Biologically active acylated amino acid derivatives

Claim 2

A compound of formula (I): ##STR17## wherein: A is O, NH, or N--(C1-C4 alkyl); B and D are independently: (i) Ar 2 , (C5-C7)-cycloalkyl substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl, (C5-C7)-cycloalkenyl substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl, or Ar 2 -substituted (C1-C6)-straight or branched alkyl or Ar 2 -substituted (C2-C6)-straight or branched alkenyl, wherein in each case, any one of the CH 2 groups in said alkyl or alkenyl chains is optionally replaced by a heteroatom selected from the group consisting of O, S, SO, SO 2 ; or (ii) ##STR18## wherein Q is hydrogen, (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl; wherein T is Ar 2 or substituted 5-7 membered cycloalkyl with substituents at positions 3 and 4 which are independently selected from the group consisting of hydrogen, oxo, hydroxyl, O--(C1-C4-alkyl) and O--(C2-C4-alkenyl); wherein Ar 2 is selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, and other monocyclic and bicyclic heterocyclic ring systems with individual ring sizes of 5 or 6 which may contain in either or both rings a total of 1 to 4 heteroatoms independently selected from oxygen, nitrogen and sulfur; wherein any occurrence of Ar 2 optionally contains one to three substituents which are independently selected from the group consisting of hydrogen, halogen, hydroxyl, hydroxymethyl, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-straight or branched alkyl, (C2-C6)-straight or branched alkenyl, O-((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), O-benzyl, O-phenyl, 1,2-methylenedioxy, amino, carboxyl and phenyl; L is U; M is either oxygen or CH--U; provided that if L is hydrogen, then M is CH--U or if M is oxygen then L is not hydrogen; wherein U is hydrogen, O--((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), (C1-C6)-straight or branched alkyl, (C2-C6)-straight or branched alkenyl, (C5-C7)-cycloalkyl, (C5-C7)-cycloalkenyl substituted with (C1-C4)-straight or branched alkyl or (C2-C4)-straight or branched alkenyl, ((C1-C4)-alkyl or (C2-C4)-alkenyl)-Ar 2 or Ar 2 (Ar 2 as defined above); J and K are taken together with the N and C atom to which they are respectively attached to form a 5-7 membered heterocyclic ring containing only one N atom; m is 0-3; and the stereochemistry at carbon positions 1 and 2 are independently (R) or (S).

Claim 3

A compound of formula (I): ##STR19## wherein: A is CH 2 , oxygen, NH or N--(C1-C4 alkyl); B and D are independently (i) Ar 1 , (C1-C10)-straight or branched alkyl, (C2-C10)-straight or branched alkenyl or alkynyl, (C5-C7)-cycloalkyl-substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl, (C5-C7)-cycloalkenyl-substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl, or Ar 1 -substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl wherein, in each case, any one of the CH 2 groups of said alkyl, alkenyl or alkynyl chains is optionally replaced by a heteroatom selected from the group consisting of O, S, SO, SO 2 ; or (ii) ##STR20## wherein Q is hydrogen, (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl; wherein T is Ar 1 or substituted 5-7 membered cycloalkyl with substituents at positions 3 and 4 which are independently selected from the group consisting of oxo, hydrogen, hydroxyl, O--(C1-C4)-alkyl or O--(C2-C4)-alkenyl; provided that at least one of B or D is independently selected from the group consisting of (C2-C10)-straight or branched alkynyl, (C5-C7)-cycloalkyl-substituted (C2-C6)-straight or branched alkynyl, (C5-C7)-cycloalkenyl-substituted (C2-C6)-straight or branched alkynyl, and Ar 1 -substituted (C2-C6)-straight or branched alkynyl; wherein Ar 1 is a carboxylic aromatic group selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, indenyl, azulenyl, fluorenyl, and anthracenyl; or a heterocyclic aromatic group selected from the group consisting of 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, 2-pyrazolinyl, pyrazolidinyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-triazolyl, 1,3,4-thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, 1,3,5-triazinyl, 1,3,5-trithianyl, indolizinyl, indolyl, isoindolyl, 3H-indolyl, indolinyl, benzo[b]furanyl, benzo[b]thiophenyl, 1H-indazolyl, benzimidazolyl, benzthiazolyl, purinyl, 4H-quinolizinyl, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, 1,8-naphthyridinyl, pteridinyl, carbazolyl, acridinyl, phenazinyl, phenothiazinyl, and phenoxazinyl; wherein any occurrence of Ar 1 optionally contains one to three substituents which are independently selected from the group consisting of hydrogen, halogen, hydroxyl, hydroxymethyl, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-straight or branched alkyl, (C2-C6)-straight or branched alkenyl, O--((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), O-benzyl, O-phenyl, 1,2-methylenedioxy, amino, carboxyl, N-((C1-C5)-straight or branched alkyl or (C2-C5)-straight or branched alkenyl) carboxamides, N,N-di-((C1-C5)-straight or branched alkyl or (C2-C5)-straight or branched alkenyl)carboxamides, N-morpholinocarboxamide, N-benzylcarboxamide, N-thiomorpholinocarboxamide, N-picolinoylcarboxamide, O--X, CH 2 --(CH 2 ) q --X, O--(CH 2 ) q --X, (CH 2 ) q --O--X, and CH═CH--X; wherein X is 4-methoxyphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrazyl, quinolyl, 3,5-dimethylisoxazoyl, isoxazoyl, 2-methylthiazoyl, thiazoyl, 2-thienyl, 3-thienyl, or pyrimidyl; and q is 0-2; L is U; M is either oxygen or CH--U; provided that if L is hydrogen, then M is CH--U or if M is oxygen, then L is not hydrogen; wherein U is hydrogen, O--((C1-C4)-straight or branched alkyl) or O--((C2-C4)straight or branched alkenyl), (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl, (C5-C7)-cycloalkyl or (C5-C7)-cycloalkenyl substituted with (C1-C4)-straight or branched alkyl or (C2-C4)-straight or branched alkenyl, ((C1-C4)-alkyl or (C2-C4)-alkenyl)--Y or Y; wherein Y is a carboxylic aromatic group selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, indenyl, azulenyl, fluorenyl, and anthracenyl; or a heterocyclic aromatic group as defined above; wherein Y optionally contains one to three substituents which are independently selected from the group consisting of hydrogen, halogen, hydroxyl, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-straight or branched alkyl, (C1-C6)-straight or branched alkenyl, O--((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), O--benzyl, O-phenyl, 1,2-methylenedioxy, amino, and carboxyl; J and K are taken together with the N and C atom to which they are respectively attached to form a 5-7 membered heterocyclic ring containing only one N atom; and m is 0-3.

