Antitumor dibenzofluorene derivatives
AssigneeBoard of Regents, The University of Texas System
InventorsFrederick F. Becker, Bimal K. Banik
Life of this patent
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Abstract
Dibenzofluorene derivatives having a formula selected from the group consisting of and salts thereof have antitumor activity. At least one of R1-R13 in formula (I) or R1-R12 in formula (II) is —R14Z. R14 is a substituted or unsubstituted amino or amido group having from 1-12 carbon atoms, and Z is a substituted or unsubstituted heterocyclic group having from 1-12 carbon atoms. The remainder of R1-R13 in formula (I) or R1-R12 in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, substituted or unsubstituted amino or amido groups having from 1-12 carbon atoms, and alkyl groups having 1-12 carbon atoms.
Claims27
A compound having a formula selected from the group consisting of
- or a salt thereof;
- where at least one of R1-R13 in formula (I) or at least one of R1-R12 in formula (II) is —R14Z, where R14 has the formula —NHR15—, where R15 is a substituted of unbstituted aliphatic group having from 1-12 carbon atoms, and, Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms;
- where the remainder of R1-R13 in formula (I) or R1-R12 in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms.
A compound having a formula selected from the group consisting of
- or a salt thereof;
- where R1-R10, R12, and R13 if the compound has formula (I), are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms;
- where R11 is —R14Z;
- where R14 has the formula —NHR15—, where R15 is a substituted or unsubstituted aliphatic group having from 2-6 carbon atoms;
- and
- where Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms.
A pharmaceutical composition, comprising:
- (a) a compound having a formula selected from the group consisting of
- or a salt thereof;
- where at least one of R1-R13 in formula (I) or at least one of R1-R12 in formula (II) is —R14Z, where R14 has the formula —NNHR15—, where R15 is a substituted or unsubstituted aliphatic group having from 1-12 carbon atoms, and Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms;
- where the remainder of R1-R13 in formula (I) or R1-R12 in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms;
- and
- (b) a pharmaceutically acceptable carrier.
A pharmaceutical composition, comprising:
- (a) a compound having a formula selected form the group consisting of
- or a salt thereof;
- where R1-R10, R12, and R13 if the compound has formula (I), are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms;
- where R11 is —R14Z;
- where R14 has the formula —NNHR15—, where R15 is a substituted or unsubstituted aliphatic group having from 2-6 carbon atoms;
- and
- where Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms;
- and
- (b) a pharmaceutically acceptable carrier.
A method of inhibiting the growth of tumor cells, comprising the step of administering to a mammal an amount effective to inhibit tumor cell growth of a compound having a formula selected from the group consisting of
- or a salt thereof;
- where at least one of R1-R13 in formula (I) or at least one of R1-R12 in formula (II) is —R14Z, where R14 has the formula —NHR15—, where R15 is a substituted or unsubstituted aliphatic group having from 1-12 carbon atoms, and Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms;
- and
- where the remainder of R1-R13 in formula (I) or R1-R12 in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms.
A method of inhibiting the growth of tumor cells, comprising the step of administering to a mammal an amount effective to inhibit tumor cell growth of a compound having a formula selected from the group consisting of
- or a salt thereof;
- where R1-R10, R12, and R13 if the compound has formula (I), are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, amino, amido, and alkyl groups having 1-12 carbon atoms;
- where R11 is —R14Z;
- where R14 has the formula —NNHR15—, where R15 is a substituted or unsubstituted aliphatic group having from 2-6 carbon atoms;
- and
- where Z is a piperazinyl group optionally substituted at the 4′ position by an alkyl group having 1-8 carbon atoms.
Dependencies are inferred from the claim text.