6885-44-5Relevant academic research and scientific papers
CORTISTATIN ANALOGUES AND SYNTHESES AND USES THEREOF
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Paragraph 00383, (2015/07/15)
Provided herein are compounds of Formula (A), (B), (C), (D) and (E), pharmaceutically acceptable salts, quaternary amine salts, and N-oxides thereof, and pharmaceutical compositions thereof. Compounds of Formula (A), (B), (C), (D), and (E) are contemplated useful as therapeutics for treating a wide variety of conditions, e.g., including but not limited to, conditions associated with angiogenesis and with CDK8 and/or CDK19 kinase activity. Further provided are methods of inhibiting CDK8 and/or CDK19 kinase activity, methods of modulating the β-catenin pathway, methods of modulating STAT1 activity, methods of modulating the TGFβ/BMP pathway, methods of modulating HIF-1 -alpha activity in a cell, and methods of increasing BIM expression to induce apoptosis, using a compound of Formula (A), (B), (C), (D), or (E). Further provided are CDK8 and CDK19 point mutants and methods of use thereof.
A new route to (+)-estrone using a bicyclo[3.2.1]octane chiral building block.
Hanada, Keisuke,Miyazawa, Norio,Ogasawara, Kunio
, p. 104 - 106 (2007/10/03)
A new route to (+)-estrone has been developed starting from the chiral building block having a bicyclo[3.2.1]octane framework based on the inherent stereochemical chemical nature of the chiral building block.
Total synthesis with a chirogenic opening move demonstrated on steroids with estrane or 18a-homoestrane skeleton
Quinkert,Del Grosso,Doring,Doring,Schenkel,Bauch,Dambacher,Bats,Zimmermann,Durner
, p. 1345 - 1391 (2007/10/02)
A concept of first choice for the synthesis of the title compounds had been proposed by Dane in the late 1930s. It was soon turned down, because the opening move - a chirogenic Diels-Alder reaction - did not work. With Lewis acids as mediators, however, a successful start has been achieved now. With Ti complexes of chelating ligands (Seebach's TADDOLs (= α,α,α',α'-tetraaryl-1,3-dioxolane-4,5-dimethanols)), enantioselective formation of the desired adducts does occur. Efficient total syntheses of 2 and 3a have been accomplished.
TANDEM MICHAEL-MICHAEL-RING CLOSURE (MIMIRC) REACTIONS; ONE-POT STEROID TOTAL SYNTHESIS-(+/-)-9,11-DEHYDROESTRONES
Posner, Gary H.,Mallamo, John P.,Black, Alison Y.
, p. 3921 - 3926 (2007/10/02)
A new sequence of reactions involving tandem Michael-Michael-ring closure (MIMIRC) has been developed for efficient formation of three C-C bonds in one reaction vessel.The terminal ring closure reaction proceeds via either a 1,3- or a 1,6-cyclization, and this methodology also serves for construction of quaternary C centers.The usefulness of MIMIRC reactions is demonstrated by efficient assembly of cyclopropyl ketones and of trans-1-hydrindanones such as (+/-)-9,11-dehydroestrone 1b.This one-pot approach represents the shortest known convergent total synthesis of a steroid, and subsequent straightforward transformations lead directly to natural (+/-)-estrone.