Claim 4

A compound of formula (I): ##STR19## wherein: A is CH 2 , oxygen, NH or N--(C1-C4 alkyl); B and D are independently (i) Ar 1 , (C1-C10)-straight or branched alkyl, (C2-C10)-straight or branched alkenyl or alkynyl, (C5-C7)-cycloalkyl-substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl, (C5-C7)-cycloalkenyl-substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl, or Ar 1 -substituted (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl wherein, in each case, any one of the CH 2 groups of said alkyl, alkenyl or alkynyl chains is optionally replaced by a heteroatom selected from the group consisting of O, S, SO, SO 2 ; or (ii) ##STR20## wherein Q is hydrogen, (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl or alkynyl; wherein T is Ar 1 or substituted 5-7 membered cycloalkyl with substituents at positions 3 and 4 which are independently selected from the group consisting of oxo, hydrogen, hydroxyl, O--(C1-C4)-alkyl or O--(C2-C4)-alkenyl; provided that at least one of B or D is independently selected from the group consisting of (C2-C10)-straight or branched alkynyl, (C5-C7)-cycloalkyl-substituted (C2-C6)-straight or branched alkynyl, (C5-C7)-cycloalkenyl-substituted (C2-C6)-straight or branched alkynyl, and Ar 1 -substituted (C2-C6)-straight or branched alkynyl; wherein Ar 1 is a carboxylic aromatic group selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, indenyl, azulenyl, fluorenyl, and anthracenyl; or a heterocyclic aromatic group selected from the group consisting of 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, 2-pyrazolinyl, pyrazolidinyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-triazolyl, 1,3,4-thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, 1,3,5-triazinyl, 1,3,5-trithianyl, indolizinyl, indolyl, isoindolyl, 3H-indolyl, indolinyl, benzo[b]furanyl, benzo[b]thiophenyl, 1H-indazolyl, benzimidazolyl, benzthiazolyl, purinyl, 4H-quinolizinyl, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, 1,8-naphthyridinyl, pteridinyl, carbazolyl, acridinyl, phenazinyl, phenothiazinyl, and phenoxazinyl; wherein any occurrence of Ar 1 optionally contains one to three substituents which are independently selected from the group consisting of hydrogen, halogen, hydroxyl, hydroxymethyl, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-straight or branched alkyl, (C2-C6)-straight or branched alkenyl, O--((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), O-benzyl, O-phenyl, 1,2-methylenedioxy, amino, carboxyl, N-((C1-C5)-straight or branched alkyl or (C2-C5)-straight or branched alkenyl) carboxamides, N,N-di-((C1-C5)-straight or branched alkyl or (C2-C5)-straight or branched alkenyl)carboxamides, N-morpholinocarboxamide, N-benzylcarboxamide, N-thiomorpholinocarboxamide, N-picolinoylcarboxamide, O--X, CH 2 --(CH 2 ) q --X, O--(CH 2 ) q --X, (CH 2 ) q --O--X, and CH═CH--X; wherein X is 4-methoxyphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrazyl, quinolyl, 3,5-dimethylisoxazoyl, isoxazoyl, 2-methylthiazoyl, thiazoyl, 2-thienyl, 3-thienyl, or pyrimidyl; and q is 0-2; L is U; M is either oxygen or CH--U; provided that if L is hydrogen, then M is CH--U or if M is oxygen, then L is not hydrogen; wherein U is hydrogen, O--((C1-C4)-straight or branched alkyl) or O--((C2-C4)straight or branched alkenyl), (C1-C6)-straight or branched alkyl or (C2-C6)-straight or branched alkenyl, (C5-C7)-cycloalkyl or (C5-C7)-cycloalkenyl substituted with (C1-C4)-straight or branched alkyl or (C2-C4)-straight or branched alkenyl, ((C1-C4)-alkyl or (C2-C4)-alkenyl)--Y or Y; wherein Y is a carboxylic aromatic group selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, indenyl, azulenyl, fluorenyl, and anthracenyl; or a heterocyclic aromatic group as defined above; wherein Y optionally contains one to three substituents which are independently selected from the group consisting of hydrogen, halogen, hydroxyl, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-straight or branched alkyl, (C1-C6)-straight or branched alkenyl, O--((C1-C4)-straight or branched alkyl), O--((C2-C4)-straight or branched alkenyl), O--benzyl, O-phenyl, 1,2-methylenedioxy, amino, and carboxyl; J and K are taken together with the N and C atom to which they are respectively attached to form a 5-7 membered heterocyclic ring containing only one N atom; and m is 0-3.

