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Indoles Biologically important heterocyclic

Indole is an important heterocyclic system because it is built into proteins in the form of the amino acid tryptophan (Chapter 49), because it is the basis of important drugs such as indomethacin, and because it provides the skeleton of the indole alkaloids—biologically active compounds from plants including strychnine and LSD (alkaloids are discussed in Chapter 51). [Pg.1169]

To date, NMR has been used to study (a) the structures of indoles, substituted in both heterocyclic as well as the benzenoid ring (recently, there have been a number of publications wherein NMR is used to elucidate the complicated structures of biologically important antibiotics95,110-112 and alkaloids113-117 containing the indole skeleton) (b) tautomeric structures and equilibria 96, 118-120 (c) the stereochemistry of side-chain substituents and (d) the protonation of indoles. It is hoped that in the future many significant applications of NMR in the indole field, such as a study of intermolecular and intramolecular reactions and the rates of fast reactions, will be found. [Pg.322]

The biological activity of azoles and their derivatives (indoles, purines, etc.) and their abundance as structural motif in natural products made them a prime target and test ground in the development of catalytic transformations. This chapter is mainly dedicated to the reactions of monocyclic five membered heterocycles and indole. The chemistry of other condensed systems of importance, such as purines, is discussed in Chapter 8. [Pg.97]

Aryl indole as a G-protein-coupled receptor (GPCR) privileged scaffold. The indole ring is a premier example of a privileged scaffold. The heterocycle is present in a profusion of medicinally important natural products and pharmaceutical substances, and it is associated with an extraordinary manifold of biological... [Pg.15]

Five-membered heterocyclic amines have been attracting attention for a long time. Their antioxidant effect was confirmed in model experiments. Derivatives of indole and carbazole are HS for PVC and copolymers of vinyl chloride [92], Some indoles are medical or biological AO protecting against chemical carcinogenesis or chemically induced hepatoxicity [93]. 6-Hydroxycarbazole suppresses oxidation of methyl linoleate, its sacrificial transformation yields a QI. 2,2-Disubstituted l,2-dihydro-3-oxo(or phenylimino)-3//-indoles (15a, b, R = Me, Et) have a potential importance as HS for PO [36]. [Pg.117]

Regioselective substitution on indole is one of the most important goals in heterocyclic chemistry owing to the great importance of indoles in the preparation of biologically active products. The 2- and 3-positions of the ring are the normal sites of attack in the electrophilic substitution, including acylation because of their much more nucleophilic activity. ... [Pg.10]

Monocyclic and Bicyclic aromatic heterocycles such as imidazoles, thiazoles, thiadiazoles, oxazoles, oxadiazoles quinazolines, indoles, benzimidazoles, purines pyrido[43-d]pyri-midines, thiazolo[5,4-d]pyrimidines, thiazolo[4,5-d]pyrimidines, oxazolo[5,4-d]pyrimi-dines and thieno[2,3-d]pyrimidines are renowned pharmacophores in drug discovery. These special structures are well explained and exemplified in chemical compound libraries. In this chapter, several types of thiazole based heterocyclic scaffolds such as mono-cyclic or bicyclic systems synthesis and their biological activities studies are presented, which are not frequently present in books and reviews. We mention the first importance of synthetic route of various thiazole based compounds and their applications in medicinal chemistry in this chapter. [Pg.1]

Nature abounds with compounds having a heterocyclic aromatic ring fused to one or more other rings. Two such compounds especially important in the biological world are indole and purine ... [Pg.288]


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