The Ohio State University

Harvard College

Young-Woo Kim

Robert Brueggemeier

Gregory Lawrence Verdine

John C Hackett

The present invention provides inventive stitched polypeptides, pharmaceutical compositions thereof, and methods of making and using inventive stitched polypeptides.

Stitched polypeptides

Compounds and methods useful for treating and prevention of cancer, particularly hormone-dependent breast cancer. Provided are compounds of formula I: wherein X is selected from O, N, S, SO, SO, and S(CH), wherein n=1-10; Rand Rmay be the same or different and are selected from H, OH, OCH, OCHCH, OCHCH, NH, NHCH, N(CH), CH, CHCH, CHCHCH, CH(CH), C(CH), NO, F, Cl, Br, CF, SH, SCH, SCHCH, OCOCH, OCOC(CH), OCOCHCOOH, and CN; and Ris a nitrogen-containing heterocyclic ring. Also provided are method for treating or preventing cancer in a subject by administering a therapeutically effective amount of a heteroaryl-containing isoflavone, or a pharmaceutically acceptable salt or prodrug thereof, to a subject in need of treatment. Also provided is a method for the synthesis of 2-substituted isoflavones by first reacting deoxybenzoins with a phase transfer catalyst to provide a 2-(alkylthio)isoflavone; second deprotecting the 2-(alkylthio)isoflavone; and third applying selective debenzylation to form the final compound.

Heteroaryl-containing isoflavones as aromatase inhibitors

The present invention provides 2-heterosubstituted 3-aryl-4H-benzopyran-4-one compounds for the treatment of cancers, namely breast cancer. This invention further provides a method of synthesis of 2-(alkylthio)isoflavones that can be carried out at ambient conditions. This invention further provides a method of synthesis of the 2-heterosubstituted 3-aryl-4H-benzopyran-4-one from a 2-(alkylthio)isoflavone. The invention further provides methods of using the 2-heterosubstituted 3-aryl-4H-benzopyran-4-one compounds for the treatment of breast cancer in mammals.

Growing community of inventors

Belmont, MA, United States of America

Young-Woo Kim