Muscarine, imidazole, oxazole, thiazole and peptide alkaloids, and other miscellaneous alkaloids

Lewis, John R.

doi:10.1039/a815371y

Cited by 10 publications

(1 citation statement)

References 145 publications

(124 reference statements)

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“…valinomycin, for recognition of metal cations (Hughes, 1987). There are however a variety of other macrocyclic natural products, such as the bisbenzyliso-quinoline family of alkaloids (Glasby, 1975), other macrocyclic alkaloids (Lewis, 1994), macrocyclic bis(bibenzy1s) (Kesed and Nbgrtidi, 1995) and some antibiotics, e.g. rifamycins (Riva and Silvestri, 1972), which possess suitable structural characteristics to function as host molecules.…”

Section: Introductionmentioning

confidence: 99%

Molecular Recognition by Natural Macrocycles. I. d‐Tubocurarine as a Host Molecule for Organic Anions

1996

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The binding of 8-anilino-1-naphthalenesulfonate and 15 anions of substituted benzoic, aliphatic dicarboxylic, and N-acetyl-alpha-amino acids to a macrocyclic alkaloid d-tubocurarine in aqueous solution has been studied by fluorometry, conductometry, and 1H NMR. The binding constants vary from ca. 50 to 3300 M-1 depending on the guest structure, charge and hydrophobicity. The results of fluorescence and NMR studies show that the host-guest complexation of the anions of aromatic acids involves the formation of a salt bridge between the quaternary nitrogen of the alkaloid and the anionic group of the guest as well as hydrophobic/Van der Waals interactions between the guest and host aromatic moieties. The binding of dianions of aliphatic dicarboxylic acids most probably is purely electrostatic. In general, d-tubocurarine possesses binding ability comparable to that of synthetic cyclophanes. It binds enantiospecifically anions of N-acetyl-alpha-amino acids and discriminates between positional isomers of anions of hydroxy and carboxy substituted benzoic acids.

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Section: Introductionmentioning

confidence: 99%

Molecular Recognition by Natural Macrocycles. I. d‐Tubocurarine as a Host Molecule for Organic Anions

1996

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4‐Methoxycarbonyl‐2‐Methyl‐1,3‐Oxazole

2003

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4‐Methoxycarbonyl‐2‐Methyl‐1,3‐oxazole R Methylacetlmidate hydrochloride Methyl glycinate hydrochloride I Methyl α‐[(methoxyethylidene)amino]acetate 1 Potassium methyl α‐[(methoxyethylidene)amino]‐β‐hydroxyacrylate 2 P 4‐Methyloxycarbonyl‐2‐methyl‐1,3‐oxazole 3

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Synthesis, Antioxidant, and Cytotoxic Activities of N‐Azole Substituted Thiomorpholine Derivatives

Reddy

Padmaja

et al. 2014

Archiv der Pharmazie

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A new class of N-azole substituted thiomorpholine derivatives were prepared and their antioxidant and cytotoxic activities were studied. The methyl substituted oxazolyl thiomorpholine dioxide 9b exhibited radical scavenging activity greater than the standard ascorbic acid. On the other hand, the thiazolyl thiomorpholine 10c having a chloro substituent on the aromatic ring was identified as a remarkable lead molecule for cytotoxic activity against A549 and HeLa cells, with IC50 values of 10.1 and 30.0 µM, respectively.

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Muscarine, imidazole, oxazole, thiazole and peptide alkaloids, and other miscellaneous alkaloids

Cited by 10 publications

References 145 publications

Molecular Recognition by Natural Macrocycles. I. d‐Tubocurarine as a Host Molecule for Organic Anions

Molecular Recognition by Natural Macrocycles. I. d‐Tubocurarine as a Host Molecule for Organic Anions

4‐Methoxycarbonyl‐2‐Methyl‐1,3‐Oxazole

Synthesis, Antioxidant, and Cytotoxic Activities of N‐Azole Substituted Thiomorpholine Derivatives

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