Design, synthesis and antiproliferative activity ofnatural cytotoxic lactones and analogues

Abstract

<p>Ostvarene su vi&scaron;efazne sinteze prirodnih citotoksičnih laktona (+)-murikatacina (<strong>1</strong>),<br />(&ndash;)-murikatacina (ent-<strong>1</strong>) i (+)-goniofufurona (<strong>2</strong>), kao i njihovih novih analoga (<strong>3a</strong>,&nbsp; <strong>4</strong>,<br /><strong>5</strong>,&nbsp; <strong>6</strong>,&nbsp; <strong>7</strong>,&nbsp; <strong>8</strong>,&nbsp; <strong>9</strong>,&nbsp; ent-<strong>7&nbsp;</strong>i ent-<strong>9</strong>), polazeći iz&nbsp; D-ksiloze ili iz&nbsp; D-glukoze. Ispitana je&nbsp; in vitro<br />citotoksična aktivnost sintetizovanih prirodnih proizvoda i analoga prema<br />odabranim humanim tumorskim ćelijskim linijama (K562, HL-60, Jurkat, Raji, HT-29,&nbsp;MDA-MB 231 i HeLa), kao i prema ćelijama fetalnih fibroblasta pluća (MRC-5).</p>

<p>Multiphase synthesis of natural cytotoxic lactones&nbsp; (+)-muricatacin (<strong>1</strong>),<br />(&ndash;)-muricatacin (ent-<strong>1</strong>) and (+)-goniofufurone (<strong>2</strong>), as well as synthesis of their<br />analogues (<strong>3a</strong>,&nbsp; <strong>4</strong>,&nbsp; <strong>5</strong>,&nbsp; <strong>6</strong>,&nbsp; <strong>7</strong>,&nbsp; <strong>8</strong>,&nbsp; <strong>9</strong>,&nbsp; ent-<strong>7</strong>and&nbsp; ent-<strong>9</strong>) was achived from&nbsp; D-xylose or<br />D-glucose as starting compounds. In vitro cytotoxic&nbsp; activity of synthetized natural<br />products and analogues against selected human tumour cell lines (K562, HL-60,<br />Jurkat, Raji, HT-29, MDA-MB 231 and HeLa) and against cells of natural foetal lung&nbsp;fibroblasts (MRC-5) was examined.</p>