Resistance index (RI) values of terpene-phospholipids.

<p>Resistance index (RI) values of terpene-phospholipids.</p

Structures of synthesized isoprenoid phospholipids.

<p>Structures of synthesized isoprenoid phospholipids.</p

Synthesis of 1-palmitoyl-2-isoprenoyl-<i>sn</i>-glycero-3-phosphocholine (7a, 7b).

<p>Synthesis of 1-palmitoyl-2-isoprenoyl-<i>sn</i>-glycero-3-phosphocholine (7a, 7b).</p

Isoprenoid-phospholipid conjugates as potential therapeutic agents: Synthesis, characterization and antiproliferative studies

<div><p>The aim of this research was to extend application field of isoprenoid compounds by their introduction into phospholipid structure as the transport vehicle. The series of novel isoprenoid phospholipids were synthesized in high yields (24–97%), their structures were fully characterized and its anticancer activity was investigated <i>in vitro</i> towards several cell lines of different origin. Most of synthesized compounds showed a significantly higher antiproliferative effect on tested cell lines than free terpene acids. The most active phosphatidylcholine analogue, containing 2,3-dihydro-3-vinylfarnesoic acids instead of fatty acids in both <i>sn</i>-1 and <i>sn-</i>2 position, inhibits the proliferation of colon cancer cells at 13.6 μM.</p></div

Synthesis of acid (5).

<p>Reagents (i) CH₃C(OEt)₃, CH₃COOH, 138°C; (ii) KOH, EtOH.</p

Prepared acids used in the synthesis of terpene phospholipids.

<p>Prepared acids used in the synthesis of terpene phospholipids.</p

Antiproliferative activity of terpene-phospholipids against human cancer cell lines.

<p>Antiproliferative activity of terpene-phospholipids against human cancer cell lines.</p

Resistance index (RI) values of terpene-phospholipids.

<p>Resistance index (RI) values of terpene-phospholipids.</p

Antiproliferative activity of terpene-phospholipids against selected cell lines.

<p>Antiproliferative activity of terpene-phospholipids against selected cell lines.</p

Synthesis of 1,2-diacyl-<i>sn</i>-glycero-3-phosphocholine containing the GA and CA residues (3a, 3b).

<p>Synthesis of 1,2-diacyl-<i>sn</i>-glycero-3-phosphocholine containing the GA and CA residues (3a, 3b).</p