Synthesis and pharmacological investigation of segetalin C as a novel antifungal and cytotoxic agent.
In present study, a natural phenylalanine-rich cycloheptapeptide segetalin C (compound VIII) was synthesized by coupling and cyclization of peptide units Boc-gly-L-leu-L-his-OH and L-Phe-L-alaL-phe-L-pro-OMe and examined for different bioactivities. The structure of compound VIII was elucidated by IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis. It was demonstrated that the newly synthesized cyclopeptide has good activity against pathogenic fungi Candida albicans and dermatophytes, in addition to high cytotoxicityagainst Dalton's lymphoma ascites (DLA) and Ehrlich's ascites carcinoma (EAC) cell lines with CTC50 values of 3.35 and 5.72 micromol/L.
Dahiya
Rajiv
R
Pharmaceutical Chemistry Department, Rajiv Academy for Pharmacy, Mathura, Uttar Pradesh, India. rajivdahiya77@rediffmail.com
Kaur
Komalpreet
K
D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D045744:Cell Line, Tumor; D004353:Drug Evaluation, Preclinical; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009835:Oligochaeta; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D017550:Spectroscopy, Fourier Transform Infrared
D000871:Anthelmintics; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D007202:Indicators and Reagents; D010456:Peptides, Cyclic; C528605:segetalin C