RRC ID |
52010
|
Author |
Ojima D, Yasui A, Tohyama K, Tokuzumi K, Toriihara E, Ito K, Iwasaki A, Tomura T, Ojika M, Suenaga K.
|
Title |
Total Synthesis of Miuraenamides A and D.
|
Journal |
J Org Chem
|
Abstract |
Miuraenamides A and D, cyclodepsipeptides with antimicrobial and antitumor activity, were synthesized. The synthesis of an unsaturated hydroxycarboxylic acid moiety, starting from a chiral epoxide, was achieved by Suzuki-Miyaura coupling as a key step. As a result, the overall yield for miuraenamide A over the longest linear sequence is 3.2%, while the yield of the previously reported procedure is 1.9%. In addition, the cell growth-inhibitory activity and anti-Phytophthora activity of the synthesized compounds were evaluated.
|
Volume |
81(20)
|
Pages |
9886-9894
|
Published |
2016-10-21
|
DOI |
10.1021/acs.joc.6b02061
|
PMID |
27662058
|
MeSH |
Carbon-13 Magnetic Resonance Spectroscopy
Cell Proliferation / drug effects
Depsipeptides / chemical synthesis*
Depsipeptides / chemistry
Depsipeptides / pharmacology
HeLa Cells
Humans
Phytophthora / drug effects
Proton Magnetic Resonance Spectroscopy
Spectrometry, Mass, Electrospray Ionization
|
IF |
4.745
|
Times Cited |
5
|
Resource |
Human and Animal Cells |
HeLa.S3(RCB0191) |