1988
DOI: 10.1055/s-2006-962531
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Tigliane-Type Diterpene Esters fromSynadenium grantii1,5

Abstract: From the latex of Synadenium grantii Hook F. (Euphorbiaceae) were isolated by chromatographic methods five diterpene 12,13-diesters of the tigliane-type parent alcohols 4-deoxyphorbol (la), 4,20-dideoxy-5u-hydroxyphorbol (2a) and 20-.deoxy-5u-hydroxyphorbol (3a) with isobutyric, tiglic and phenylacetic acid. Of these, 4-deoxyphorbol-13-(phenylacetate)-12-tiglate (if) turned out to be highly irritant on the mouse ear while the rest of the esters had rather low or no irritant activity; if was also assayed for tu… Show more

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Cited by 20 publications
(18 citation statements)
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“…14 Terpenes that are present in latex as well as other parts of the S grantii are described as presenting cytotoxic activity. 7,8 10 Interestingly, the majority of the compounds previously described as active principles for this plant 8,9 14 are different from those evidenced in our studies with subfractions 11 to 15 and 16 to 19, as evaluated by spectroscopic (NMR) and chromatographic methods (TLC and HPLC).…”
Section: Discussioncontrasting
confidence: 85%
See 1 more Smart Citation
“…14 Terpenes that are present in latex as well as other parts of the S grantii are described as presenting cytotoxic activity. 7,8 10 Interestingly, the majority of the compounds previously described as active principles for this plant 8,9 14 are different from those evidenced in our studies with subfractions 11 to 15 and 16 to 19, as evaluated by spectroscopic (NMR) and chromatographic methods (TLC and HPLC).…”
Section: Discussioncontrasting
confidence: 85%
“…7 Some other compounds have been found in this plant, such as diterpene esters, anthocyanins, and unsaponificable substances. 6 10…”
Section: Introductionmentioning
confidence: 99%
“…Diterpene tigliane esters are characteristic of the Synadenium genus, and can be indicated as chemotaxonomic markers and can also be responsible for skin irritant proprieties (Evans, 1986;Bagavathi et al, 1988).…”
Section: Resultsmentioning
confidence: 99%
“…Block et al (2005), Jassbi (2006) and Aliabadi et al (2009) attribute this antitumoural activity to nonpolar constituents such as terpenoids that are very abundant in the chemical constitution of the Euphorbiaceae family. Terpenes that are present in latex as well as other parts of several species of the genus Synadenium are described to present cytotoxic activity (Bagavathi et al, 1988;Olivier et al, 1992;Bittner et al, 2001;Costa et al, 2012;Hassan et al, 2012). The 1 H and 13 C NMR spectra of hexane, chloroform and ethyl acetate fractions of the latex showed characteristic signals due to terpenes.…”
Section: Discussionmentioning
confidence: 99%