Pro-Inflammatory, Tumour-Promoting and Anti-Tumour Diterpenes of the Plant Families Euphorbiaceae and Thymelaeaceae

Evans, Fred J.; Taylor, Stephen

doi:10.1007/978-3-7091-8714-2_1

Cited by 67 publications

(70 citation statements)

References 138 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Euphorbia kamerunica Pax belongs to this family which is made up of trees, shrubs and herbs of the rain forest of Guinea and xerophytic habitats. The Euphorbia is known to contain skin irritants and co-carcinogenic principles in the form of esters of the structurally related diterpenes ingenane and daphanane (Hecker, 1978;Evans and Taylor, 1983;Hecker et al, 1984). Earlier studies undertaken on this genus have revealed the presence of triterpenes (Lima et al, 2003), diterpenes (Shi et al, 2005), macrocyclic diterpenes (Redei, et al, 2003) and aromatic compounds (Oksuz et al, 2002).…”

Section: Introductionmentioning

confidence: 99%

Isolation and antibacterial activity of triterpenes from <i>Euphorbia kamerunica</i> Pax

Ogunnusi¹,

Oso²,

Dosumu³

2010

International Journal of Biological and Chemical Sciences

View full text Add to dashboard Cite

Two known compounds, friedelin and epifriedelinol were isolated from Euphorbia kamerunica Pax. The compound's structures were established on the basis of spectral analysis. The antibacterial activities of these compounds and the ethyl acetate extract were established on Pseudomonas aeruginosa, Salmonella typhii and Staphylococcus aureus. The extract displayed higher inhibition activities on the bacteria than the isolated compounds. The zones of inhibition of the extracts were between 9.0 and 30.5 mm, with the highest extract activity on Staphylococcus aureus. The minimum inhibition concentration (MIC) values of the isolated triterpenes were between 7.5 -10 µg/ml.

show abstract

Section: Introductionmentioning

confidence: 99%

Isolation and antibacterial activity of triterpenes from <i>Euphorbia kamerunica</i> Pax

Ogunnusi¹,

Oso²,

Dosumu³

2010

International Journal of Biological and Chemical Sciences

View full text Add to dashboard Cite

show abstract

“…(Evans and Taylor, 1983)]. Convincing evidence came from alkaline transesterifications (see Table 1).…”

Section: Resultsmentioning

confidence: 98%

Medicinal plants of euphorbiaceae occurring and utilized in thailand. V. Skin irritants of the daphnane and tigliane type in latex of Excoecaria bicolor and the uterotonic activity of the leaves of the tree

Karalai

Wiriyachitra

Sorg

et al. 1995

Phytotherapy Research

View full text Add to dashboard Cite

From latex of Excoecuria bicolor (Euphorbiaceae) four TLC-homogeneous fractions highly enriched in diterpene esters were obtained . Fraction F3 by NMR was found to be a mixture of 9,13,14-orthoester-2O-esters (la) of 5/3-hydroxyresiniferonol-6a,7a-epoxide (I). Alkaline transesterification yielded from l a a mixture of 58-hydroxyresiniferonol-6a,7a-epoxide-9,13-14-orthoesters (If) carrying unsaturated orthoester groups as a TLC-homogeneous material (final isolation of Excoecuriu factors Bl/B2, B3 and B4). The transesterification mixture also contained, according to GC-MS, methyl n-carboxylates corresponding to the even numbered C22-CJo acids from 20-positions in la. Fraction F4 by NMR contained molecular species (2a) structurally closely related to la, carrying 5/l,12~-dihydroxyresiniferonol-6a,7a-epoxide (2) as the parent alcohol. From 2a, by alkaline transesterification, a two-component mixture of Excoecuriu factors B5/B6, i.e. 5/l,12&dihydroxy-resiniferonol-6a,7a-epoxide-9,13,14-ortho(2,4,6-hexadecatrienoate)/-(2,4,6,8-hexadecatetraenoate) (2b/2c) was obtained. GC-MS of the transesterification mixture revealed methyl n-carboxylates corresponding to even numbered c 1 6 -c 3 0 acids from 20-positions in 2a (omitting CI8 and Cm). Fractions F1 and F2 by alkaline transesterifications yielded 12-deoxyphorbol (3) and its 13-(3,54etradecadienoate) 3b (Excoecuriu factor B7). Moreover 4,12-dideoxy(4a)phorbol (4), its 13-(3,5-tetradecadienoate) 4b and the natural 4-epimer of 4b 4,12-dideoxyphorbol-13-(3,5-tetradecadienoate) (5a) (new Excoecuriu factor B8) were obtained. GC-MS of the transesterification mixtures revealed mainly methyl n-carboxylates corresponding to even numbered c 1 6 -c 3 0 acids. Thus the latex and the fractions F1 and F2 contain 13,20-diesters of the parent alcohols 12-dmxyphorbol (3) and 4,12-dideoxyphorbol (5). 4,12-dideoxy(4a)phorboI (4) and its derivatives may be considered artifacts from alkaline epimerization of 5. The daphnane type Excoecuriu factors Bl-B6 are structurally very closely related to diterpenes such as yuanhuacine occurring in certain Daphne and Wikstroerniu species. Daphnane type esters of this kind are currently used routinely in China for fertility regulation. Similarly, daphnane and tigliane type Excoecuriu factors present in the latex of E . bicolor may be responsible for the uterotonic activity of its leaves utilized in Thai herbal medicine.

show abstract

“…Plants of the genus Euphorbia are known to produce a large variety of diterpenoids; some of them display tumour-promoting activity, while others exhibit cytostatic activity (113). In order to prepare the long-term combination experiments, the antiproliferative effect of several new jatrophane diterpene polyesters were tested on COLO 320 cell line.…”

Section: Sample Extraction and Doxorubicin Quantificationmentioning

confidence: 99%

“…Linear correlation was found between the toxicity and increased accumulation of doxorubicin however the cells were exposed to higher concentration of Euphorbia species have been used in traditional medicine in many countries to treat cancer and warts (140). Besides the presence of highly skin-irritant compounds (phorboids) (141,142), Euphorbia species are of further considerable interest owing to a large diversity of structurally unique and non-irritant jatrophane and lathyrane diterpenoid constituents, which have been considered to be potent modulators of MDR (143,144). Our research group previously reported that extracts containing macrocyclic diterpenes may reverse MDR by inhibiting P-gp in human mdr1 gene-transfected mouse lymphoma cells (114)(115)(116)).…”

Section: D Di Is Sc Cu Us Ss Si Io On Nmentioning

confidence: 99%

Perspectives in Cancer Chemotherapy, in vitro and in vivo Experiments

Engi¹

2008

Hungarian Medical Journal

View full text Add to dashboard Cite

Pro-Inflammatory, Tumour-Promoting and Anti-Tumour Diterpenes of the Plant Families Euphorbiaceae and Thymelaeaceae

Cited by 67 publications

References 138 publications

Isolation and antibacterial activity of triterpenes from <i>Euphorbia kamerunica</i> Pax

Isolation and antibacterial activity of triterpenes from <i>Euphorbia kamerunica</i> Pax

Medicinal plants of euphorbiaceae occurring and utilized in thailand. V. Skin irritants of the daphnane and tigliane type in latex of Excoecaria bicolor and the uterotonic activity of the leaves of the tree

Perspectives in Cancer Chemotherapy, in vitro and in vivo Experiments

Contact Info

Product

Resources

About