- Tessaric acid derivatives induce G2/M cell cycle arrest in human solid tumor cell lines
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A series of analogs were synthesized in a straightforward manner from naturally available sesquiterpenes ilicic acid and tessaric acid. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780, HBL-100, HeLa, SW1573, T-47D and WiDr. The most potent analog induced considerably growth inhibition in the range 1.9-4.5 μM. Cell cycle studies for tessaric acid derivatives indicated a prominent arrest of the cell cycle at the G2/M phase. Damage to the cells was permanent as determine by the so called 24+24 drug schedule.
- Leon, Leticia G.,Donadel, Osvaldo J.,Tonn, Carlos E.,Padron, Jose M.
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scheme or table
p. 6251 - 6256
(2011/02/25)
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- Gastric cytoprotective activity of ilicic aldehyde: Structure-activity relationships
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A series of sesquiterpene compounds possessing both eudesmane and eremophilane skeletons were tested as gastric cytoprotective agents on male Wistar rats. The presence of an α,β-unsaturated aldehyde on the C-7 side chain together with a hydroxyl group at C-4 is the requirement for the observed antiulcerogenic activity. In an attempt to establish new molecular structural requirements for this gastric cytoprotective activity, a structure-activity study was performed.
- Donadel, Osvaldo J.,Guerreiro, Eduardo,Maria, Alejandra O.,Wendel, Graciela,Enriz, Ricardo D.,Giordano, Oscar S.,Tonn, Carlos E.
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p. 3547 - 3550
(2007/10/03)
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- Germacrenes from fresh costus roots
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Four germacrenes, previously shown to be intermediates in sesquiterpene lactone biosynthesis, were isolated from fresh costus roots (Saussurea lappa). The structures of (+)-germacrene A, germacra-1(10),4,11(13)-trien-12-ol, germacra-1(10),4,11(13)-trien-12-al, and germacra-1(10),4,11(13)-trien-12-oic acid were deduced by a combination of spectral data and chemical transformations. Heating of these compounds yields (-)-β-elemene, (-)-elema-1,3,11(13)-trien-12-ol, (-)-elema-1,3,11(13)-trien-12-al, and elema-1,3,11(13)-trien12-oic acid respectively, in addition to small amounts of their diastereomers. Acid induced cyclisation of the germacrenes yields selinene, costol, costal, and costic acid respectively. It is highly probable that the elemenes reported in literature for costus root oil are artefacts.
- De Kraker, Jan-Willem,Franssen, Maurice C.R,De Groot, Aede,Shibata, Toshiro,Bouwmeester, Harro J
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p. 481 - 487
(2007/10/03)
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- Sesquiterpenes from Tessaria absinthioides
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The sesquiterpenes tessaric acid, 2-deoxytessaric acid, ilicic acid, 3- oxo-4,11(13)-eudesmdien-12-oic acid and 3β,5α-dihydroxycostic acid have been isolated from the aerial parts of Tessaria absinthioides. The structure of a new eudesmane, 3β,5β-dihydroxicostic acid, was established by spectroscopic data.
- Kurina Sanz, Marcela B.,Donadel, Osvaldo J.,Rossomando, Pedro C.,Tonn, Carlos E.,Guerreiro, Eduardo
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p. 897 - 900
(2007/10/03)
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