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Pachastrissamine (jaspine B) and its stereoisomers inhibit sphingosine kinases and atypical protein kinase C.

Abstract：

:Sphingosine kinases (SphKs) are oncogenic enzymes that regulate the critical balance between ceramide and sphingosine-1-phosphate. Much effort has been dedicated to develop inhibitors against these enzymes. Naturally occurring pachastrissamine (jaspine B) and all its stereoisomers were prepared and evaluated for their inhibitory effects against SphKs. All eight stereoisomers exhibited moderate to potent inhibitory activity against SphK1 and SphK2. Inhibitory effects were profiled against protein kinase C (PKC) isoforms by in vitro experiments. Atypical PKCs (PKCζ and PKCι) were inhibited by several pachastrissamine stereoisomers. The improved activity over N,N-dimethylsphingosine suggests that the cyclic scaffold in pachastrissamines facilitates potential favorable interactions with SphKs and PKCs.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Yoshimitsu Y,Oishi S,Miyagaki J,Inuki S,Ohno H,Fujii N

doi

10.1016/j.bmc.2011.07.061

subject

Has Abstract

pub_date

2011-09-15 00:00:00

pages

5402-8

issue

18

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(11)00623-7

journal_volume

19

pub_type

杂志文章

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