Biomaterial Database

Synthesis and characterization of new 10-acylderivatives of the antipsoriatic agent dithranol: coupling products of dithranol with all-trans-retinoic acid, 13-cis-retinoid acid and an aromatic analogue of retinoic acid: all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl- nona-2,4,6,8-tetraenoate. 1990

J D Berset, and A Krebs

Dermatologische Klinik Universität Bern.

The synthesis of new 10-acylderivatives of dithranol 1 is described. Compound 1 was reacted with the acid chlorides of all-trans retinoic acid 5, 13-cis-retinoic acid 6 and all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-nona-2,4,6,8- tetraenoate 7 in toluene and collidin as a base to give the coupling products 2, 3 and 4. The different structures were confirmed by high resolution 1H- and 13C-NMR spectroscopy. Initial investigations with the enzyme glucose-6-phosphate dehydrogenase indicate that all of them are inhibitors of the protein and therefore might have antipsoriatic activity.

UI	MeSH Term	Description	Entries
D009682	Magnetic Resonance Spectroscopy	Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING).	In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D011565	Psoriasis	A common genetically determined, chronic, inflammatory skin disease characterized by rounded erythematous, dry, scaling patches. The lesions have a predilection for nails, scalp, genitalia, extensor surfaces, and the lumbosacral region. Accelerated epidermopoiesis is considered to be the fundamental pathologic feature in psoriasis.	Palmoplantaris Pustulosis,Pustular Psoriasis of Palms and Soles,Pustulosis Palmaris et Plantaris,Pustulosis of Palms and Soles,Psoriases
D000875	Anthralin	An anthracene derivative that disrupts function and structure of MITOCHONDRIA and is used for the treatment of DERMATOSES, especially PSORIASIS. It may cause FOLLICULITIS.	1,8-Dihydroxy-9-anthrone,Dithranol,1,8,9-Anthracenetriol,1,8-Dihydroxy-9(10H)-anthracenone,Anthraforte,Anthranol,Cignolin,Cygnoline,Dihydroxyanthranol,Dithrocream,Ditranol FNA,Lasan,Micanol,Psoradrate,Psoricrème,1,8 Dihydroxy 9 anthrone,FNA, Ditranol
D014212	Tretinoin	An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).	Retinoic Acid,Vitamin A Acid,Retin-A,Tretinoin Potassium Salt,Tretinoin Sodium Salt,Tretinoin Zinc Salt,Vesanoid,all-trans-Retinoic Acid,beta-all-trans-Retinoic Acid,trans-Retinoic Acid,Acid, Retinoic,Acid, Vitamin A,Acid, all-trans-Retinoic,Acid, beta-all-trans-Retinoic,Acid, trans-Retinoic,Potassium Salt, Tretinoin,Retin A,Salt, Tretinoin Potassium,Salt, Tretinoin Sodium,Salt, Tretinoin Zinc,Sodium Salt, Tretinoin,Zinc Salt, Tretinoin,all trans Retinoic Acid,beta all trans Retinoic Acid,trans Retinoic Acid
D015474	Isotretinoin	A topical dermatologic agent that is used in the treatment of ACNE VULGARIS and several other skin diseases. The drug has teratogenic and other adverse effects.	13-cis-Retinoic Acid,Accutane,Isotretinoin Zinc Salt, 13-cis-Isomer,Ro 4-3780,Roaccutane,13 cis Retinoic Acid,Isotretinoin Zinc Salt, 13 cis Isomer,Ro 4 3780,Ro 43780
D017255	Acitretin	An oral retinoid effective in the treatment of psoriasis. It is the major metabolite of ETRETINATE with the advantage of a much shorter half-life when compared with etretinate.	13-cis-Acitretin,Etretin,Isoetretin,Acitretin, (Z,E,E,E)-Isomer,Isoacitretin,Neotigason,Ro 10-1670,Ro 13-7652,Ro-10-1670,Ro-13-7652,Soriatane,Ro 101670,Ro 137652,Ro101670,Ro137652