TY - JOUR
T1 - Total Synthesis of Miuraenamides A and D
AU - Ojima, Daisuke
AU - Yasui, Ayano
AU - Tohyama, Koh
AU - Tokuzumi, Keita
AU - Toriihara, Eisuke
AU - Ito, Kayoko
AU - Iwasaki, Arihiro
AU - Tomura, Tomohiko
AU - Ojika, Makoto
AU - Suenaga, Kiyotake
N1 - Publisher Copyright:
© 2016 American Chemical Society.
Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2016/10/21
Y1 - 2016/10/21
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.joc.6b02061
DO - 10.1021/acs.joc.6b02061
M3 - Article
C2 - 27662058
AN - SCOPUS:84992365808
SN - 0022-3263
VL - 81
SP - 9886
EP - 9894
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 20
ER -