2. Academic Validation
  3. Per-N-methylated analogues of an antitumor bicyclic hexapeptide RA-VII

Per-N-methylated analogues of an antitumor bicyclic hexapeptide RA-VII

  • Bioorg Med Chem. 2011 Apr 1;19(7):2458-63. doi: 10.1016/j.bmc.2011.02.003.
Yukio Hitotsuyanagi 1,  Ji-Ean Lee,  Saori Kato,  Ik-Hwi Kim,  Hideyuki Kohashi,  Haruhiko Fukaya,  Koichi Takeya
Affiliations

Affiliation

  • 1 School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
PMID: 21382716 DOI: 10.1016/j.bmc.2011.02.003
Abstract

Penta-N-methyl and hexa-N-methyl analogues of RA-VII, an antitumor bicyclic hexapeptide of plant origin, were prepared. In the former, the nitrogens of d-Ala-1 and Ala-4 and in the latter, those of d-Ala-1, Ala-2, and Ala-4 were methylated under the phase-transfer catalysis conditions. Their solution structures were established by NOESY experiments and the crystal structures by X-ray crystallography. Those two methylated analogues showed much weaker cytotoxicity against P-388 leukemia cells than the parent RA-VII.

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