Abstract
Ruthenium naphthalene complex [(C5Me4CH2OH)Ru(C10H8)]+ (2) with hydroxy-substituted cyclopentadienyl ligand reacts with N-Boc-protected alanine, methionine, phenylalanine, and tryptophan in the presence of dicyclohexylcarbodiimide giving organometallic esters of amino acids [(C5Me4CH2OOCCH(CH2R)NHBoc)Ru(C10H8)]+ (3a–d) in 70–86% yields. Irradiation of phenylalanine derivative 3c at 365nm results in replacement of the naphthalene ligand by the phenyl group giving ansa-complex [(η5-C5Me4)CH2OOCCH(CH2-η6-Ph)NHBoc)Ru]+ (4) in 47% yield. Complexes [3c,d]BF4 containing phenylalanine and tryptophan residues effectively inhibit growth of cancer cell lines B16, MeWo, SCOV3, SKBR3, and A549 (IC50=21–96μM) with activity and selectivity being close to those of the cisplatin. The structure of the alanine derivative [3a]BPh4 was established by X-ray diffraction.
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