SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES

An effcient route to the synthesis of dibenzylbutanediol lignans and their analogues was reported. The syntheses were based on a strategy involving Stobbe condensation and alkylation reaction to give the skeleton of lignan, the resolution of (±)-diacid with quinine, the transformation of functional...

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Autores principales:	MU XIA,YA, HUI BI,WEN, YUAN ZHANG,YUAN
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2009
Materias:	Dibenzylbutanediol lignan Biological activity Synthesis
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072009000400023
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spelling	oai:scielo:S0717-970720090004000232010-04-15SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIESMU XIA,YAHUI BI,WENYUAN ZHANG,YUAN Dibenzylbutanediol lignan Biological activity Synthesis An effcient route to the synthesis of dibenzylbutanediol lignans and their analogues was reported. The syntheses were based on a strategy involving Stobbe condensation and alkylation reaction to give the skeleton of lignan, the resolution of (±)-diacid with quinine, the transformation of functional groups to obtain seven dibenzylbutanediol lignans and one analogue. Among the synthesized lignans, four compounds were natural products. All dibenzylbutanediol lignans and their analogue synthesized were evaluated on HIV Tat transactivation in human epithelial cells, HSV-1 gene and human leukemic, liver, prostate, stomach, and breast cancer cell in vitro, but some compounds displayed weak activity against HIV, HSV and MDA-MB-435 human breast cancer cell.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.54 n.4 20092009-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072009000400023en10.4067/S0717-97072009000400023
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Dibenzylbutanediol lignan Biological activity Synthesis
spellingShingle	Dibenzylbutanediol lignan Biological activity Synthesis MU XIA,YA HUI BI,WEN YUAN ZHANG,YUAN SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
description	An effcient route to the synthesis of dibenzylbutanediol lignans and their analogues was reported. The syntheses were based on a strategy involving Stobbe condensation and alkylation reaction to give the skeleton of lignan, the resolution of (±)-diacid with quinine, the transformation of functional groups to obtain seven dibenzylbutanediol lignans and one analogue. Among the synthesized lignans, four compounds were natural products. All dibenzylbutanediol lignans and their analogue synthesized were evaluated on HIV Tat transactivation in human epithelial cells, HSV-1 gene and human leukemic, liver, prostate, stomach, and breast cancer cell in vitro, but some compounds displayed weak activity against HIV, HSV and MDA-MB-435 human breast cancer cell.
author	MU XIA,YA HUI BI,WEN YUAN ZHANG,YUAN
author_facet	MU XIA,YA HUI BI,WEN YUAN ZHANG,YUAN
author_sort	MU XIA,YA
title	SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
title_short	SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
title_full	SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
title_fullStr	SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
title_full_unstemmed	SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES
title_sort	synthesis of dibenzylbutanediol lignans and their anti-hiv, anti-hsv, anti-tumor activities
publisher	Sociedad Chilena de Química
publishDate	2009
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072009000400023
work_keys_str_mv	AT muxiaya synthesisofdibenzylbutanediollignansandtheirantihivantihsvantitumoractivities AT huibiwen synthesisofdibenzylbutanediollignansandtheirantihivantihsvantitumoractivities AT yuanzhangyuan synthesisofdibenzylbutanediollignansandtheirantihivantihsvantitumoractivities
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SYNTHESIS OF DIBENZYLBUTANEDIOL LIGNANS AND THEIR ANTI-HIV, ANTI-HSV, ANTI-TUMOR ACTIVITIES

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