The Chemistry and Biology of Nakiterpiosin – C-nor-D-Homosteroids

Abstract

Isolated from the sponge Terpios hoshinota that causes coral black disease, nakiterpiosin was the first C-nor-D-homosteroid discovered from a marine source. We provide in this account an overview of the chemistry and biology of this natural product. We also include a short history of the synthesis of C-nor-D-homosteroids and the results of some unpublished biological studies of nakiterpiosin.

1 Introduction

2 Synthesis of C-nor-D-Homosteroids

2.1 The Biomimetic Approaches

2.2 The Ring-by-Ring Approaches

2.3 Miscellaneous Approaches

3 Structural Revision of Nakiterpiosin

4 Synthesis of Nakiterpiosin

5 Biology of Nakiterpiosin

6 Conclusion

Key words

natural products - steroids - total synthesis - Hedgehog signaling - tubulin

• References

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