Claim 5

The compound according to claim 2, wherein said Ar 1 group contains one to three substituents selected from the group consisting of N-((C1-C5)-straight or branched alkyl or (C2-C5)-straight or branched alkenyl) carboxamides, N,N-di-((C1-C5)-straight or branched alkyl or alkenyl)carboxamides, N-morpholinocarboxamide, N-benzylcarboxamide, N-thiomorpholinocarboxamide, N-picolinoylcarboxamide, O--X, CH 2 --(CH 2 ) q --X, O--(CH 2 ) q --X, (CH 2 ) q --O--X, and CH═CH--X; wherein X is 4-methoxyphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrazyl, quinolyl, 3,5-dimethylisoxazoyl, isoxazoyl, 2-methylthiazoyl, thiazoyl, 2-thienyl, 3-thienyl, or pyrimidyl, and q is 0-2.

Claim 6

The compound according to any one of claims 1-3, wherein in formula (I), M is O and J and K are taken together to form a pyrrolidine or a piperidine ring.

Claim 7

The compound according to claim 4, wherein in formula (I), B is selected from the group consisting of 3-(2-pyridyl)propyl, 3-phenylpropyl, 2-phenoxypropyl, phenyl, 2(3-pyridyl)ethyl, E-2-[trans-(4-hydroxycyclohexyl)]-1-methyl-ethenyl, 3-(3-pyridyl)propyl, benzyl, 2-phenylethyl, 2-(4-methoxyphenyl)ethyl, 3-(N-benzimidazolyl)propyl, 3-(4-methoxyphenyl)propyl, 3-[N-(7-azaindolyl)]propyl, 3-(N-purinyl)propyl, 3-(3-pyridyl)propyl-N-oxide, 3-(4-hydroxymethylphenyl) propyl, 3-(2-thienyl)propyl, 3-(4-carboxyphenyl)propyl, 4-phenylbutyl, 2-hydroxymethyl-phenyl, 2-allyloxyphenyl, 3-(3-hydroxymethylphenyl, 2-hydroxyphenyl, 3-pyridyl and 5-phenylpentyl; D is selected from the group consisting of 3-phenylpropyl, 2-phenoxyphenyl, 3-(3-indolyl)propyl, 2-phenylethyl, 4-phenylbutyl, and 3-(4-methoxyphenyl)propyl; and L is selected from the group consisting of 3,4,5-trimethoxyphenyl, phenyl, tert-butyl, 3-benzyloxy-phenyl, 3-allyloxyphenyl and 3-isopropoxyphenyl.

