Spiroindolone Explained

The spiroindolones are a class of compounds in which an indolone ring is substituted with another ring in a spiro arrangement.

Alkaloids in this class include horsfiline, rhynchophylline, gelsemine, carapanaubine, and maremycin E.

Spiroindolones are also an emerging class of antimalarial drugs^[1] whose mode of action is to inhibit protein synthesis in the target parasite. The most advanced compound in this class in terms of drug development is cipargamin (NITD609).^[2]

Notes and References

1. Yeung. Bryan K. S.. Zou. Bin. Rottmann. Matthias. Lakshminarayana. Suresh B.. Ang. Shi Hua. Leong. Seh Yong. Tan. Jocelyn. Wong. Josephine. Keller-Maerki. Sonja. Fischli. Christoph. Goh. Anne. Schmitt. Esther K.. Krastel. Philipp. Francotte. Eric. Kuhen. Kelli. Plouffe. David. Henson. Kerstin. Wagner. Trixie. Winzeler. Elizabeth A.. Petersen. Frank. Brun. Reto. Dartois. Veronique. Diagana. Thierry T.. Keller. Thomas H.. 6. Spirotetrahydro β-Carbolines (Spiroindolones): A New Class of Potent and Orally Efficacious Compounds for the Treatment of Malaria. Journal of Medicinal Chemistry. 53. 14. 2010. 5155–5164. 0022-2623. 10.1021/jm100410f. 20568778. 6996867. free.
2. Rottmann M, McNamara C, Yeung BK, Lee MC, Zou B, Russell B, Seitz P, Plouffe DM, Dharia NV, Tan J, Cohen SB, Spencer KR, González-Páez GE, Lakshminarayana SB, Goh A, Suwanarusk R, Jegla T, Schmitt EK, Beck HP, Brun R, Nosten F, Renia L, Dartois V, Keller TH, Fidock DA, Winzeler EA, Diagana TT. 6 . Spiroindolones, a potent compound class for the treatment of malaria . Science . 329 . 5996 . 1175–80 . 2010 . 20813948 . 3050001 . 10.1126/science.1193225 . 2010Sci...329.1175R .