Unequivocal determination of caulamidines A and B: application and validation of new tools in the structure elucidation tool box.

Authors

• Dennis Milanowski, National Cancer Institute
• Naoya Oku, National Cancer Institute
• Laura K. Cartner, National Cancer Institute
• Heidi R. Bokesch, National Cancer Institute
• R. Thomas Williamson, Merck & Co. Inc.
• Josep Saurí, Merck & Co. Inc.
• Yizhou Liu, Merck & Co. Inc.
• Kirill A. Blinov, Molecule Apps , LLC
• Yuanqing Ding, University of Mississippi
• Xing-Cong Li, University of Mississippi
• Daneel Ferreira, University of Mississippi
• Larry A. Walker, University of Mississippi
• Shabana Khan, University of Mississippi
• Michael T. Davies-Coleman, Rhodes University
• James A. Kelley, National Cancer Institute
• James B. McMahon, National Cancer Institute
• Gary E. Martin, Merck & Co. Inc.
• Kirk R. Gustafson, National Cancer Institute

Department

Physics and Astronomy

Document Type

Article

DOI

10.1039/c7sc01996c

Publication Date

1-14-2018

Abstract

Ambiguities and errors in the structural assignment of organic molecules hinder both drug discovery and total synthesis efforts. Newly described NMR experimental approaches can provide valuable structural details and a complementary means of structure verification. The caulamidines are trihalogenated alkaloids from a marine bryozoan with an unprecedented structural scaffold. Their unique carbon and nitrogen framework was deduced by conventional NMR methods supplemented by new experiments that define 2-bond heteronuclear connectivities, reveal very long-range connectivity data, or visualize the

Relational Format

journal article

Recommended Citation

Milanowski, D. J., Oku, N., Cartner, L. K., Bokesch, H. R., Williamson, R. T., Saurí, J., Liu, Y., Blinov, K. A., Ding, Y., Li, X.-C., Ferreira, D., Walker, L. A., Khan, S., Davies-Coleman, M. T., Kelley, J. A., McMahon, J. B., Martin, G. E., & Gustafson, K. R. (2018). Unequivocal determination of caulamidines A and B: application and validation of new tools in the structure elucidation tool box. Chemical Science, 9(2), 307–314. https://doi.org/10.1039/c7sc01996c

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