Claim 8

A compound of formula (II): ##STR21## wherein n, m, B, D and U are defined as follows: ______________________________________ n m B D U ______________________________________ 1 0 3-(Pyridin-2- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)propyl 2 0 3-Phenyl- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl propyl 2 0 2-Phenoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 Phenyl 2-Phenoxy- 3,4,5-Trimethoxyphenyl phenyl 2 0 Phenyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)ethyl 2 0 E-3-[trans-(4- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Hydroxy- cyclohexyl)]- 2-methyl-eth- 2-enyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)propyl 2 0 Benzyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 Benzyl 3-(Indol-3-yl) 3,4,5-Trimethoxyphenyl propyl 2 0 2-Phenylethyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-(4-Methoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl)ethyl 2 0 2-(4-Methoxy- 3-Phenylpropyl Phenyl phenyl)ethyl 2 0 3-(N- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Benzimida- zolyl)propyl 2 1 Benzyl 2-Phenylethyl 3,4,5-Trimethoxyphenyl 2 0 3-(4-Methoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl Phenyl yl)-propyl 2 0 3-(Pyridin-2- 3-Phenylpropyl Phenyl yl)-propyl 2 0 3-(Pyridin-2- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)-propyl 2 0 3-(Pyridin- 3-Phenylpropyl tert-Butyl 2yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)-propyl N-oxide 2 0 3-IN-(7- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Azaindolyl)- propyl 2 0 3-(Pyridin- 3-(4-Methoxy- 3,4,5-Trimethoxyphenyl 3-yl)-propyl phenyl)propyl 2 0 3-(N-Purinyl) 3-Phenylpropyl 3,4,5-Trimethoxyphenyl propyl 2 0 3-(4-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl) propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Benzyloxyphenyl yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Allyloxyphenyl yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Isopropoxyphenyl yl)-propyl 2 0 3-(Thiophen- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2-yl)-propyl 2 0 3-(4-Carboxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-Phenylbutyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-Hydroxy- 3-Phenylpropyl 3,4,6-Trimethoxyphenyl methyl- phenyl 2 0 2-Allyloxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 3-(3-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl) propyl 2 0 3-(3-Carboxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl 2 0 2-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 Pyridin-3-yl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 3-(Thiophen- 4-Phenylbutyl 3,4,5-Trimethoxyphenyl 2-yl)-propyl 2 0 5-Phenyl- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl pentyl ______________________________________

Claim 9

A compound of formula (II): ##STR21## wherein n, m, B, D and U are defined as follows: ______________________________________ n m B D U ______________________________________ 1 0 3-(Pyridin-2- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)propyl 2 0 3-Phenyl- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl propyl 2 0 2-Phenoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 Phenyl 2-Phenoxy- 3,4,5-Trimethoxyphenyl phenyl 2 0 Phenyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)ethyl 2 0 E-3-[trans-(4- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Hydroxy- cyclohexyl)]- 2-methyl-eth- 2-enyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)propyl 2 0 Benzyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 Benzyl 3-(Indol-3-yl) 3,4,5-Trimethoxyphenyl propyl 2 0 2-Phenylethyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-(4-Methoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl)ethyl 2 0 2-(4-Methoxy- 3-Phenylpropyl Phenyl phenyl)ethyl 2 0 3-(N- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Benzimida- zolyl)propyl 2 1 Benzyl 2-Phenylethyl 3,4,5-Trimethoxyphenyl 2 0 3-(4-Methoxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl Phenyl yl)-propyl 2 0 3-(Pyridin-2- 3-Phenylpropyl Phenyl yl)-propyl 2 0 3-(Pyridin-2- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)-propyl 2 0 3-(Pyridin- 3-Phenylpropyl tert-Butyl 2yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl yl)-propyl N-oxide 2 0 3-IN-(7- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl Azaindolyl)- propyl 2 0 3-(Pyridin- 3-(4-Methoxy- 3,4,5-Trimethoxyphenyl 3-yl)-propyl phenyl)propyl 2 0 3-(N-Purinyl) 3-Phenylpropyl 3,4,5-Trimethoxyphenyl propyl 2 0 3-(4-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl) propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Benzyloxyphenyl yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Allyloxyphenyl yl)-propyl 2 0 3-(Pyridin-3- 3-Phenylpropyl 3-Isopropoxyphenyl yl)-propyl 2 0 3-(Thiophen- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2-yl)-propyl 2 0 3-(4-Carboxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-Phenylbutyl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 2-Hydroxy- 3-Phenylpropyl 3,4,6-Trimethoxyphenyl methyl- phenyl 2 0 2-Allyloxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 3-(3-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl) propyl 2 0 3-(3-Carboxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl) propyl 2 0 3-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl methyl- phenyl 2 0 2-Hydroxy- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl phenyl 2 0 Pyridin-3-yl 3-Phenylpropyl 3,4,5-Trimethoxyphenyl 2 0 3-(Thiophen- 4-Phenylbutyl 3,4,5-Trimethoxyphenyl 2-yl)-propyl 2 0 5-Phenyl- 3-Phenylpropyl 3,4,5-Trimethoxyphenyl pentyl ______________________________________

