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

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Journal Synlett
Specialty Chemistry
Date 2012 Dec 11
PMID 23226922
Citations 4
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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 We also include a short history of the synthesis of C-nor-D-homosteroids and the results of some unpublished biological studies of nakiterpiosin.

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References
1.
Lomenick B, Olsen R, Huang J . Identification of direct protein targets of small molecules. ACS Chem Biol. 2010; 6(1):34-46. PMC: 3031183. DOI: 10.1021/cb100294v. View

2.
Lomenick B, Hao R, Jonai N, Chin R, Aghajan M, Warburton S . Target identification using drug affinity responsive target stability (DARTS). Proc Natl Acad Sci U S A. 2009; 106(51):21984-9. PMC: 2789755. DOI: 10.1073/pnas.0910040106. View

3.
Giannis A, Heretsch P, Sarli V, Stossel A . Synthesis of cyclopamine using a biomimetic and diastereoselective approach. Angew Chem Int Ed Engl. 2009; 48(42):7911-4. DOI: 10.1002/anie.200902520. View

4.
KUH H, Jang S, Wientjes M, Au J . Computational model of intracellular pharmacokinetics of paclitaxel. J Pharmacol Exp Ther. 2000; 293(3):761-70. View

5.
Gao S, Wang Q, Chen C . Synthesis and structure revision of nakiterpiosin. J Am Chem Soc. 2008; 131(4):1410-2. PMC: 2635422. DOI: 10.1021/ja808110d. View