61765-49-9Relevant academic research and scientific papers
Erratum: Synthetic Studies on Selective, Proapoptotic Isomalabaricane Triterpenoids Aided by Computational Techniques (J. Am. Chem. Soc. (2021) 143:4 (2138-2155) DOI: 10.1021/jacs.0c12569)
Boyko, Yaroslav D.,Chu, Tiffany,Hergenrother, Paul J.,Huck, Christopher J.,Ning, Shang,Sarlah, David,Shved, Alexander S.,Tonogai, Emily J.,Yang, Cheng
, p. 12418 - 12418 (2021)
Figure 2c and the accompanying text on page 2140, as well as the SI, mistakenly stated the use of AD-mix-a. AD-mix- ? was used for the transformation from 11 to (+)-13. All structures drawn are correct, and all conclusions remain the same. A revised Supporting Information document that reflects this correction is also available.
Synthetic Studies on Selective, Proapoptotic Isomalabaricane Triterpenoids Aided by Computational Techniques
Boyko, Yaroslav D.,Huck, Christopher J.,Ning, Shang,Shved, Alexander S.,Yang, Cheng,Chu, Tiffany,Tonogai, Emily J.,Hergenrother, Paul J.,Sarlah, David
supporting information, p. 2138 - 2155 (2021/02/09)
The isomalabaricanes comprise a large family of marine triterpenoids with fascinating structures that have been shown to be selective and potent apoptosis inducers in certain cancer cell lines. In this article, we describe the successful total syntheses of the isomalabaricanes stelletin A, stelletin E, and rhabdastrellic acid A, as well as the development of a general strategy to access other natural products within this unique family. High-throughput experimentation and computational chemistry methods were used in this endeavor. A preliminary structure-activity relationship study of stelletin A revealed the trans-syn-trans core motif of the isomalabaricanes to be critical for their cytotoxic activity.
