Synthesis of chrysin derivatives and their interaction with DNA / 药学学报
Acta Pharmaceutica Sinica
; (12): 492-496, 2007.
Article
ي Zh
| WPRIM
| ID: wpr-268611
المكتبة المسؤولة:
WPRO
ABSTRACT
Using chrysin as a leading compound, intermediate 5, 7-dihydroxy-6, 8-bis (hydroxymethyl) flavone (1) was synthesized by hydroxymethylation. The intermediate reacted with different alcohols to afford 5, 7-dihydroxy-6, 8-bis ( methoxymethyl) flavone (2), 6, 8-bis (ethoxymethyl) -5, 7dihydroxyflavone (3), 6, 8-bis-(butoxymethyl)-5, 7-dihydroxyflavone (4), 6, 8-bis (pentyloxymethyl) -5,7-dihydroxy flavone (5) and 6, 8-bis-(ethoxymethyl) -5-hydroxy-7-methoxyflavone (6). These compounds were characterized by IR, 1H NMR, 13C NMR and element analysis. The crystal structure of 6 was determined by X-ray crystal diffraction. The interaction of the derivatives with CT-DNA was studied by fluorescent spectroscopy. According to the Stern-Volmer equation, the quenching constants of the compounds 1 - 4 were measured, separately, they were K(q1) = 9.71 x 10(3) L x mol(-1), K(q2) = 2.25 x 10(4) L x mol(-1), K(q3) = 1.03 x 10(4) L x mol(-1) and K(q4) = 7.96 x 10(3) L x mol(-1). Compounds 1-4 showed higher binding affinity with DNA than chrysin did. The results provided the experimental basis for developing a more effective flavonoid and worthing further thoroughly study.
النص الكامل:
1
الفهرس:
WPRIM
الموضوع الرئيسي:
X-Ray Diffraction
/
Flavonoids
/
DNA
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Magnetic Resonance Spectroscopy
/
Molecular Structure
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Chemistry
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Crystallography
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Flavones
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Drug Interactions
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Metabolism
المحددات:
Animals
اللغة:
Zh
مجلة:
Acta Pharmaceutica Sinica
السنة:
2007
نوع:
Article