RESUMEN
[structure: see text] Two novel sesquiterpene and monoterpene dimers, macrophyllols A (1) and B (2), were isolated from the bark of Inula macrophylla. Their structures were determined on the basis of spectral evidence (especially HREIMS and 2D NMR) as well as chemical transformation. The structure of macrophyllol A (1) was confirmed by X-ray analysis. The possible biosynthetic pathways of macrophyllols A (1) and B (2) are discussed.
Asunto(s)
Terpenos/aislamiento & purificación , Árboles/química , Dimerización , Inula , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Estructura Molecular , Terpenos/químicaRESUMEN
The methanol extract of the dried roots of Rheum maximowiczii afforded four phenylbutanoid and two stilbene derivatives. Their structures were established on the basis of chemical and spectroscopic studies.
Asunto(s)
Butanoles/aislamiento & purificación , Plantas Medicinales/química , Polygonaceae/química , Estilbenos/aislamiento & purificación , Butanoles/química , Espectroscopía de Resonancia Magnética , Extractos Vegetales/química , Raíces de Plantas/química , Espectrometría de Masa Bombardeada por Átomos Veloces , Estilbenos/química , UzbekistánRESUMEN
The methanol extract of the dried aerial parts of Prangos tschimganica afforded seven monoterpenoids and four gamma-pyrone derivatives. Their structures were established on the basis of chemical and spectroscopic evidence.
Asunto(s)
Apiaceae/química , Pironas/aislamiento & purificación , Terpenos/aislamiento & purificación , Estructura Molecular , Pironas/química , Análisis Espectral , Terpenos/químicaRESUMEN
Macrophyllidimer C, a novel bis-sesquiterpene, in which the two sesquiterpene units are directly connected by a C-C bond, and eight other sesquiterpenolides were obtained from the bark of Inula macrophylla. Seven of these, macrophyllilactones A-G, are new eudesmanolide- and elemanolide-type sesquiterpenes. Their structures were determined on the basis of spectroscopic evidence and chemical reaction.
Asunto(s)
Inula/química , Sesquiterpenos/aislamiento & purificación , Estructura Molecular , Sesquiterpenos/química , Análisis EspectralRESUMEN
Ethyl acetate extracts of the air-dried fruits of Ferula kuhistanica afforded three daucane esters: kuhistanicaol H, I and J, together with nine other known compounds. Their structures were established on the basis of spectroscopic evidence. Isolated compounds in this paper and previously reported compounds from the roots and stems of F. kuhistanica were tested for antibacterial activity. Some of them were selectively toxic against Gram-positive bacteria, including methicillin-sensitive and methicillin-resistant Staphylococcus aureus (MSSA and MRSA).
Asunto(s)
Ferula/química , Sesquiterpenos/farmacología , Staphylococcus aureus/efectos de los fármacos , Staphylococcus epidermidis/efectos de los fármacos , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Frutas/química , Meticilina/farmacología , Sesquiterpenos/química , Sesquiterpenos/aislamiento & purificaciónRESUMEN
Four new prenylated benzoic acid derivatives, kuhistanols A-D (1-4), along with one known compound, 3-farnesyl-p-hydroxybenzoic acid (5), have been isolated from the roots of the Uzbekistan medicinal plant, Ferula kuhistanica. Their structures were established on the basis of chemical and spectral evidence. Compound 4 showed a significant inhibitory effect on cytokine production in lipopolysaccharide-stimulated human peripheral mononuclear cells.
Asunto(s)
Apiaceae/química , Benzoatos/aislamiento & purificación , Benzoatos/química , Citocinas/sangre , Humanos , Lipopolisacáridos/farmacología , Monocitos/efectos de los fármacos , Monocitos/metabolismo , Análisis EspectralRESUMEN
Six new compounds-two sesquiterpene coumarins, pallidones A and B (1, 2), and four related derivatives, pallidones C-F (3-6), as well as two known sesquiterpene coumarins, feselol (7) and conferol (8), have been isolated from the EtOAc extracts of the roots of Ferula pallida. All structures of these compounds were determined on the basis of spectral evidence, especially 2D NMR ((1)H-(1)H COSY, HSQC, HMBC, and NOESY) and HRMS. The possible biosynthetic pathway of pallidones C-F (3-6) is discussed.
