RA VII
RA VII is an antitumour agent, shows cytotoxic activity against P-388 cells. RA VII causes the conformational change of F-actin and the stabilization of actin filaments to induce G2 arrest.
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Cancer Lett. 2004 Jun 25;209(2):223-9.
RA-VII, a cyclic depsipeptide, changes the conformational structure of actin to cause G2 arrest by the inhibition of cytokinesis.[Pubmed:
15159025 ]
METHODS AND RESULTS:
In L1210 cells, RA VII (0.1-100 nM) caused the concentration-dependent inhibition of the proliferation and G2 arrest. Treatment of PC12 cells with 10 nM RA VII changed cell shape round with binucleation, suggesting the inhibition of cytokinesis. The fluorescence intensity of FITC-phalloidin bound to F-actin was enhanced by RA VII. In surface plasmon resonance experiments, the signal of F-actin was modified by RA VII in close agreement with a concentration of FITC-phalloidin binding to F-actin.
CONCLUSIONS:
These results suggest that RA VII causes the conformational change of F-actin and the stabilization of actin filaments to induce G2 arrest.
Bioorg Med Chem Lett. 2013 Dec 15;23(24):6728-31.
Aza-cycloisodityrosine analogue of RA-VII, an antitumor bicyclic hexapeptide.[Pubmed:
24268554]
An aza-cycloisodityrosine analogue of RA-VII, 3, was designed and synthesized.
METHODS AND RESULTS:
The key aza-cycloisodityrosine unit was prepared by copper(II)-acetate-mediated intramolecular phenylamine/arylboronic acid coupling of dipeptide followed by connection with the tetrapeptide segment to afford a hexapeptide. Subsequent macrocyclization of the hexapeptide with EDC ยท HCl and HOOBt under dilute conditions gave 3. Analogue 3 showed significant cytotoxic activity against human promyelocytic leukemia HL-60 cells and human colon carcinoma HCT-116 cells, but its activity was weaker than that of parent peptide RA-VII (1).
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