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Stereochemical Analysis of Leubethanol, an Anti-TB-Active Serrulatane, from Leucophyllum frutescens

Molina-Salinas, Gloria M ; Rivas-Galindo, Verónica M ; Said-Fernández, Salvador ; Lankin, David C ; Muñoz, Marcelo A ; Joseph-Nathan, Pedro ; Pauli, Guido F ; Waksman, Noemí

Journal of natural products (Washington, D.C.), 2011-09, Vol.74 (9), p.1842-1850 [Periódico revisado por pares]

Northbrook, IL: American Chemical Society and American Society of Pharmacognosy

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Título:
Stereochemical Analysis of Leubethanol, an Anti-TB-Active Serrulatane, from Leucophyllum frutescens
Autor: Molina-Salinas, Gloria M ; Rivas-Galindo, Verónica M ; Said-Fernández, Salvador ; Lankin, David C ; Muñoz, Marcelo A ; Joseph-Nathan, Pedro ; Pauli, Guido F ; Waksman, Noemí
Assuntos: Antitubercular Agents - chemistry ; Antitubercular Agents - isolation & purification ; Antitubercular Agents - pharmacology ; Biological and medical sciences ; Circular Dichroism ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Diterpenes - pharmacology ; General pharmacology ; Medical sciences ; Mexico ; Molecular Structure ; Mycobacterium tuberculosis - drug effects ; Nuclear Magnetic Resonance, Biomolecular ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Bark - chemistry ; Plant Roots - chemistry ; Scrophulariaceae - chemistry
É parte de: Journal of natural products (Washington, D.C.), 2011-09, Vol.74 (9), p.1842-1850
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Equally contributing authors.
Actual address: Biochemistry Department, Facultad de Medicina, UANL
Descrição: Bioactivity-guided fractionation of the methanolic root bark extract of Leucophyllum frutescens led to the identification of leubethanol (1), a new serrulatane-type diterpene with activity against both multi-drug-resistant and drug-sensitive strains of virulent Mycobacterium tuberculosis. Leubethanol (1) was identified by 1D/2D NMR data, as a serrulatane closely related to erogorgiane (2), and exhibited anti-TB activity with minimum inhibitory concentrations in the range 6.25–12.50 μg/mL. Stereochemical evidence for 1 was gleaned from 1D and 2D NOE experiments, from 1H NMR full spin analysis, and by comparison of the experimental vibrational circular dichroism (VCD) spectrum to density functional theory calculated VCD spectra of two diastereomers.
Editor: Northbrook, IL: American Chemical Society and American Society of Pharmacognosy
Idioma: Inglês

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Stereochemical Analysis of Leubethanol, an Anti-TB-Active Serrulatane, from Leucophyllum frutescens

Molina-Salinas, Gloria M ; Rivas-Galindo, Verónica M ; Said-Fernández, Salvador ; Lankin, David C ; Muñoz, Marcelo A ; Joseph-Nathan, Pedro ; Pauli, Guido F ; Waksman, Noemí

Northbrook, IL: American Chemical Society and American Society of Pharmacognosy

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