Diterpenoids from Calceolaria inamoena

Garbarino, Juan A.; Chamy, Marı́a C.; Piovano, Marisa; Espinoza, Luis; Belmonte, Eliana

doi:10.1016/j.phytochem.2004.02.003

Cited by 19 publications

(24 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…1, 144.3, 125.7, 105.0, 145.4 and 168.0, respectively (Matsuda et al, 1994). The 1 H and 13 C NMR spectral data corresponding to the C-9 side chain of 6 established that this substance had a C-12, C-13 olefinic double bond in a Z-configuration, because the proton and carbon atom resonances of the C-11 to C-16 structural part were almost similar to those reported for some structurally related diterpenoids with a 12Z-configuration and very different from data observed for the 12E-isomers (Garbarino et al, 2004). Therefore, 14-deoxy-14,15-didehydroandrographolide isolated from A. paniculata is a naturally occurring new compound.…”

Section: Resultsmentioning

confidence: 60%

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Geethangili¹,

Rao²,

Fang³

et al. 2008

Phytotherapy Research

100

View full text Add to dashboard Cite

Herbal medicines are now attracting attention as potential sources of anticancer agents. Andrographis paniculata is a traditionally used anticancer herb in Indian and Chinese herbal medicine. Phytochemical investigation of the ethanol extract of the aerial parts of this herb resulted in the isolation of 14 compounds including flavonoids and labdane diterpenoids. This is the first isolation of compound 6 from a natural source, and the aerial parts of A. paniculata are a rich source for the molecule andrographolide (9, 1.375%, w/w). The structures of the isolated compounds were established by means of spectral data. The cytotoxic activities of these isolates were evaluated against Jurkat, PC-3, HepG2 and Colon 205 tumor cells, and normal cells PBMCs. The bioactivity assays showed that metabolites 1-4 and 6-8 exhibited moderate cytotoxic activity against Jurkat, PC-3 and Colon 205 cell lines, where compound 6 had IC(50) values of 0.05, 0.07 and 0.05 mm, respectively. Further, among these effective compounds, 3 and 6 selectively blocked the cell cycle progression at G0/G1, while 1, 2, 4, 7 and 8 blocked the same at G2/M phase of the Jurkat cell line. This is the first cell cycle analysis for the above mentioned isolates on the Jurkat cells. Therefore, these plant-derived compounds may play a role in the prevention and/or management of cancer.

show abstract

Section: Resultsmentioning

confidence: 60%

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Geethangili¹,

Rao²,

Fang³

et al. 2008

Phytotherapy Research

100

View full text Add to dashboard Cite

show abstract

“…for C 20 H 32 O, 288.2453, D +1.5 mmu), and 1 H and 13 C NMR spectroscopic data ( Table 2). The 13 C NMR spectrum showed 20 carbon signals, including the signals for three methyls, nine methylenes, four methines and four quaternary carbons. The 13 -17).…”

Section: Introductionmentioning

confidence: 99%

Constituents of Amoora cucullata with TRAIL resistance-overcoming activity

et al. 2010

View full text Add to dashboard Cite

In search of bioactive natural products for overcoming TRAIL resistance from natural resources, we previously reported a number of active compounds. Bioassay-guided fractionation of mangrove, Amoora cucullata, collected from Sundarbans Mangrove Forest, Bangladesh, led to the isolation of four new compounds (1-4), along with seven known compounds (5-11). Of the isolates, compounds 1, 5, 8, and 9 showed TRAIL resistance-overcoming activity, among which 8 showed the most potent activity and enhanced TRAIL-induced apoptosis in TRAIL-resistant human gastric adenocarcinoma (AGS) cells through the activation of caspase-3/7, enhancing the expression of DR4 and DR5 mRNA in AGS cells. Cell death caused by the combined treatment of 8 and TRAIL was inhibited by human recombinant DR5/Fc and DR4/Fc chimera proteins, indicating that 8 sensitizes TRAIL-resistant AGS cells to TRAIL through the induction of DR4 and DR5.

show abstract

“…O gênero Calceolaria L. ocorre na América do Sul, nas regiões de clima tropical e temperado, América Central e Nova Zelândia (Di Fabio et al, 1995;Garbarino et al, 2004). É um gênero rico em espécies de importância econômica, por serem usadas como ornamentais, e etnofarmacologicamente.…”

