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Total Synthesis and Structure–Activity Relationship Studies of the Cytotoxic Anhydrophytosphingosine Jaspine B (Pachastrissamine)
Pashikanti, Srinath ; Ukani, Rehman ; David, Sunil A. ; Datta, Apurba
Pashikanti, Srinath
Ukani, Rehman
David, Sunil A.
Datta, Apurba
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Abstract
By utilizing an l-serine-derived bicyclic lactone as an advanced chiral building block, a short synthetic route to the cytotoxic marine natural product jaspine B has been developed. Targeting structure–activity relationship investigations, the synthetic route has also been utilized for the synthesis and cytotoxicity evaluation of strategically modified jaspine B analogues. In addition, a previously reported synthesis of the title natural product from our research has been reinvestigated to clarify the sterochemical assignment.
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Date
2017
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Publisher
Thieme Publishing
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Keywords
Jaspine B, Stereochemistry, Cytotoxic, Drug development, Structure, Activity relationships
Citation
Pashikanti, S., Rehnman, U., David, S. A., Apurba, D., (2017), FTotal Synthesis and Structure–Activity Relationship Studies of the Cytotoxic Anhydrophytosphingosine Jaspine B (Pachastrissamine), Synthesis, https://doi.org/10.1055/s-0036-1588118