Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents

Tracey Pirali; Sara Busacca; Lorena Beltrami; Daniela Imovilli; Francesca Pagliai; Gianluca Miglio; Alberto Massarotti; Luisella Verotta; Gian Cesare Tron; Giovanni Sorba; Armando A. Genazzani

doi:10.1021/jm060621o

Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents

Tracey Pirali, Sara Busacca, Lorena Beltrami, Daniela Imovilli, Francesca Pagliai, Gianluca Miglio, Alberto Massarotti, Luisella Verotta, Gian Cesare Tron, Giovanni Sorba, Armando A. Genazzani

Dipartimento di Scienze del Farmaco

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

We have synthesized rigid analogues of combretastatin bearing a furan ring in place of the olefinic bridge. These compounds are cytotoxic at nanomolar concentrations in neuroblastoma cells, display a similar structure-activity relationship compared to combretastatin A4, and inhibit tubulin polymerization. We also show that the furan ring can be further functionalized. Thus, it is possible that combretafurans could act as scaffolds for the development of dual-action antitumoral agents.

Lingua originale	Inglese
pagine (da-a)	5372-5376
Numero di pagine	5
Rivista	Journal of Medicinal Chemistry
Volume	49
Numero di pubblicazione	17
DOI	https://doi.org/10.1021/jm060621o
Stato di pubblicazione	Pubblicato - 24 ago 2006

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10.1021/jm060621o

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title = "Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents",

abstract = "We have synthesized rigid analogues of combretastatin bearing a furan ring in place of the olefinic bridge. These compounds are cytotoxic at nanomolar concentrations in neuroblastoma cells, display a similar structure-activity relationship compared to combretastatin A4, and inhibit tubulin polymerization. We also show that the furan ring can be further functionalized. Thus, it is possible that combretafurans could act as scaffolds for the development of dual-action antitumoral agents.",

author = "Tracey Pirali and Sara Busacca and Lorena Beltrami and Daniela Imovilli and Francesca Pagliai and Gianluca Miglio and Alberto Massarotti and Luisella Verotta and Tron, {Gian Cesare} and Giovanni Sorba and Genazzani, {Armando A.}",

year = "2006",

month = aug,

day = "24",

doi = "10.1021/jm060621o",

language = "English",

volume = "49",

pages = "5372--5376",

journal = "Journal of Medicinal Chemistry",

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TY - JOUR

T1 - Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents

AU - Pirali, Tracey

AU - Busacca, Sara

AU - Beltrami, Lorena

AU - Imovilli, Daniela

AU - Pagliai, Francesca

AU - Miglio, Gianluca

AU - Massarotti, Alberto

AU - Verotta, Luisella

AU - Tron, Gian Cesare

AU - Sorba, Giovanni

AU - Genazzani, Armando A.

PY - 2006/8/24

Y1 - 2006/8/24

N2 - We have synthesized rigid analogues of combretastatin bearing a furan ring in place of the olefinic bridge. These compounds are cytotoxic at nanomolar concentrations in neuroblastoma cells, display a similar structure-activity relationship compared to combretastatin A4, and inhibit tubulin polymerization. We also show that the furan ring can be further functionalized. Thus, it is possible that combretafurans could act as scaffolds for the development of dual-action antitumoral agents.

AB - We have synthesized rigid analogues of combretastatin bearing a furan ring in place of the olefinic bridge. These compounds are cytotoxic at nanomolar concentrations in neuroblastoma cells, display a similar structure-activity relationship compared to combretastatin A4, and inhibit tubulin polymerization. We also show that the furan ring can be further functionalized. Thus, it is possible that combretafurans could act as scaffolds for the development of dual-action antitumoral agents.

UR - http://www.scopus.com/inward/record.url?scp=33747514168&partnerID=8YFLogxK

U2 - 10.1021/jm060621o

DO - 10.1021/jm060621o

M3 - Article

SN - 0022-2623

VL - 49

SP - 5372

EP - 5376

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 17

ER -

Synthesis and cytotoxic evaluation of combretafurans, potential scaffolds for dual-action antitumoral agents

Abstract

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