RESUMO
Two new triterpenoids trivially named as atriplicoide A and B were isolated from the n-BuOH extract of the whole plant of Zygophyllum eurypterum. Based on EI-MS, IR, 1H- and 13C-NMR, and 2D-NMR (HMQC, HMBC, COSY and NOESY) data, the structures of the new compounds were determined as 30-carboxy-3beta,24-dihydroxy-urs-28,13beta-lactam-N-acetate (1) and 3beta,24-dihydroxyursan-28,13beta-olide (2).
Assuntos
Triterpenos/isolamento & purificação , Zygophyllum/química , Espectroscopia de Ressonância Magnética , Triterpenos/químicaRESUMO
Two new acylated flavonol glycosides, 3-O-{[2-O-beta-D-glucopyranosyl]-3-[O-beta-D-glucopyranosyl]-4-[(6-O-p-coumaroyl)-O-beta-D-glucopyranosyl]}-alpha-L-rhamnopyranosyl-kaempferol 7-O-alpha-L-rhamnopyranoside and 3-O-{2-[(6-O-p-coumaroyl)-O-beta-D-glucopyranosyl]-3-[O-beta-D-glucopyranosyl]-4-[(6-O-p-coumaroyl)-O-beta-D-glucopyranosyl]}-alpha-L-rhamnopyranosyl-kaempferol 7-O-alpha-L-rhamnopyranoside, trivially named as brauhenefloroside E (1) and F (2), respectively, were isolated from the fruits of Stocksia brauhica and their structures were elucidated using spectroscopic methods, including 2D NMR experiments.
Assuntos
Flavonoides/química , Flavonóis/química , Frutas/química , Glicosídeos/química , Sapindaceae/química , Acilação , Espectroscopia de Ressonância Magnética , Estrutura MolecularRESUMO
A BuOH-soluble part of the methanolic extract from the roots of Otostegia limbata yielded two new flavonol glycosides; kaempferol 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->3)]-[beta-D-glucopyranosyl-(1-->4)]-alpha-L-rhamnopyranoside]-7-O-[alpha-L-rhamnopyranoside] (1) and kaempferol 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-6'''''[4-hydroxy (E)-cinnamoyl]glucopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-alpha-L-rhamnopyranoside]-7-O-[alpha-L-rhamnopyranoside] (2). The structures of these compounds were elucidated by spectroscopic and chemical means. To the best of our knowledge, these are the largest flavonoids derivatives described so far from the genus Otostegia.
Assuntos
Flavonóis/química , Glicosídeos/química , Quempferóis/química , Lamiaceae/química , Oligossacarídeos/química , Flavonóis/isolamento & purificação , Glicosídeos/isolamento & purificação , Quempferóis/isolamento & purificação , Espectroscopia de Ressonância Magnética , Oligossacarídeos/isolamento & purificação , Raízes de Plantas/químicaRESUMO
Two new triterpenoidal saponins were isolated from the n-butanolic extract of Stachys parviflora (Lamiaceae). Their structures were elucidated on the basis of spectral data as stachyssaponin A; 3beta, 15alpha, 19alpha, 21beta, 22alpha-pentahydroxyolean-12-ene-28-oic acid 3-O-{alpha-L-rhamnopyranosyl-(1 --> 3)-beta-D-glucopyranoside}-22-O-{alpha-L-arabinofuranosyl-(1 --> 3)-beta-D-glucopyranoside} (1) and stachyssaponin B; 2beta, 3beta, 15alpha, 21beta-tetrahydroxyolean-12-ene-28-oic acid 2-O-[alpha-L-arabinofuranoside]-3, 21-bis-O-[beta-D-glucopyranoside] (2).
Assuntos
Lamiaceae/química , Terpenos/química , Espectroscopia de Ressonância Magnética/métodos , Espectroscopia de Ressonância Magnética/normas , Conformação Molecular , Extratos Vegetais/química , Padrões de Referência , Estereoisomerismo , Terpenos/isolamento & purificaçãoRESUMO
Four new pterocarpans, atricarpan A (=(-)-1,2-dihydroxy-4-(hydroxymethyl)-3,9-dimethoxypterocarpan; 1), atricarpan B (=(-)-2,3-ethylenedioxy)-1,4-dihydroxy-9-methoxypterocarpan; 2), atricarpan C (=(-)-1,9-dimethoxypterocarpan-3-carboxylic acid; 3), and atricarpan D (=(-)-2,9-dimethoxy-4-(5-oxohexyl)pterocarpan; 4) were isolated from the BuOH extract of the whole plant of Zygophyllum eurypterum. The structure elucidations of those compounds were based primarily on 1D- and 2D-NMR analysis, including COSY, HMBC, and HMQC correlations. Compounds 1-4 also inhibited butyrylcholinesterase (BChE; EC 3.1.1.8) enzyme in a concentration-dependent manner with IC(50) values between 12.5-65.0 microM. Similarly, compounds 1 and 4 inhibited lipoxygenase (LOX; EC 1.13.11.12) and acetylcholinesterase (AChE; EC 3.1.1.7) enzymes with IC50 values of 13.5 and 20.5 muM, respectively.
Assuntos
Inibidores da Colinesterase , Inibidores de Lipoxigenase , Pterocarpanos , Zygophyllum/química , Butirilcolinesterase/química , Inibidores da Colinesterase/química , Inibidores da Colinesterase/isolamento & purificação , Inibidores da Colinesterase/farmacologia , Inibidores de Lipoxigenase/química , Inibidores de Lipoxigenase/isolamento & purificação , Inibidores de Lipoxigenase/farmacologia , Estrutura Molecular , Pterocarpanos/química , Pterocarpanos/isolamento & purificação , Pterocarpanos/farmacologia , Relação Estrutura-AtividadeRESUMO
Phytochemical investigations of the whole plant of Stachys parviflora (Lamiaceae) resulted in the isolation of two new phenethyl alcohol glycosides. The structures of the new compounds named parviflorosides A and B were established as 2-(3,4-dihydroxyphenyl)-ethyl-O-alpha-L-rhamnopyranosyl-(1 --> 2)-4-O-E-caffeoyl-beta-D-glucopyranoside (1) and 2-(3,4-dihydroxyphenyl)-ethyl-O-alpha-L-rhamnopyranosyl-(1 --> 2)-6-O-E-caffeoyl-beta-D-glucopyranoside (2), respectively. The structure elucidation of the new compounds was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.
Assuntos
Glicosídeos/química , Glicosídeos/isolamento & purificação , Álcool Feniletílico/análogos & derivados , Álcool Feniletílico/química , Álcool Feniletílico/isolamento & purificação , Stachys/química , Estrutura MolecularRESUMO
Phytochemicals investigation of the whole plant of Zygophyllum atriplicoides resulted in the isolation of two new triterpenoidal saponins together with a known compound. The structure of the new compounds atriplicosaponin A (1) and atriplicosaponin B (2) were established as 3-O-[alpha-D-glucopyranosyl-(1-->2)-beta-D-xylopyranosyl]-hederagenin and 27 alpha-hydroxyurs-12-ene-3-O-[beta-D-glucopyranosyl(1-->4)(2-O-sulpho)-beta-D-quinovopyranoside] and known compound was identified as 3-O-[beta-D-glucopyranosyl]-beta-sitosterol. The structure elucidations of the compounds were based primarily on 1D and 2D-NMR analysis, including COSY, HMBC and HMQC correlations.
