Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L.

Gabriella Corea; Ernesto Fattorusso; Virginia Lanzotti; Orazio Taglialatela-Scafati; Giovanni Appendino; Mauro Ballero; Pierre Noël Simon; Charles Dumontet; Attilio Di Pietro

doi:10.1016/j.bmc.2003.08.013

Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L.

Gabriella Corea
, Ernesto Fattorusso
, Virginia Lanzotti
, Orazio Taglialatela-Scafati
, Giovanni Appendino
, Mauro Ballero
, Pierre Noël Simon
, Charles Dumontet
, Attilio Di Pietro

Research output: Contribution to journal › Article › peer-review

Abstract

The new diterpenoids terracinolides J-L (1-3), 13α-OH terracinolide F (8), abeodendroidin F (11) and epiabeodendroidin F (12) have been identified from Euphorbia dendroides L. The new compounds and six co-occurring known terracinolides were tested as inhibitors of the drug-efflux activity of P-glycoprotein from cancer cells. The results were used to extend the structure-activity relationships established for this class of compounds highlighting the relevance of substitution at positions 2, 3, 6, and 15 and disclosing a remarkable tolerance toward connectivity changes in the terpenoid core.

Original language	English
Pages (from-to)	5221-5227
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry
Volume	11
Issue number	23
DOIs	https://doi.org/10.1016/j.bmc.2003.08.013
Publication status	Published - 17 Nov 2003
Externally published	Yes

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SDG 3 Good Health and Well-being

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10.1016/j.bmc.2003.08.013

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@article{1fded20ccee4441f86effb3e6fc348eb,

title = "Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L.",

abstract = "The new diterpenoids terracinolides J-L (1-3), 13α-OH terracinolide F (8), abeodendroidin F (11) and epiabeodendroidin F (12) have been identified from Euphorbia dendroides L. The new compounds and six co-occurring known terracinolides were tested as inhibitors of the drug-efflux activity of P-glycoprotein from cancer cells. The results were used to extend the structure-activity relationships established for this class of compounds highlighting the relevance of substitution at positions 2, 3, 6, and 15 and disclosing a remarkable tolerance toward connectivity changes in the terpenoid core.",

author = "Gabriella Corea and Ernesto Fattorusso and Virginia Lanzotti and Orazio Taglialatela-Scafati and Giovanni Appendino and Mauro Ballero and Simon, \{Pierre No{\"e}l\} and Charles Dumontet and \{Di Pietro\}, Attilio",

note = "Funding Information: This work was supported by Italian MIUR (Progetto Sostanze Naturali ed Analoghi Sintetici ad Attivit{\`a} Antitumorale), and French grants from the Ligue contre le Cancer (comit{\'e} du Rh{\^o}ne) and Association pour la Recherche sur le Cancer (ARC 4631). Mass and NMR spectra were recorded at the {\textquoteleft}Centro Interdipartimentale di Analisi Strumentale{\textquoteright} of the University of Naples {\textquoteleft}Federico II{\textquoteright}.",

year = "2003",

month = nov,

day = "17",

doi = "10.1016/j.bmc.2003.08.013",

language = "English",

volume = "11",

pages = "5221--5227",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Ltd.",

number = "23",

}

TY - JOUR

T1 - Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L.

AU - Corea, Gabriella

AU - Fattorusso, Ernesto

AU - Lanzotti, Virginia

AU - Taglialatela-Scafati, Orazio

AU - Appendino, Giovanni

AU - Ballero, Mauro

AU - Simon, Pierre Noël

AU - Dumontet, Charles

AU - Di Pietro, Attilio

N1 - Funding Information: This work was supported by Italian MIUR (Progetto Sostanze Naturali ed Analoghi Sintetici ad Attività Antitumorale), and French grants from the Ligue contre le Cancer (comité du Rhône) and Association pour la Recherche sur le Cancer (ARC 4631). Mass and NMR spectra were recorded at the ‘Centro Interdipartimentale di Analisi Strumentale’ of the University of Naples ‘Federico II’.

PY - 2003/11/17

Y1 - 2003/11/17

N2 - The new diterpenoids terracinolides J-L (1-3), 13α-OH terracinolide F (8), abeodendroidin F (11) and epiabeodendroidin F (12) have been identified from Euphorbia dendroides L. The new compounds and six co-occurring known terracinolides were tested as inhibitors of the drug-efflux activity of P-glycoprotein from cancer cells. The results were used to extend the structure-activity relationships established for this class of compounds highlighting the relevance of substitution at positions 2, 3, 6, and 15 and disclosing a remarkable tolerance toward connectivity changes in the terpenoid core.

AB - The new diterpenoids terracinolides J-L (1-3), 13α-OH terracinolide F (8), abeodendroidin F (11) and epiabeodendroidin F (12) have been identified from Euphorbia dendroides L. The new compounds and six co-occurring known terracinolides were tested as inhibitors of the drug-efflux activity of P-glycoprotein from cancer cells. The results were used to extend the structure-activity relationships established for this class of compounds highlighting the relevance of substitution at positions 2, 3, 6, and 15 and disclosing a remarkable tolerance toward connectivity changes in the terpenoid core.

UR - https://www.scopus.com/pages/publications/0242361197

U2 - 10.1016/j.bmc.2003.08.013

DO - 10.1016/j.bmc.2003.08.013

M3 - Article

SN - 0968-0896

VL - 11

SP - 5221

EP - 5227

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 23

ER -

Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L.

Abstract

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