renal cancer in comparison with vincristine as standard. The N-methylated analog was found to be more active than the cyclic peptide.

KEYWORDS

• Octapeptide
• Solution phase technique
• p-nitro phenyl ester method
• Brine
• shrimp
• Anticancer
• Tumor cell lines

Showing references and in-text citations exactly as published.

• DOI10.5530/ijper.54.2s.90Copy

RELATED ARTICLES

Matched on section and article type within this issue of IJPER.

• Article · VOLUME 54, ISSUE 2SUpskilling of Pharmacy Faculty in an Accredited Institution through Modular Training in Strategic Education Practices with Formative and Summative AssessmentsBahubali Gundappa Nagavi, M. Chandra Sekar · pp. s75–s78Original ArticleSame type: Article
• Article · VOLUME 54, ISSUE 2S2,4-Dichlorophenoxy Acetic Acid as an Antidiabetic Drug: In silico, Preformulation and in vivo ApproachesTamer Mohamed Shehata, Mohammed Abdou Khedr, Maged Elsayed Mohamed · pp. s79–s87Original ArticleSame type: Article
• Article · VOLUME 54, ISSUE 2SDesign Development and Characterisation of Tramadol Hydrochloride Loaded Transethosomal Gel Formulation for Effective Pain ManagementVankayala Devendiran Sundar, Pamu Divya, Magharla Dasaratha Dhanaraju · pp. s88–s97Original ArticleSame type: Article
• Article · VOLUME 54, ISSUE 2SDevelopment of Taste Masked Orodispersible Film Containing Paroxetine HydroclorideSwapnila Vivek Shinde, Shraddha Phatak, Ganesh Awale, Supriya Nikam · pp. s98–s107Original ArticleSame type: Article