William N. Setzer

Synthesis and Mechanistic Studies of Antineoplastic Diacetylenes

The purpose of this study is to synthesize and examine the anticancer activities of a promising but unstudied class of natural products (the diacetylene class) which we have isolated from woody members of the "ginseng" family (Araliaceae) from Monteverde, Costa Rica. In this project, we propose to synthesize the cancer-cell-killing diacetylene compound 1, from the Costa Rican tree, Dendropanax arboreus. We have shown that this compound kills human liver cancer cells, skin cancer (carcinoma) cells and leukemia cells grown in culture, but does not kill cultures of normal liver, kidney, or connective tissue cells. The proposed research addresses two critical questions: 1) Is the tumor-cell-killing activity of the diacteylenes restricted to a limited set of tumor cell types, or are given compounds broadly active? and 2) What is the cellular mechanism by which these compounds kill tumor cells? In order to extend our knowledge of the scope and generality of the biological activity of these compounds, they will be assayed for tumor-cell-killing activity against cell lines derived from human breast, liver, prostate, ovarian, and skin cancers. These particular cell lines represent some of the most prevalent cancers in the United States, and those targeted for immediate study by government agencies. Since the mechanism of cytotoxicity of the diacetylenes is not known, we will investigate their mechanism of action by determining their effect on cellular processes known to be targets of other anticancer agents. It is hoped that this new class of potential antitumor agents will provide greater specificity, fewer side effects, and/or an augmentative activity to currently used chemotherapeutic agents.

1

The diacetylenes described in this proposal represent a new, here-to-fore unstudied class of potential anticancer agents. These materials have never been examined in terms of the mechanism of cytotoxic activity. Thus they represent a class of compounds with a potentially new mechanism of activity. Our preliminary results show promising cytotoxic activity against cancer cells but virtually no toxicity to normal cells. With the need for new chemotherapeutic agents with novel mechanisms of activity, the diacetylenes described in this proposal are a promising new class of antineoplastic agents.