Triheterocyclic peptides capable of binding the minor and major grooves of DNA

US5698674A · kind A · utility

Assignee

• The Regents of the University of California · US

Inventors

• Thomas C. Bruice · Lompoc, US
• Kenneth A. Browne · San Diego, US
• Gong-Xin He · Cupertino, US

Key dates

• Filing date: Apr 13, 1994
• Grant date: Dec 16, 1997
• Expiry date: Apr 13, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D207/34
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention provides a triheterocyclic peptide having first, second, and third 5-member heterocyclic moieties having the following formula CR.sub.3 CONH--Q.sup.1 --CONH--Q.sup.2 --CONH--Q.sup.3 -CONH--(CR.sub.3).sub.S --B, wherein Q.sup.1 is selected from a group consisting of: ##STR1## wherein Q.sup.2 is selected from a group consisting of: ##STR2## wherein Q.sup.3 is selected from a group consisting of: ##STR3## wherein at least one of A and Z is other than C; wherein A is C, N, O, or S; wherein B is N(CR.sub.3).sub.n or C(NH.sub.2).sub.2 ; wherein n is an integer from 2 to 10; wherein P is H, a lower alkyl or a halogen; wherein Q1, Q2, and Q3 are the same or different; wherein R is H, a lower alkyl group; wherein S is an integer from 1 to 10; wherein X' represents CR.sub.3, (CR.sub.2).sub.n --NRY, or (CR.sub.2).sub.n --CR.sub.2 Y; wherein X" represents CR.sub.3, (CR.sub.2).sub.n --NRY, or (CR.sub.2).sub.n --CR.sub.2 Y; wherein X'" represents CR.sub.3, (CR.sub.2).sub.n --NRY, or (CR.sub.2).sub.n --CR.sub.2 Y; wherein Y is a polyamine group, and wherein Z is C or N; wherein at least one of X', X", or X'" is other than CR.sub.3.