Claim 10

A compound of formula (II): ##STR22## wherein n, m, B, D and U are defined as follows: ______________________________________ n m B D U ______________________________________ 2 0 3-Allyloxypropyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-[4-(N,N-Di 3-Phenylpropyl 3,4,5-Tri- methylamine- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-14-(Morpholino- 3-Phenylpropyl 3,4,5-Tri- 4-carbonyl) methoxyphenol phenyl)-propyl 2 0 4-Allyoxybutyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-Allyloxy- 3-Phenylpropyl 3,4,5-Tri- prop-1-ynyl methoxyphenol 2 0 3[4-(Piperi- 3-Phenylpropyl 3,4,5-Tri- dine-1-carbonyl) methoxyphenol phenyl)-propyl 2 0 5-Allyloxynonyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 Methyl 3,5-Bis(benzyl- 3,4,5-Tri- oxy)phenyl methoxyphenol 2 0 2-Allyloxyethyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-Allyloxy-(E)- 3-Phenylpropyl 3,4,5-Tri- prop-l-onyl methoxyphenol 2 0 3-13-(Morpho- 3-Phenylpropyl 3,4,5-Tri- lino-4-carbonyl) methoxyphenol phenyl]propyl 2 0 Dec-9-enyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-[4-(N-Benzyl 3-Phenylpropyl 3,4,5-Tri- aminecarbonyl)- methoxyphenol phenyl]propyl 2 0 3-[4-(Thiomorpho- 3-Phenylpropyl 3,4,5-Tri- lino-4-carbonyl)- methoxyphenol phenyl]propyl 2 0 3-(Morpholino-4- 3-Phenylpropyl 3,4,5-Tri- carbonyl)phenyl- methoxyphenol 2 0 3-[4-(1-Methyl- 3-Phenylpropyl 3,4,5-Tri- piperazine-4- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-[4-(1-Benzyl- 3-Phenylpropyl 3,4,5-Tri- piperazine-4- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-[3-(N-Benzyl- 3-Phenylpropyl 3,4,5-Tri- aminecarbonyl)- methoxyphenol phenylpropyl 2 0 3-[4-(N-Pyridin- 3-Phenylpropyl 3,4,5-Tri- 2-ylaminecarbon- methoxyphenol yl)-phenyl]propyl 2 0 Pryidin-3-yl 3-(Pyridin-3-yl)- 3,4,5-Tri- propyl methoxyphenol 2 0 Prop-2-enyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 Pyridin-3-yl 3-(Pyridin-4-yl- 3,4,5-Tri- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4,5-Tri- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 2,3,4-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Morpholino-4- 3,4,5-Tri- carbonyl)-4- methoxyphenol (Pyridin-4-yl- methoxy)phenyl 2 0 Methyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,5-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 3,5-Bis-(Pyridin- Methyl 3,4,5-Tri- 4-ylmethoxy) methoxyphenol phenyl 2 0 Methyl 3,5-Bis-(Pyridin-4- 3,4,5-Tri- y[methoxy)-4- methoxyphenol Methyl-phenyl 2 0 Ethyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Ethyl 3,4,5-Tri- (Pyridin-4-yl- methoxyphenol methoxy)phenyl 2 0 Prop-2-enyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,4,6-Tris-(Pyridin- 3,4-Di- 4-ylmethoxy)phenyl methoxyphenyl 2 0 Ethenyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Ethenyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Propyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Propyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Methyl 3,4,5-Tris- 3,4,5-Tri- (Thiophen-3-yl- methoxyphenol methoxy)phenyl 2 0 3,4,5-Tris- Methyl 3,4,5-Tri- (Thio-phen-3- methoxyphenol ylmethoxy)- phenyl 2 0 Methyl 2-isopropoxy-3,4- 3,4,5-Tri- Bis-(Pyridin-4- methoxyphenol ylmethoxy)-phenyl 2 0 2-Isopropoxy- Methyl 3,4,5-Tri- 3,4-Bis-(Pyridin- methoxyphenol 4-yl-methoxy) phenyl 1 0 Methyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 1 0 3,4,5-Tris- Methyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Methyl 3,4,5-Tris- 3,4,5-Tri- (Pyrimidin-4- methoxyphenol ylmethoxy)phenyl 2 0 Benzyloxymethyl Benzyloxyphenyl 3,4,5-Tri- methoxyphenol 2 0 Methyl 3,4,5-Tris-(Benzyl- 3,4,5-Tri- oxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-3-yl- 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-(Pyridin-3-yl- 3-Phenylpropyl 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4-Di- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 4-Benzyloxy- carbonyl)phenyl 3,5-Dimethoxy- phenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 4-Allylyoxy-3,5- carbonyl)phenyl Dimethoxy- phenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-Benzyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-Allyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-[3-Phenyl-(E)- carbonyl)phenyl prop-2-enyl]-4- methoxyphenyl 2 0 3-Phenylpropyl 4-(Pyridin-4-yl- 4-Benzyloxy- carbonyl)phenyl 3,5-Dimethoxy- phenyl 2 0 3-Phenylpropyl 4-(Pyridin-4-yl- 3-Benzyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4-Di- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl Phenyl 3-Benzyloxy-4- methoxyphenyl 2 0 3-Phenylpropyl Phenyl 4-Benzyloxy- 3,5-Dimethoxy- phenyl 1 0 3-(Pyridin-3- 3-Phenylpropyl tert-Butyl yl)-propyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl)-propyl propyl methoxyphenol 1 0 Benzyloxymethyl Benzyloxyphenyl 3,4,5-Tri- methoxyphenol 1 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl-propyl propyl methoxyphenol 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- Isopropyl yl)-propyl propyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- Thiophen-2-yl yl)- 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4-Methylene- yl)-propyl propyl dioxyphenyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4-Methylene- yl)-prop-2-ynyl prop-2-ynyl dioxyphenyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl)-prop-2-ynyl prop-2-ynyl methoxyphenol 2 0 3-(Pyridin-2- 3-(Pyridin-2-yl)- 3,4,5-Tri- yl-propyl propyl methoxyphenol 2 0 Isopropyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Isopropyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Prop-2-enyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Prop-2-enyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl ______________________________________

