Solid-phase synthesis and biological activity of malformin C and its derivatives

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Abstract

We accomplished the solid-phase total synthesis of malformin C, which is adaptable for the easy preparation of various derivatives. A solid-phase total synthesis of malformin C was achieved by on-resin macrolactamization and disulfide bond formation, with concurrent cleavage from the resin. Antimalarial and antitrypanosomal activities were examined, which helped elucidate partial structure-activity relationships. Results indicate that the disulfide bond is essential and branched amino acids are also crucial components if the compound is to exhibit potent antimalarial and antitrypanosomal properties. © 2009 Japan Antibiotics Research Association All rights reserved.

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Kojima, Y., Sunazuka, T., Nagai, K., Hirose, T., Namatame, M., Ishiyama, A., … Omura, S. (2009). Solid-phase synthesis and biological activity of malformin C and its derivatives. Journal of Antibiotics, 62(12), 681–686. https://doi.org/10.1038/ja.2009.100

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