Synthesis and Biological Evaluation of 5-Fluorouracil Etoposide Conjugates as Novel Cytotoxic Agents

来源 :2005 WHTS'3rd Annual Congress of International Drug Disc | 被引量 : 0次 | 上传用户:ggy353566
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  Etoposide(VP-16), a podophyllotoxin-derived glucoside, is now widely used in clinical cancer chemotherapy, alone or in association, for the treatment of testicular carcinomas and small cell lung cancer.However, several limitations such as poor water solubility, development of drug resistance, and metabolic inactivation still exsit [1].Moreover, it is known that 5-fluorouracil as antimetabolite is now widely used in combination with other antitumor drugs, such as Etoposide, leucovorin, oxaliplatin, irinotecan, etc.These combinations have dramatically changed the treatment of incurable cancers and have demonstrated that rationally designed drug combinations offer new possibilities to treat solid malignancies [2].On the basis of combination chemotherapy, we designed Five compounds composed of etoposide and 5-fluorouracil derivatives joined by an ester linkage with the hope that the 4-OH group esterified by L-amino acids containing 5-fluorouracil would simultaneously circumvent the limitations associated with etoposide or develop a series of analogues with multiple antitumor mechamisms.Herein, we report the synthesis, structures of five novel conjugated compounds.The structures of the conjugates were characterized by m.p., 1HNMR, IR, MS, HRMS spectral analyses, and compounds(2a-2e) have been evaluated for their bioactivity against cell cultures of P-388 murine leukaemia and A-549 human lung carcinoma.Compounds 2c, 2d, 2e showed more potent than the unconjugated etoposide in their inhibition of P-388 murine leukaemia, A-549 human lung carcinoma in vitro.Based on the biological results presented, we accept that a new trend for synthesis of 5-Fluorouracil Etoposide Conjugate derivatives which have significant antitumor activity that encompass a broad Spectrum of antineoplastic activities and overcome any clinical limitations compared with the parent compound of etoposide as potential antitumor drugs might be developed.
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