Claim 11

A compound of formula (II): ##STR22## wherein n, m, B, D and U are defined as follows: ______________________________________ n m B D U ______________________________________ 2 0 3-Allyloxypropyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-[4-(N,N-Di 3-Phenylpropyl 3,4,5-Tri- methylamine- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-14-(Morpholino- 3-Phenylpropyl 3,4,5-Tri- 4-carbonyl) methoxyphenol phenyl)-propyl 2 0 4-Allyoxybutyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-Allyloxy- 3-Phenylpropyl 3,4,5-Tri- prop-1-ynyl methoxyphenol 2 0 3[4-(Piperi- 3-Phenylpropyl 3,4,5-Tri- dine-1-carbonyl) methoxyphenol phenyl)-propyl 2 0 5-Allyloxynonyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 Methyl 3,5-Bis(benzyl- 3,4,5-Tri- oxy)phenyl methoxyphenol 2 0 2-Allyloxyethyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-Allyloxy-(E)- 3-Phenylpropyl 3,4,5-Tri- prop-l-onyl methoxyphenol 2 0 3-13-(Morpho- 3-Phenylpropyl 3,4,5-Tri- lino-4-carbonyl) methoxyphenol phenyl]propyl 2 0 Dec-9-enyl 3-Phenylpropyl 3,4,5-Tri- methoxyphenol 2 0 3-[4-(N-Benzyl 3-Phenylpropyl 3,4,5-Tri- aminecarbonyl)- methoxyphenol phenyl]propyl 2 0 3-[4-(Thiomorpho- 3-Phenylpropyl 3,4,5-Tri- lino-4-carbonyl)- methoxyphenol phenyl]propyl 2 0 3-(Morpholino-4- 3-Phenylpropyl 3,4,5-Tri- carbonyl)phenyl- methoxyphenol 2 0 3-[4-(1-Methyl- 3-Phenylpropyl 3,4,5-Tri- piperazine-4- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-[4-(1-Benzyl- 3-Phenylpropyl 3,4,5-Tri- piperazine-4- methoxyphenol carbonyl)-phenyl] propyl 2 0 3-[3-(N-Benzyl- 3-Phenylpropyl 3,4,5-Tri- aminecarbonyl)- methoxyphenol phenylpropyl 2 0 3-[4-(N-Pyridin- 3-Phenylpropyl 3,4,5-Tri- 2-ylaminecarbon- methoxyphenol yl)-phenyl]propyl 2 0 Pryidin-3-yl 3-(Pyridin-3-yl)- 3,4,5-Tri- propyl methoxyphenol 2 0 Prop-2-enyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 Pyridin-3-yl 3-(Pyridin-4-yl- 3,4,5-Tri- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4,5-Tri- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,4-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 2,3,4-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Morpholino-4- 3,4,5-Tri- carbonyl)-4- methoxyphenol (Pyridin-4-yl- methoxy)phenyl 2 0 Methyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,5-Bis-(Pyridin-4- 3,4,5-Tri- ylmethoxy)phenyl methoxyphenol 2 0 3,5-Bis-(Pyridin- Methyl 3,4,5-Tri- 4-ylmethoxy) methoxyphenol phenyl 2 0 Methyl 3,5-Bis-(Pyridin-4- 3,4,5-Tri- y[methoxy)-4- methoxyphenol Methyl-phenyl 2 0 Ethyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Ethyl 3,4,5-Tri- (Pyridin-4-yl- methoxyphenol methoxy)phenyl 2 0 Prop-2-enyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 Methyl 3,4,6-Tris-(Pyridin- 3,4-Di- 4-ylmethoxy)phenyl methoxyphenyl 2 0 Ethenyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Ethenyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Propyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Propyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Methyl 3,4,5-Tris- 3,4,5-Tri- (Thiophen-3-yl- methoxyphenol methoxy)phenyl 2 0 3,4,5-Tris- Methyl 3,4,5-Tri- (Thio-phen-3- methoxyphenol ylmethoxy)- phenyl 2 0 Methyl 2-isopropoxy-3,4- 3,4,5-Tri- Bis-(Pyridin-4- methoxyphenol ylmethoxy)-phenyl 2 0 2-Isopropoxy- Methyl 3,4,5-Tri- 3,4-Bis-(Pyridin- methoxyphenol 4-yl-methoxy) phenyl 1 0 Methyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 1 0 