Antiparasite and antimycobacterial activity of passifloricin analogues

被引：31

作者：

Cardona, W

Quiñones, W

Robledo, S

Vélez, ID

Murga, J

García-Fortanet, J

Carda, M

Cardona, D

Echeverri, F

机构：

[1] Univ Antioquia, Grp Quim Organ Prod Nat SIU, Medellin, Colombia

[2] Univ Antioquia, PECET SIU, Medellin, Colombia

[3] Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon, Spain

来源：

TETRAHEDRON | 2006年 / 62卷 / 17期

关键词：

passifloricin; allylation; lactone; antiparasite; antituberculosis;

D O I：

10.1016/j.tet.2006.02.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several structural analogues of the polyketide passifloricin lactone were synthesized using asymmetric stereoselective allylations and ring-closing methateses as key reactions. These compounds were active in vitro against intracellular amastigotes of Leishmania panamensis (strain UA 140), trophozoites of Plasinodium falciparum (strain NF54), and Mycobacterium tuberculosis (strain H(37)Rv). However, in spite of the significative antiparasitic activity of some synthetic analogues a high cytotoxicity was also observed. Based on these results a lactam derivative was also synthesized. This compound maintained a good level of activity with less toxicity. (c) 2006 Elsevier Ltd. All fights reserved.

引用

页码：4086 / 4092

页数：7

共 30 条

[1] Synthesis of enantiopure indolizidine alkaloids from alpha-amino acids: Total synthesis of (-)-indolizidine 167B [J].