Semisynthesis and antitumoral activity of 2-acetylfuranonaphthoquinone and other naphthoquinone derivatives from lapachol

Autor: Victor Kuete, Kenneth Oben Eyong, Ponminor Senthil Kumar, Gabriel N. Folefoc, Sundarababu Baskaran, Ephriam A. Nkengfack
Jazyk: angličtina
Rok vydání: 2008
Předmět:
Stereochemistry
Chemistry
Pharmaceutical
Clinical Biochemistry
Pharmaceutical Science
Antineoplastic Agents
Biochemistry
Aldehyde
Chemical synthesis
chemistry.chemical_compound
Ozone
Cell Line
Tumor
Neoplasms
Drug Discovery
Humans
Cytotoxicity
Furans
Molecular Biology
Lapachol
chemistry.chemical_classification
Aldehydes
Dose-Response Relationship
Drug
Plant Extracts
Organic Chemistry
Quinones
Biological activity
Semisynthesis
Naphthoquinone
Quinone
chemistry
Models
Chemical
Drug Design
Molecular Medicine
Drug Screening Assays
Antitumor
Naphthoquinones
1
4 naphthoquinone derivative
2 (1 methylethenyl) 2
3 dihydronaphtho[2
3 b]furan 4
9 dione
2 acetylfuranonaphthoquinone
acetonitrile
aldehyde
beta lapachone
dehydro beta lapachone diacetate
doxorubicin
lapachol
unclassified drug
antineoplastic activity
cancer cell
cancer inhibition
cell proliferation
concentration response
controlled study
cyclization
drug structure
drug synthesis
human
human cell
ozonolysis
prostate carcinoma
reaction analysis
X ray crystallography
Zdroj: IndraStra Global.
ISSN: 2381-3652
Popis: Ozonolysis of lapachol (1), resulting in an unusual formation of a potent antitumor agent 2-acetylfuranonaphthoquinone (3) along with the expected aldehyde 6, is described. The reaction of lapachol (1) with CAN in dry acetonitrile leading to biologically active furanonaphthoquinones is also reported. The antitumoral activity of the tested compounds on human DU-145 prostate carcinoma cells was evaluated following XTT assay. The results revealed that 2-(1-methylethenyl)-2,3-dihydronaphtho[2,3-b]furan-4,9-dione (5), ?-lapachone (10) and dehydro-?-lapachone diacetate (11) showed 100% inhibition at 25 ?g/ml. All the tested samples showed dose-dependent activity. � 2008 Elsevier Ltd. All rights reserved.
Databáze: OpenAIRE
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