TY - JOUR
T1 - Synthesis and biological activities of new conformationally fixed analogues of (-)-indolactam-V, the core structure of tumor-promoting teleocidins
AU - Irie, Kazuhiro
AU - Koizumi, Fumito
AU - Iwata, Yoriko
AU - Ishii, Takashi
AU - Yanai, Yoshiaki
AU - Nakamura, Yoshimasa
AU - Ohigashi, Hajime
AU - Wender, Paul A.
N1 - Funding Information:
We thank Dr. J. Oda and Ms. K. Omine of the institute for Chemical Research at Kyoto University, Mr. R. Imamura of the Faculty of Science at Kyoto University for the IH NMR measurements. This work was supported in part by a Grant-in-Aid for Scientific Research on Priority Areas No.06240228 and for Encouragement of Young Scientists No.06760109 from the Ministry of Education, Science and Culture, Japan.
PY - 1995/3/2
Y1 - 1995/3/2
N2 - (-)-Indolactam-V (1) exists as two stable conformers, the twist and the sofa form, in solution at room temperature. 3-Aza-Cope rearrangement of (-)-N13-desmethyl-N13-allylindolactam-V (5) gave new conformationally restricted analogues (2a and 3) along with a normal rearrangement product (7). Both 2a and 3, whose fixed conformation was the twist form, showed significant biological activities related to tumor promotion.
AB - (-)-Indolactam-V (1) exists as two stable conformers, the twist and the sofa form, in solution at room temperature. 3-Aza-Cope rearrangement of (-)-N13-desmethyl-N13-allylindolactam-V (5) gave new conformationally restricted analogues (2a and 3) along with a normal rearrangement product (7). Both 2a and 3, whose fixed conformation was the twist form, showed significant biological activities related to tumor promotion.
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U2 - 10.1016/0960-894X(95)00047-W
DO - 10.1016/0960-894X(95)00047-W
M3 - Article
AN - SCOPUS:0028935575
VL - 5
SP - 453
EP - 458
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 5
ER -