14-hydroxy-docosahexaenoic acid compounds

1. A method of treating or preventing inflammation associated with arterial inflammation, arthritis, psoriasis, urticaria, vasculitis, asthma, ocular inflammation, pulmonary inflammation, pulmonary fibrosis, seborrheic dermatitis, pustular dermatosis, cardiovascular diseases, AIDS, allergic responses, Alzheimer's disease, inflammatory diseases, atherosclerosis, bone diseases, breast cancer, cancer, colon cancer, congenital defects, degenerative neurologic disorders, dementia, dermatology disorders, diabetes mellitus, endocrine disorders, eye diseases, gastrointestinal disorders, genitourinary disorders, hearing disorders, hematologic disorders, hepatobiliary disorders, hypertension, immunologic disorders, infectious diseases, leukemia/lymphoma, lung cancer, metabolic disorders, neonatology, neurological disorders, neuromuscular disorders, obesity/eating disorders, orthopedic disorders, parasitic diseases, perinatal disorders, prostate cancer, psychiatric disorders, pulmonary disorders, renal disorders, reproduction disorders, rheumatic diseases, stroke, surgical transplantation disorders, vascular disorders, oral infections, periodontal diseases, brain injury, trauma and neuronal inflammation, neurodegeneration, memory loss, wrinkles, psoriasis, dandruff or dermatitis, comprising administering to a subject in need thereof comprising, administering to a subject in need thereof an effective amount of a compound having the formula (I):

wherein each of P 1 and P 2 individually is a protecting group or a hydrogen atom;

wherein is a double bond;

wherein each double bond is independently in the Z or E configuration, with the exception that when Z is COOH and P 1 and P 2 are H, the double bonds are not in the configuration C4:Z, C8:E, C10:Z, C12:Z; C16:Z and C19:Z;

wherein the carbon at C7 and C14 are, independently, either R or S;

wherein Z is —C(O)OR d , —C(O)NR c R c , —C(O)H, —C(NH)NR c R c , —C(S)H, —C(S)OR d , —C(S)NR c R c , or —CN;

each R a , is independently selected from hydrogen, (C1-C6) alkyl, (C3-C8) cycloalkyl, cyclohexyl, (C4-C11) cycloalkylalkyl, (C5-C10) aryl, phenyl, (C6-C16) arylalkyl, benzyl, 2-6 membered heteroalkyl, 3-8 membered cycloheteroalkyl, morpholinyl, piperazinyl, homopiperazinyl, piperidinyl, 4-11 membered cycloheteroalkylalkyl, 5-10 membered heteroaryl or 6-16 membered heteroarylalkyl;

each R c , is independently a protecting group or R a , or, alternatively, each R c is taken together with the nitrogen atom to which it is bonded to form a 5 to 8-membered cycloheteroalkyl or heteroaryl which may optionally include one or more of the same or different additional heteroatoms and which may optionally be substituted with one or more of the same or different R a or suitable R b groups;

each R b is independently selected from ═O, —OR d , (C1-C3) haloalkyloxy, —OCF 3 , ═S, —SR d , ═NR d , ═NOR d , —NR c R c , halogen, —CF 3 , —CN, —NC, —OCN, —SCN, —NO, —NO 2 , ═N 2 , —N 3 , —S(O)R d , —S(O) 2 R d , —S(O) 2 OR d , —S(O)NR c R c , —S(O) 2 NR c R c , —OS(O)R d , —OS(O) 2 R d , —OS(O) 2 OR d , —OS(O) 2 NR c R c , —C(O)R d , —C(O)OR d , —C(O)NR c R c , —C(NH)NR c R c , —C(NR a )NR c R c , —C(NOH)R a , —C(NOH)NR c R c , —OC(O)R d , —OC(O)OR d , —OC(O)NR c R c , —OC(NH)NR c R c , —OC(NR a )NR c R c , —[NHC(O)] n R d , —[NR a C(O)] n R d , —[NHC(O)] n OR d , —[NR a C(O)] n OR d , —[NHC(O)] n NR c R c , —[NR a C(O)] n NR c R c , —[NHC(NH)] n NR c R c or —[NR a C(NR a )] n NR c R c ;

each n, independently is an integer from 0 to 3; and

each R d , independently is a protecting group or R a ;

or a pharmaceutically acceptable salt or ester thereof; and

optionally, a pharmaceutically acceptable carrier;

provided that: when the compound has the configuration 7R,14S-C4:Z, C8:E, C10:E, C12:Z; C16:Z or C19:Z or 7S,14S C4:Z, C8:E, C10:Z, C12:E, C16:Z, C19:Z

(i) the compound is purified; and/or

(ii) when Z is —C(O)OR d , then R d for Z is not a hydrogen.

2. The method of claim 1 , wherein:

when

(i) P 1 and P 2 are both hydrogen atoms; and/or

(ii) the compound is purified, Z is —C(O)OR d and R d of Z is a hydrogen atom; and/or

(iii) the C-7 hydroxy has an S configuration; and/or

(iv) the C-14 alcohol has an S configuration; and/or

(v) the double bonds at the 4, 10, 16 and 19 positions are each of Z configuration.

3. The method of claim 1 , wherein the compound has the formula: