A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity

Roberta Bernini; Giampiero Gualandi; Claudia Crestini; Maurizio Barontini; Maria Cristina Belfiore; Stefan Willför; Patrik Christoffer Eklund; Raffaele Saladino

doi:10.1016/j.bmc.2009.06.010

A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity

Roberta Bernini, Giampiero Gualandi, Claudia Crestini, Maurizio Barontini, Maria Cristina Belfiore, Stefan Willför, Patrik Christoffer Eklund, Raffaele Saladino

Forskningsoutput: Tidskriftsbidrag › Artikel › Vetenskaplig › Peer review

19 Citeringar (Scopus)

Sammanfattning

Highly oxidized lignans produced during the cytochrome P-450 metabolism in the cells show biological activities significantly different from those of their parent natural compounds. Lignans precursors of mammalian enterolignans were treated with a methyltrioxorhenium/hydrogen peroxide catalytic system to afford new compounds oxidized at benzylic as well as in arylic positions. The evaluation of the antioxidant and apoptogenic activity by in vivo protocols of these compounds showed some interesting structure-activity relationships related to the oxidation degree of the molecules. (C) 2009 Elsevier Ltd. All rights reserved.

Originalspråk	Odefinierat/okänt
Sidor (från-till)	5676–5682
Antal sidor	7
Tidskrift	Bioorganic and Medicinal Chemistry
Volym	17
Nummer	15
DOI	https://doi.org/10.1016/j.bmc.2009.06.010
Status	Publicerad - 2009
MoE-publikationstyp	A1 Tidskriftsartikel-refererad

Nyckelord

Antioxidant activity
Apoptogenic activity
Lignans
Methyltrioxorhenium
Ethanol Oxidation

Åtkomst av dokument

10.1016/j.bmc.2009.06.010

Citera det här

Bernini, R., Gualandi, G., Crestini, C., Barontini, M., Cristina Belfiore, M., Willför, S., Eklund, P. C., & Saladino, R. (2009). A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity. Bioorganic and Medicinal Chemistry, 17(15), 5676–5682. https://doi.org/10.1016/j.bmc.2009.06.010

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title = "A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity",

abstract = "Highly oxidized lignans produced during the cytochrome P-450 metabolism in the cells show biological activities significantly different from those of their parent natural compounds. Lignans precursors of mammalian enterolignans were treated with a methyltrioxorhenium/hydrogen peroxide catalytic system to afford new compounds oxidized at benzylic as well as in arylic positions. The evaluation of the antioxidant and apoptogenic activity by in vivo protocols of these compounds showed some interesting structure-activity relationships related to the oxidation degree of the molecules. (C) 2009 Elsevier Ltd. All rights reserved.",

keywords = "Antioxidant activity, Apoptogenic activity, Lignans, Methyltrioxorhenium, Ethanol Oxidation, Antioxidant activity, Apoptogenic activity, Lignans, Methyltrioxorhenium, Ethanol Oxidation, Antioxidant activity, Apoptogenic activity, Lignans, Methyltrioxorhenium, Ethanol Oxidation",

author = "Roberta Bernini and Giampiero Gualandi and Claudia Crestini and Maurizio Barontini and {Cristina Belfiore}, Maria and Stefan Willf{\"o}r and Eklund, {Patrik Christoffer} and Raffaele Saladino",

year = "2009",

doi = "10.1016/j.bmc.2009.06.010",

language = "Odefinierat/ok{\"a}nt",

volume = "17",

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journal = "Bioorganic and Medicinal Chemistry",

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Bernini, R, Gualandi, G, Crestini, C, Barontini, M, Cristina Belfiore, M, Willför, S , Eklund, PC & Saladino, R 2009, 'A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity', Bioorganic and Medicinal Chemistry, vol. 17, nr. 15, s. 5676–5682. https://doi.org/10.1016/j.bmc.2009.06.010

A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity. / Bernini, Roberta; Gualandi, Giampiero; Crestini, Claudia et al.
I: Bioorganic and Medicinal Chemistry, Vol. 17, Nr. 15, 2009, s. 5676–5682.

Forskningsoutput: Tidskriftsbidrag › Artikel › Vetenskaplig › Peer review

TY - JOUR

T1 - A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity

AU - Bernini, Roberta

AU - Gualandi, Giampiero

AU - Crestini, Claudia

AU - Barontini, Maurizio

AU - Cristina Belfiore, Maria

AU - Willför, Stefan

AU - Eklund, Patrik Christoffer

AU - Saladino, Raffaele

PY - 2009

Y1 - 2009

N2 - Highly oxidized lignans produced during the cytochrome P-450 metabolism in the cells show biological activities significantly different from those of their parent natural compounds. Lignans precursors of mammalian enterolignans were treated with a methyltrioxorhenium/hydrogen peroxide catalytic system to afford new compounds oxidized at benzylic as well as in arylic positions. The evaluation of the antioxidant and apoptogenic activity by in vivo protocols of these compounds showed some interesting structure-activity relationships related to the oxidation degree of the molecules. (C) 2009 Elsevier Ltd. All rights reserved.

AB - Highly oxidized lignans produced during the cytochrome P-450 metabolism in the cells show biological activities significantly different from those of their parent natural compounds. Lignans precursors of mammalian enterolignans were treated with a methyltrioxorhenium/hydrogen peroxide catalytic system to afford new compounds oxidized at benzylic as well as in arylic positions. The evaluation of the antioxidant and apoptogenic activity by in vivo protocols of these compounds showed some interesting structure-activity relationships related to the oxidation degree of the molecules. (C) 2009 Elsevier Ltd. All rights reserved.

KW - Antioxidant activity

KW - Apoptogenic activity

KW - Lignans

KW - Methyltrioxorhenium

KW - Ethanol Oxidation

KW - Antioxidant activity

KW - Apoptogenic activity

KW - Lignans

KW - Methyltrioxorhenium

KW - Ethanol Oxidation

KW - Antioxidant activity

KW - Apoptogenic activity

KW - Lignans

KW - Methyltrioxorhenium

KW - Ethanol Oxidation

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DO - 10.1016/j.bmc.2009.06.010

M3 - Artikel

SN - 0968-0896

VL - 17

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JO - Bioorganic and Medicinal Chemistry

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