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Natural and non-natural prenylated chalcones: Synthesis, cytotoxicity and anti-oxidative activity

Vogel, Susanne, Ohmayer, Susanne, Brunner, Gabi and Heilmann, Jörg (2008) Natural and non-natural prenylated chalcones: Synthesis, cytotoxicity and anti-oxidative activity. Bioorganic & medicinal chemistry 16 (8), pp. 4286-4293.

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Abstract

A general strategy for the synthesis of 3'-prenylated chalcones was established and a series of prenylated hydroxychalcones, including the hop (Humulus lupulus L.) secondary metabolites xanthohumol (1), desmethylxanthohumol (2), xanthogalenol (3), and 4-methylxanthohumol (4) were synthesized. The influence of the A-ring hydroxylation pattern on the cytotoxic activity of the prenylated chalcones ...

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Item type:Article
Date:2008
Additional Information (public):CAN 149:94684 1-3 Pharmacology 6754-58-1P (Xanthohumol); 62014-87-3P (Helichrysetin); 115063-39-3P (Desmethylxanthohumol); 123316-63-2P; 265659-35-6P (Xanthogalenol); 852638-41-6P; 1034276-26-0P; 1034276-27-1P; 1034276-28-2P; 1034276-29-3P; 1034276-30-6P; 1034276-31-7P; 1034276-32-8P Role: PAC (Pharmacological activity), SPN (Synthetic preparation), THU (Therapeutic use), BIOL (Biological study), PREP (Preparation), USES (Uses) (prepn and antitumor, antioxidant structure activity of natural and non-natural prenylated chalcones); 90-24-4; 100-83-4 (3-Hydroxybenzaldehyde); 120-14-9 (3,4-Dimethoxybenzaldehyde); 480-66-0; 870-63-3 (Prenyl bromide); 5533-04-0; 6515-06-6; 6515-21-5; 7507-89-3; 13057-17-5 (Methoxymethyl bromide); 13709-05-2; 24677-78-9 (2,3-Dihydroxybenzaldehyde); 76280-61-0; 90632-20-5; 126624-43-9; 160624-22-6; 404597-94-0; 955950-40-0; 1034276-41-9; 1034276-42-0; 1034276-43-1; 1034276-44-2 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn and antitumor, antioxidant structure activity of natural and non-natural prenylated chalcones); 30403-01-1P; 33523-62-5P; 65490-09-7P; 955950-41-1P; 1034276-33-9P; 1034276-34-0P; 1034276-35-1P; 1034276-36-2P; 1034276-37-3P; 1034276-38-4P; 1034276-39-5P; 1034276-40-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn and antitumor, antioxidant structure activity of natural and non-natural prenylated chalcones)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann)
Identification Number:
ValueType
2008:495403Other
Keywords:Carcinoma Cervix (cervical carcinoma prepn and antitumor, antioxidant structure activity of natural and non-natural prenylated chalcones) Antioxidants Antitumor agents Human Structure-activity relationship (prepn and antitumor, antioxidant structure activity of natural and non-natural prenylated chalcones) antitumor antioxidant prenylated chalcone prepn structure activity
Dewey Decimal Classification:500 Science > 570 Life sciences
500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:17243
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