Section: Introductionunclassified

“…É um gênero rico em espécies de importância econômica, por serem usadas como ornamentais, e etnofarmacologicamente. As partes aéreas são usadas popularmente no Chile por suas propriedades adoçante, digestiva, diurética (Sacchetti et al, 1999) e antimicrobiana no tratamento de estomatites (Sacchetti et al, 1999;Garbarino et al, 2004). Alguns desses usos populares puderam ser comprovados cientifi camente.…”

Section: Introductionunclassified

“…Sob o ponto de vista químico, as espécies desse gênero têm sido bem estudadas sendo identifi cados diferentes diterpenos e bis-diterpenos Chamy et al, 1990;Chamy et al, 1991a) de diferentes esqueletos: pimarano Piovano et al, 1989;Chamy et al, 1990;Chamy et al, 1995a), isopimaradieno (Chamy et al, 1990;Chamy et al, 1998), pimaradieno (Chamy et al, 1991a), labdano (Garbarino et al, 2004), abietano (Chamy et al, 1987;Chamy et al, 1991b), desidroabietano (Chamy et al, 1987;Chamy et al, 1995a), estemodano (Chamy et al, 1995b), estemarano (Chamy et al, 1990;Molinari, 1990a;Molinari, 1990b;Chamy et al, 1991a;Chamy et al, 1995b) e diterpenos endoperóxidos de esqueleto abietano (Chamy et al, 1993); além de fl avonóides não glicosilados (Wollenweber;Mann;Roitman, 1989), fenilpropanóides glicosilados (verbascosídeo, calceolariosídeos A-E, forsitosídeo A e isoarenariosídeo) (Nicoletti et al, 1988;Di Fabio et al, 1995) e naftoquinonas (Khambay;Jewess, 2000). As partes aéreas de C. chelidonioides foram avaliadas quanto as atividades antioxidante, utilizando a metodologia do radical livre DPPH e antimicrobiana, frente a bactérias (Staphylococcus aureus MRSA e Staphylococcus epidermidis) e fungos (Candida albicans, Cryptococcus neoformans, Fonsecaea pedrosoi e Trychophyton rubrum).…”

Section: Introductionunclassified

See 1 more Smart Citation

Atividade antioxidante e antimicrobiana de Calceolaria chelidonioides Humb. Bonpl. & Kunth.

Falcão¹,

Costa²,

Alviano³

et al. 2006

Rev. bras. farmacogn.

View full text Add to dashboard Cite

RESUMO:A espécie Calceolaria chelidonioides (Scrophulariaceae), até então inédita nas citações científi cas, foi estudada sob o ponto de vista farmacológico buscando-se identifi car possíveis atividades antimicrobiana e antioxidante em metodologia in vitro. As partes aéreas dessa espécie demonstraram atividade antioxidante em modelo usando o radical livre DPPH. As fl ores de C. chelidonioides mostraram grande potencial antibacteriano frente à bactéria Staphylococcus aureus resistente a meticilina MRSA, um dos principais responsáveis em casos de infecção hospitalar.Unitermos: Calceolaria chelidonioides, Scrophulariaceae, MRSA, DPPH.ABSTRACT: "Antioxidant and anti-microbial activity from Calceolaria chelidonioides Humb. Bonpl. & Kunth." The species Calceolaria chelidonioides (Scrophulariaceae), not scientifi c described so for, was studied in pharmacological aspects aiming to identify some anti-microbial and antioxidant activity. The aerial parts showed antioxidant activity using in vitro DPPH model. The fl owers from C. chelidonioides showed strong antibacterial potential against meticiline resistant Staphylococcus aureus (MRSA) strains the main responsible for hospital infection complications.

show abstract

Diterpenoids from Calceolaria inamoena

Cited by 19 publications

References 16 publications

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Constituents of Amoora cucullata with TRAIL resistance-overcoming activity

Atividade antioxidante e antimicrobiana de Calceolaria chelidonioides Humb. Bonpl. & Kunth.

Contact Info

Product

Resources

About