Salinosporamide Explained

The salinosporamides are a group of closely related chemical compounds isolated from marine bacteria in the genus Salinispora.^{[1] [2] [3] [4]} They possess a densely functionalized γ-lactam-β-lactone bicyclic core.

Salinosporamide A has attracted interest for its potential use in treating various types of cancer.^{[5] [6] [7] [8]}

In addition, a variety of synthetic analogs have been prepared.^[9]

Notes and References

1. 10.1002/anie.200390115 . Salinosporamide A: A Highly Cytotoxic Proteasome Inhibitor from a Novel Microbial Source, a Marine Bacterium of the New Genus Salinospora . 2003 . Feling . Robert H. . Buchanan . Greg O. . Mincer . Tracy J. . Kauffman . Christopher A. . Jensen . Paul R. . Fenical . William . Angewandte Chemie International Edition . 42 . 3 . 355–7 . 12548698. free .
2. New Cytotoxic Salinosporamides from the Marine Actinomycete Salinispora tropica . Philip G. Williams . Greg O. Buchanan . Robert H. Feling . Christopher A. Kauffman . Paul R. Jensen . William Fenical . amp . J. Org. Chem. . 2005 . 70 . 16 . 6196–6203 . 10.1021/jo050511+. 16050677 .
3. 10.1021/np0603471 . Salinosporamides D−J from the Marine ActinomyceteSalinispora tropica, Bromosalinosporamide, and Thioester Derivatives Are Potent Inhibitors of the 20S Proteasome . 2007 . Reed . Katherine A. . Manam . Rama Rao . Mitchell . Scott S. . Xu . Jianlin . Teisan . Sy . Chao . Ta-Hsiang . Deyanat-Yazdi . Gordafaried . Neuteboom . Saskia T. C. . Lam . Kin S. . Potts . Barbara C. M. . Journal of Natural Products . 70 . 2 . 269–76 . 17243724. 8 .
4. 10.1002/cbic.201000564 . The Discovery of Salinosporamide K from the Marine Bacterium "Salinispora pacifica" by Genome Mining Gives Insight into Pathway Evolution . 2011 . Eustáquio . Alessandra S. . Nam . Sang-Jip . Penn . Kevin . Lechner . Anna . Wilson . Micheal C. . Fenical . William . Jensen . Paul R. . Moore . Bradley S. . ChemBioChem . 12 . 61–4 . 21154492 . 1 . 3088357.
5. 10.1016/j.bmc.2008.10.075 . Discovery and development of the anticancer agent salinosporamide A (NPI-0052) . 2009 . Fenical . William . Jensen . Paul R. . Palladino . Michael A. . Lam . Kin S. . Lloyd . G. Kenneth . Potts . Barbara C. . Bioorganic & Medicinal Chemistry . 17 . 6 . 2175–80 . 19022674 . 2814440.
6. Book: 10.1039/9781847559890-00355 . Chapter 12. From Natural Product to Clinical Trials: NPI-0052 (Salinosporamide A), a Marine Actinomycete-Derived Anticancer Agent . Natural Product Chemistry for Drug Discovery . 2009 . Lam . Kin S. . Lloyd . G. Kenneth . Neuteboom . Saskia T. C. . Palladino . Michael A. . Sethna . Kobi M. . Spear . Matthew A. . Potts . Barbara C. . 978-0-85404-193-0 . 355.
7. 10.1002/anie.201000728 . Salinosporamide Natural Products: Potent 20 S Proteasome Inhibitors as Promising Cancer Chemotherapeutics . 2010 . Gulder . Tobias A. M. . Moore . Bradley S. . Angewandte Chemie International Edition . 49 . 49 . 9346–67 . 20927786 . 3103133.
8. WO . 2006118973 . Methods of using heterobyclic compounds for treatment of rectal cancer. 2006-11-09. Nereus Pharmaceuticals Inc.. Palladino. Michael . Potts. Barbara Christine. Macherla. Venkata Rami Reddy . Neuteboom. Saskia Theodora Cornelia .
9. 10.1021/jm901098m . Function-Oriented Biosynthesis of β-Lactone Proteasome Inhibitors inSalinispora tropica . 2009 . Nett . Markus . Gulder . Tobias A. M. . Kale . Andrew J. . Hughes . Chambers C. . Moore . Bradley S. . Journal of Medicinal Chemistry . 52 . 19 . 6163–7 . 19746976 . 2771571.