scholarly journals Synthesis, spectroscopy, photophysics and thermal behaviour of stilbene-based triarylamines with dehydroabietic acid methyl ester moieties

2009 ◽  
Vol 33 (4) ◽  
pp. 877 ◽  
Author(s):  
Bárbara Gigante ◽  
M. Alexandra Esteves ◽  
N. Pires ◽  
Matthew L. Davies ◽  
Peter Douglas ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Thermal Behaviour ◽  
Acid Methyl Ester ◽  
Dehydroabietic Acid ◽  
Acid Methyl

scholarly journals Synthesis and Antiproliferative Evaluation of Novel Hybrids of Dehydroabietic Acid Bearing 1,2,3-Triazole Moiety

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4191 ◽  
Author(s):  
Fang-Yao Li ◽  
Lin Huang ◽  
Qian Li ◽  
Xiu Wang ◽  
Xian-Li Ma ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Parent Compound ◽  
Acid Methyl Ester ◽  
Normal Liver ◽  
Dehydroabietic Acid ◽  
In Vitro Cytotoxicity ◽  
Human Carcinoma ◽  
Normal Liver Cell ◽  
Acid Methyl

To discover novel potent cytotoxic diterpenoids, a series of hybrids of dehydroabietic acid containing 1,2,3-triazole moiety were designed and synthesized. The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, ESI-MS and elemental analysis techniques. The in vitro cytotoxicity of these compounds was evaluated by standard MTT (methyl thiazolytetrazolium) assay against CNE-2 (nasopharynx), HepG2 (liver), HeLa (epithelial cervical), BEL-7402 (liver) human carcinoma cell lines and human normal liver cell (HL-7702). The screening results revealed that most of the hybrids showed significantly improved cytotoxicity over parent compound DHAA. Among them, [1-(3-fluorobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3c), and [1-(2-nitrobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3k) displayed better antiproliferative activity with IC50 (50% inhibitory concentration) values of 5.90 ± 0.41 and 6.25 ± 0.37 µM toward HepG2 cells compared to cisplatin, while they exhibited lower cytotoxicity against HL-7702. Therefore, the 1,2,3-triazole-hybrids could be a promising strategy for the synthesis of antitumor diterpenoids and it also proved the essential role of 1,2,3-triazole moiety of DHAA in the biological activity.

Trypanocidal Activity of Oleoresin and Terpenoids Isolated from Pinus oocarpa

2005 ◽  
Vol 60 (9-10) ◽  
pp. 711-716 ◽  
Author(s):  
Julieta Rubio ◽  
José S. Calderón ◽  
Angélica Flores ◽  
Clementina Castro ◽  
Carlos L. Céspedes
Keyword(s):  
Methyl Ester ◽  
Trypanosoma Cruzi ◽  
Acute Infection ◽  
Acid Methyl Ester ◽  
Positive Control ◽  
Dehydroabietic Acid ◽  
Isopimaric Acid ◽  
Acid Methyl ◽  
Pinus Oocarpa

Abstract Fractionation with n-hexane/ethyl acetate (1:1 v/v) by open column chromatography of the oleoresin from Pinus oocarpa Schiede yielded two diterpenes, pimaric acid (1) and dehydroabietic acid (5), the sesquiterpene longifolene (3) and a diterpenic mixture containing pimaric acid (1), isopimaric acid (4) and dehydroabietic acid (5). Subsequently, the isolated compounds, the mixture of 1, 4 and 5, the oleoresin and the dehydroabietic acid methyl ester (2), were tested in vitro against epimastigotes of Trypanosoma cruzi, the causative agent of Chagas disease. The most active compounds were 1, 3 and the oleoresin, being as active as nifurtimox, a drug effective in the treatment of acute infection by American trypanosomiasis and used in this work as positive control.

Quantitative determination of dehydroabietic acid methyl ester in disproportionated rosin

1993 ◽  
Vol 641 (1) ◽  
pp. 199-202 ◽  
Author(s):  
Maria João Brites ◽  
Ana Guerreiro ◽  
Bárbara Gigante ◽  
M.J. Marcelo-Curto
Keyword(s):  
Methyl Ester ◽  
Quantitative Determination ◽  
Acid Methyl Ester ◽  
Dehydroabietic Acid ◽  
Acid Methyl
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