3,4,5-Tris- Methyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Methyl 3,4,5-Tris- 3,4,5-Tri- (Pyrimidin-4- methoxyphenol ylmethoxy)phenyl 2 0 Benzyloxymethyl Benzyloxyphenyl 3,4,5-Tri- methoxyphenol 2 0 Methyl 3,4,5-Tris-(Benzyl- 3,4,5-Tri- oxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-3-yl- 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-(Pyridin-3-yl- 3-Phenylpropyl 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4-Di- methoxy)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 4-Benzyloxy- carbonyl)phenyl 3,5-Dimethoxy- phenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 4-Allylyoxy-3,5- carbonyl)phenyl Dimethoxy- phenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-Benzyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-Allyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3-[3-Phenyl-(E)- carbonyl)phenyl prop-2-enyl]-4- methoxyphenyl 2 0 3-Phenylpropyl 4-(Pyridin-4-yl- 4-Benzyloxy- carbonyl)phenyl 3,5-Dimethoxy- phenyl 2 0 3-Phenylpropyl 4-(Pyridin-4-yl- 3-Benzyloxy-4- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4,5-Tri- carbonyl)phenyl methoxyphenol 2 0 3-Phenylpropyl 3-(Pyridin-4-yl- 3,4-Di- carbonyl)phenyl methoxyphenyl 2 0 3-Phenylpropyl Phenyl 3-Benzyloxy-4- methoxyphenyl 2 0 3-Phenylpropyl Phenyl 4-Benzyloxy- 3,5-Dimethoxy- phenyl 1 0 3-(Pyridin-3- 3-Phenylpropyl tert-Butyl yl)-propyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl)-propyl propyl methoxyphenol 1 0 Benzyloxymethyl Benzyloxyphenyl 3,4,5-Tri- methoxyphenol 1 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl-propyl propyl methoxyphenol 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- Isopropyl yl)-propyl propyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- Thiophen-2-yl yl)- 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4-Methylene- yl)-propyl propyl dioxyphenyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4-Methylene- yl)-prop-2-ynyl prop-2-ynyl dioxyphenyl 2 0 3-(Pyridin-3- 3-(Pyridin-3-yl)- 3,4,5-Tri- yl)-prop-2-ynyl prop-2-ynyl methoxyphenol 2 0 3-(Pyridin-2- 3-(Pyridin-2-yl)- 3,4,5-Tri- yl-propyl propyl methoxyphenol 2 0 Isopropyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Isopropyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl 2 0 Prop-2-enyl 3,4,5-Tris-(Pyridin- 3,4,5-Tri- 4-ylmethoxy)phenyl methoxyphenol 2 0 3,4,5-Tris- Prop-2-enyl 3,4,5-Tri- (Pyridin-4- methoxyphenol ylmethoxy)phenyl ______________________________________

Claim 12

The compound according to claim 1, wherein, in formula (I), at least one of B or D is independently represented by the formula --(CH 2 ) r --(X)--(CH 2 ) s --Ar 2 , wherein: r is 0-4; s is 0-1; and each X is independently selected from the group consisting of CH 2 , O, S, SO, and SO 2 .

Claim 13

A compound selected from the group consisting of: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, and mixtures thereof.

Claim 14

A compound selected from the group consisting of: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, and mixtures thereof.

Claim 15

A pharmaceutical composition comprising: a compound selected from: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, mixtures thereof, other compounds of formula (II) and other compounds of formula (I), said compound being present in an amount effective to treat or prevent multi-drug resistance; and a pharmaceutically acceptable carrier, adjuvant or vehicle.

