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- W1992253677 abstract "The tumor-promoting teleocidins and their core structure (−)-indolactam-V (1) exist in two stable conformers in solution at room temperature. The cis amide assumes a twist conformation while the trans amide exists in a sofa form. In order to identify the biologically active conformation of the teleocidins, we have synthesized new twist-restricted analogues 5a and 6 based on an aza-Claisen rearrangement of (−)-N13-desmethyl-N13-allylindolactam-V (3) and a sofa-restricted analogue, (−)-5-methylindolactam-V (22). The activities of these new compounds were evaluated in three in vitro bioassays associated with in vivo tumor-promoting activity: binding to the protein kinase C regulatory domain, induction of the Epstein−Barr virus early antigen, and stimulation of radioactive inorganic phosphate incorporation into phospholipids of HeLa cells. These three biological activities correlated well for each derivative. Twist-restricted analogues 5a and 6 showed significant activities in the three assays, comparable to..." @default.
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- W1992253677 date "2010-08-04" @default.
- W1992253677 modified "2023-09-27" @default.
- W1992253677 title "ChemInform Abstract: Synthesis and Biological Activities of New Conformationally Restricted Analogues of (-)-Indolactam-V: Elucidation of the Biologically Active Conformation of the Tumor-Promoting Teleocidins." @default.
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- W1992253677 doi "https://doi.org/10.1002/chin.199708215" @default.
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