RESUMO
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.
Assuntos
Inula/química , Sesquiterpenos/isolamento & purificação , Estrutura Molecular , Sesquiterpenos/química , Análise EspectralRESUMO
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).
Assuntos
Ferula/química , Sesquiterpenos/farmacologia , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus epidermidis/efeitos dos fármacos , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Frutas/química , Meticilina/farmacologia , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificaçãoRESUMO
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.
Assuntos
Fármacos Anti-HIV/química , Apiaceae/química , Cumarínicos/química , Furocumarinas/química , Plantas Medicinais/química , Acetilação , Fármacos Anti-HIV/farmacologia , Cumarínicos/farmacologia , Furocumarinas/farmacologia , HIV-1/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Conformação Molecular , Espectrometria de Massas de Bombardeamento Rápido de Átomos , Uzbequistão , Zidovudina/farmacologiaRESUMO
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.
Assuntos
Apiaceae/química , Benzoatos/isolamento & purificação , Benzoatos/química , Estrutura Molecular , Raízes de Plantas/química , Análise EspectralRESUMO
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.
Assuntos
Apiaceae/química , Pironas/isolamento & purificação , Terpenos/isolamento & purificação , Estrutura Molecular , Pironas/química , Análise Espectral , Terpenos/químicaRESUMO
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.
Assuntos
Inula/química , Sesquiterpenos/isolamento & purificação , Terpenos/isolamento & purificação , Cristalografia por Raios X , Modelos Moleculares , Estrutura Molecular , Sesquiterpenos/química , Análise Espectral , Terpenos/químicaRESUMO
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.
Assuntos
Butanóis/isolamento & purificação , Plantas Medicinais/química , Polygonaceae/química , Estilbenos/isolamento & purificação , Butanóis/química , Espectroscopia de Ressonância Magnética , Extratos Vegetais/química , Raízes de Plantas/química , Espectrometria de Massas de Bombardeamento Rápido de Átomos , Estilbenos/química , UzbequistãoRESUMO
Methanol extracts of the air-dried roots and stems of Ferula kuhistanica afforded seven daucane-type sesquiterpenes, called kuhistanicaol A-G, together with 13 known daucane esters. Their structures were established on the basis of spectroscopic evidence and the results of chemical reactions.
Assuntos
Apiaceae/química , Sesquiterpenos/isolamento & purificação , Estrutura Molecular , Sesquiterpenos/química , Análise EspectralRESUMO
[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.
Assuntos
Terpenos/isolamento & purificação , Árvores/química , Dimerização , Inula , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Terpenos/químicaRESUMO
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.
Assuntos
Cumarínicos/isolamento & purificação , Ferula/química , Plantas Medicinais , Plantas Tóxicas , Sesquiterpenos/isolamento & purificação , Cumarínicos/metabolismo , Ferula/metabolismo , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
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.
Assuntos
4-Butirolactona/análogos & derivados , Cromonas/química , Ferula/química , Plantas Medicinais , Plantas Tóxicas , Sesquiterpenos/química , 4-Butirolactona/química , 4-Butirolactona/isolamento & purificação , Cromonas/isolamento & purificação , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Extratos Vegetais/análise , Sesquiterpenos/isolamento & purificaçãoRESUMO
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.
Assuntos
Apiaceae/química , Benzoatos/isolamento & purificação , Benzoatos/química , Citocinas/sangue , Humanos , Lipopolissacarídeos/farmacologia , Monócitos/efeitos dos fármacos , Monócitos/metabolismo , Análise EspectralRESUMO
The methanol extract of the dried roots of Ferula sumbul afforded two furanocoumarin esters, fesumtuorin A, B, one bicoumarin, fesumtuorin C, five spirobicoumarins, fesumtuorin D, E, F, G and H, along with nineteen known coumarins. Their structures were established on the basis of spectroscopic studies. Some of the isolated compounds showed anti-HIV activity and very weak inhibition of cytokine release.