Claim 16

A pharmaceutical composition comprising: a compound selected from: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, mixtures thereof, other compounds of formula (II) and other compounds of formula (I), said compound being present in an amount effective to treat or prevent multi-drug resistance; and a pharmaceutically acceptable carrier, adjuvant or vehicle.

Claim 17

The pharmaceutical composition according to claim 10, further comprising a chemotherapeutic agent.

Claim 18

The pharmaceutical composition according to claim 10 or 11, further comprising a chemosensitizer other than a compound according to formula (I).

Claim 19

A pharmaceutical composition comprising: a compound selected from: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, mixtures thereof, other compounds of formula (II) and other compounds of formula (I), said compound being present in an amount effective to reduce, suppress or prevent an immune response; and a pharmaceutically acceptable carrier, adjuvant or vehicle.

Claim 20

A pharmaceutical composition comprising: a compound selected from: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, mixtures thereof, other compounds of formula (II) and other compounds of formula (I), said compound being present in an amount effective to reduce, suppress or prevent an immune response; and a pharmaceutically acceptable carrier, adjuvant or vehicle.

Claim 21

The pharmaceutical composition according to claim 13, further comprising an immunosuppressant selected from the group consisting of cyclosporin A, rapamycin, FK-506, 15-deoxyspergualin, OKT3 and azathioprine.

Claim 22

The pharmaceutical composition according to claim 13 or 14, further comprising an immunosuppressant selected from the group consisting of micophenolic acid and brequinar.

Claim 23

The pharmaceutical composition according to claim 13 or 14, further comprising a steroid.

Claim 28

The method according to claim 17 or 18, wherein at least one of B or D is independently selected from the group consisting of (C2-C10)-straight or branched alkynyl; (C5-C7)-cycloalkyl substituted (C2-C6)-straight or branched alkynyl; (C5-C7)-cycloalkenyl substituted (C2-C6)-straight or branched alkynyl; and Ar 1 -substituted (C2-C6)-straight or branched alkynyl.

Claim 29

The method according to claim 17 or 18, wherein, at least one of B or D is independently selected from the group consisting of Ar', Ar'-substituted (C1-C6)-straight or branched alkyl, and Ar'-substituted (C2-C6)-straight or branched alkenyl or alkynyl; wherein Ar' is an Ar group substituted with one to three substituents which are independently selected from the group consisting of N-(straight or branched (C1-C5)-alkyl or (C2-C5)-alkenyl) carboxamides, N,N-di-(straight or branched (C1-C5)-alkyl or (C2-C5)-alkenyl)carboxamides, N-morpholinocarboxamide, N-benzylcarboxamide, N-thiomorpholinocarboxamide, N-picolinoylcarboxamide, O--X, CH 2 --(CH 2 ) q --X, O--(CH 2 ) q --X, (CH 2 ) q --O--X, and CH═CH--X; wherein X is 4-methoxyphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrazyl, quinolyl, 3,5-dimethylisoxazoyl, isoxazoyl, 2-methylthiazoyl, thiazoyl, 2-thienyl, 3-thienyl, or pyrimidyl; and q is 0-2.

Claim 30

The method according to claim 17, wherein at least one of B or D is independently represented by the formula --(CH 2 ) r --(X)--(CH 2 ) s --Ar 1 , wherein: r is 0-4; s is 0-1; and each X is independently selected from the group consisting of CH 2 , O, S, SO, SO 2 , N, and NR, wherein R is selected from the group consisting of hydrogen, (C1-C4)-straight or branched alkyl, (C2-C4)-straight or branched alkenyl or alkynyl, and (C1-C4) bridging alkyl, wherein a bridge is formed between the nitrogen atom and the Ar 1 group.

Claim 31

The method according to claim 17 or 18, wherein said compound of formula (I) is selected from the group consisting of: (S)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; (R)-1-(2-oxo-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylic acid-4-pyridin-3-yl-1-(3-pyridin-3-yl-propyl)butyl ester; pharmaceutically acceptable derivatives thereof, and mixtures thereof.

Claim 32

A method for reducing, suppressing or preventing an immune response in a mammal comprising the step of administering to said mammal a pharmaceutical composition comprising; a compound in an amount effective to reduce, suppress or prevent said immune response; and a pharmaceutically acceptable carrier, adjuvant or vehicle; said compound being a compound of formula (I) as defined in claim 1.

Claim 33

The method according to claim 23, further comprising the step of administering to said mammal an immunosuppressant selected from the group consisting of cyclosporin A, rapamycin, FK-506, 15-deoxyspergualin, OKT3 and azathioprine.

Claim 34

The method according to claim 23, further comprising the step of administering a steroid to said mammal.

Claim 36

The method according to claim 17 or 18, wherein the compound is not substantially immunosuppressive at the dosage level required to cause chemosensitization.