摘要：

The synthesis of 1-aza-4,7-dithiacyclononane ([9]aneNS2) L1 is reported. [9]aneNS2 resembles an amino acid and is a good chelating agent for rhodium(III). The attempts to enhance the chelating capacity by derivatizing L1 into its N-propionic acid derivative L2, N-ethyl acetate derivative L3, and N-acetic acid derivative L4 are also described. Synthesis of L1 was achieved through tosylation of diethanolamine, followed by bromination, formation of the thiouronium salt, hydrolysis, cyclization, and detosylation. Synthesis of N-propionic acid derivative L2 was accomplished by hydrolysis of the intermediate nitrile 1f. The syntheses of the N-ethyl acetate derivative L3 and N-acetic acid derivative L4 were completed through conversion of the [9]aneNS2 ligand L1 into the ester intermediate (L3) followed by their hydrolysis (L4). [9]aneNS2 rhodium complexes of each ligand L1, L2, L3, and L4 were prepared by reflux with solutions of rhodium trichloride in ethanol creating 1g, 1h, 1i, and 1j. MTT assays were run using [9]aneNS2 rhodium complex 1g and cisplatin against the ovarian cancer cell line NuTu-19. Results show 1g effectively kills the cancer cells better than cisplatin and does not substantially affect normal ovarian tissue cells (OVepi).

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