The design, synthesis and evaluation of A,C,D-ring analogs of the fungal metabolite K-76 as complement inhibitors: a potential probe for the absolute stereochemistry at position 2

• Published in: Bioorganic & medicinal chemistry letters 1995-03, Vol.5 (5), p.501-506
• Main Authors: Kaufman, Teodoro S., Srivastava, Ranjan P., Sindelar, Robert D., Scesney, Susanne M., Marsh, Henry C.
• Format: Article
• Language: English
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/0960-894X(95)00061-W

In an attempt to synthesize stereochemically pure new A, C, D-ring analogs of the natural product complement inhibitor K-76, compounds ( 20–24) were prepared and the representative one ( 23) was evaluated for its ability to inhibit complement-mediated erythrocyte lysis in both the classical and alternative pathways. Compounds synthesized as part of this study suggest that the terpenoid diol component of K-76 may not be essential for complement inhibition. In an attempt to synthesize stereochemically pure new A, C, D-ring analogs of the natural product complement inhibitor K-76, compounds ( 20–24) were prepared and the representative one ( 23) was evaluated for its ability to inhibit complement-mediated erythrocyte lysis in both classical and alternative pathways. Compounds synthesized as part of this study suggest that the terpenoid diol component of K-76 may not be essential for complement inhibition.