Synthesis of Phosphatidylcholine with Conjugated Linoleic Acid and Studies on Its Cytotoxic Activity

2013 ◽  
Vol 66 (3) ◽  
pp. 354 ◽  
Author(s):  
Natalia Niezgoda ◽  
Paweł Mituła ◽  
Katarzyna Kempińska ◽  
Joanna Wietrzyk ◽  
Czesław Wawrzeńczyk

Phospholipids with conjugated linoleic acid (CLA), which are potential lipid prodrugs, were synthesised. CLA was obtained by the alkali-isomerisation of linoleic acid and was subsequently used in the synthesis of 1,2-di(conjugated)linoleoyl-sn-glycero-3-phosphocholine in good (82 %) yield. 1-Palmitoyl-2-(conjugated)linoleoyl-sn-glycero-3-phosphocholine was obtained by a two-step synthesis in 87 % yield. All the compounds were tested in an in vitro cytotoxicity assay against two human cancer cell lines, HL-60 and MCF-7, and a mouse fibroblast cell line, Balb/3T3. The free form of CLA exhibited the highest activity against all cancer cell lines. Results obtained for the Balb/3T3 line proved that phosphatidylcholine derivatives decreased the cytotoxic effect of CLA against healthy cell lines.

2013 ◽  
Vol 14 (4) ◽  
pp. 240-248
Author(s):  
Sook Jahr Park ◽  
◽  
Boh Hyun Kim ◽  
Hoon Gu Kim ◽  
So Young Kim ◽  
...  

Molecules ◽  
2020 ◽  
Vol 25 (14) ◽  
pp. 3154
Author(s):  
Eder Bisoli ◽  
Talita Vilalva Freire ◽  
Nídia Cristiane Yoshida ◽  
Walmir Silva Garcez ◽  
Lyara Meira Marinho Queiróz ◽  
...  

The chemical investigation of the roots and stems of Combretum laxum yielded a new dihydrostilbene derivative, 4′-hydroxy-3,3′,4-trimethoxy-5-(3,4,5-trimethoxyphenoxy)-bibenzyl (1), two phenanthrenes (2–3), and three dihydrophenanthrenes (4–6), along with one lignan, three triterpenoids, one aurone, one flavone, one naphthoquinone, and two benzoic acid derivatives. Their structures were determined by 1D and 2D nuclear magnetic resonance (NMR) spectroscopic techniques and/or mass spectrometry data. The occurrence of dihydrostilbenoid, phenanthrene and dihydrophenanthrene derivatives is unprecedented in a Combretum species native to the American continent. 2,7-Dihydroxy-4,6-dimethoxyphenanthrene, 2,6-dihydroxy-4,7-dimethoxy-9,10-dihydrophenanthrene and 5-O-methyl apigenin are novel findings in the Combretaceae, as is the isolation of compounds belonging to the chemical classes of aurones and naphthoquinones, while (+)-syringaresinol is reported for the first time in the genus Combretum. Compounds 1–6 were also evaluated for their in vitro cytotoxicity against five human cancer cell lines, and radical-scavenging ability against 1,1-diphenyl-2-picryl-hydrazyl (DPPH). 6-Methoxycoelonin (4) was the most cytotoxic against melanoma cells (IC50 2.59 ± 0.11 µM), with a high selectivity index compared with its toxicity against nontumor mammalian cells (SI 25.1). Callosin (6), despite exhibiting the strongest DPPH-scavenging activity (IC50 17.7 ± 0.3 µM), proved marginally inhibitory to the five cancer cell lines tested, indicating that, at least for these cells, antioxidant potential is unrelated to antiproliferative activity.


2007 ◽  
Vol 21 (8) ◽  
pp. 1563-1573 ◽  
Author(s):  
Jefferson Soares de Oliveira ◽  
Daniel Pereira Bezerra ◽  
Cleverson Diniz Teixeira de Freitas ◽  
José Delano Barreto Marinho Filho ◽  
Manoel Odorico de Moraes ◽  
...  

2017 ◽  
Vol 46 (36) ◽  
pp. 12226-12238 ◽  
Author(s):  
Stefanie Sieste ◽  
Irina Lifincev ◽  
Nina Stein ◽  
Gabriele Wagner

The synthesis, spectroscopic and DFT-computational characterisation of trans-Pt(ii) oxadiazoline complexes is described. Some are more cytotoxic in vitro than cisplatin with the human cancer cell lines HeLa and A549.


Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 986
Author(s):  
Xia-Ping Zhu ◽  
Gui-Shan Lin ◽  
Wen-Gui Duan ◽  
Qing-Min Li ◽  
Fang-Yao Li ◽  
...  

Seventeen novel 2-(5-amino-1-(substituted sulfonyl)-1H-1,2,4-triazol-3-ylthio)-6- isopropyl-4,4-dimethyl-3,4-dihydronaphthalen-1(2H)-one compounds were synthesized from the abundant and naturally renewable longifolene and their structures were confirmed by FT-IR, NMR, and ESI-MS. The in vitro cytotoxicity of the synthesized compounds was evaluated by standard MTT assay against five human cancer cell lines, i.e., T-24, MCF-7, HepG2, A549, and HT-29. As a result, compounds 6d, 6g, and 6h exhibited better and more broad-spectrum anticancer activity against almost all the tested cancer cell lines than that of the positive control, 5-FU. Some intriguing structure–activity relationships were found and are discussed herein by theoretical calculation.


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