Asunto(s)
Cumarinas/aislamiento & purificación , Ferula/química , Plantas Medicinales , Plantas Tóxicas , Sesquiterpenos/aislamiento & purificación , Cumarinas/metabolismo , Ferula/metabolismo , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Espectrofotometría Infrarroja , Espectrofotometría UltravioletaRESUMEN
Four novel compounds-two sesquiterpene phenylpropanoid derivatives, pallidones G (1) and H (2), and two sesquiterpene chromone derivatives, pallidones I (3) and J (4)-have been isolated from the roots of Ferula pallida. Their structures were determined on the basis of NMR and HREIMS evidence.
Asunto(s)
4-Butirolactona/análogos & derivados , Cromonas/química , Ferula/química , Plantas Medicinales , Plantas Tóxicas , Sesquiterpenos/química , 4-Butirolactona/química , 4-Butirolactona/aislamiento & purificación , Cromonas/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Extractos Vegetales/análisis , Sesquiterpenos/aislamiento & purificaciónRESUMEN
The methanol extract of the dried aerial parts of Prangos tschimganica gave three new coumarin derivatives and 30 known coumarin derivatives. Their structures were established on the basis of chemical and spectroscopic evidence. Absolute configuration of the isolated compounds were determined by using a modified Mosher's method. Some of the isolated compounds showed anti-HIV activity.
Asunto(s)
Fármacos Anti-VIH/química , Apiaceae/química , Cumarinas/química , Furocumarinas/química , Plantas Medicinales/química , Acetilación , Fármacos Anti-VIH/farmacología , Cumarinas/farmacología , Furocumarinas/farmacología , VIH-1/efectos de los fármacos , Espectroscopía de Resonancia Magnética , Conformación Molecular , Espectrometría de Masa Bombardeada por Átomos Veloces , Uzbekistán , Zidovudina/farmacologíaRESUMEN
Eleven new sesquiterpenes (1--11) and two thymol derivatives (12, 13), along with 12 known sesquiterpenes and monoterpenes, were isolated from the bark of Inula macrophylla. Their structures were determined on the basis of spectral evidence (especially by HREIMS and 2D NMR) as well as chemical transformations. The structure of macrophyllic acid A (1) was confirmed by X-ray analysis, and the absolute configuration of 1 was determined on the basis of the appropriate chemical conversions and the application of a modified Mosher's method.
Asunto(s)
Inula/química , Sesquiterpenos/aislamiento & purificación , Terpenos/aislamiento & purificación , Cristalografía por Rayos X , Modelos Moleculares , Estructura Molecular , Sesquiterpenos/química , Análisis Espectral , Terpenos/químicaRESUMEN
Four new farnesyl hydroxybenzoic acid derivatives, kuhistanols E-H (1-4), were isolated from the roots of the Uzbekistan medicinal plant Ferula kuhistanica. The structures of the new compounds were elucidated based on spectroscopic and chemical evidence.
Asunto(s)
Apiaceae/química , Benzoatos/aislamiento & purificación , Benzoatos/química , Estructura Molecular , Raíces de Plantas/química , Análisis EspectralRESUMEN
From the aerial parts of Phlomis spinidens, two new flavonol bisglycosides, phlomisflavosides A (1) and B (2), were isolated together with the known compounds, astragalin, isoquercitrin, lamiridoside, phlomoside A, shanzhiside methyl ester, 8-O-acetylshanzhiside methyl ester, phlorigidoside C, rodioloside (=salidroside), forsythoside B, citroside A and lariciresinol-4'-O-beta-D-glucoside. The structures of the new compounds were elucidated based on spectral and chemical evidence.