Conversion of naringenin and hesperetin by heterogeneous catalytic Baeyer-Villiger reaction into lactones exhibiting apoptotic activity

被引：54

作者：

Bernini, R ^{[1
]}

Mincione, E ^{[1
]}

Cortese, M ^{[1
]}

Saladino, R ^{[1
]}

Gualandi, G ^{[1
]}

Belfiore, MC ^{[1
]}

机构：

[1] Univ Tuscia, Dipartimento ABAC, I-01100 Viterbo, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 26期

关键词：

naringenin; hesperetin; Baeyer-Villiger reaction; lietero-eneous catalysis;

D O I：

10.1016/S0040-4039(03)01139-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Naringenin and hesperetin were converted into the corresponding lactones by hydrogen peroxide activated by poly(4-vinylpiridine)-supported methyltrioxorhenium in t-butanol, an environmentally friendly catalytic system. The products Showed a marked apoptotic activity in the genetic tests. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：4823 / 4825

页数：3

相关论文

共 18 条

[1] A new and efficient Baeyer-Villiger rearrangement of flavanone derivatives by the methyltrioxorhenium/H2O2 catalytic system [J].

Bernini, R ;

Mincione, E ;

Cortese, M ;

Aliotta, G ;

Oliva, A ;

Saladino, R .

TETRAHEDRON LETTERS, 2001, 42 (32) :5401-5404

[2] Plasma and hepatic cholesterol and hepatic activities of 3-hydroxy-3-methyl-glutaryl-CoA reductase and acyl CoA: Cholesterol transferase are lower in rats fed citrus peel extract or a mixture of citrus bioflavonoids [J].

Bok, SH ;

Lee, SH ;

Park, YB ;

Bae, KH ;

Son, KH ;

Jeong, TS ;

Choi, MS .

JOURNAL OF NUTRITION, 1999, 129 (06) :1182-1185

[3] Effects of naringin and lovastatin on plasma and hepatic lipids in high-fat and high-cholesterol fed rats [J].

Bok, SH ;

Shin, YW ;

Bae, KH ;

Jeong, TS ;

Kwon, YK ;

Park, YB ;

Choi, MS .

NUTRITION RESEARCH, 2000, 20 (07) :1007-1015

[4] Regulation of HepG2 cell apolipoprotein B metabolism by the citrus flavanones hesperetin and naringenin [J].

Borradaile, NM ;

Carroll, KK ;

Kurowska, EM .

LIPIDS, 1999, 34 (06) :591-598

[5]

Daya S, 1996, MED SCI RES, V24, P589

[6]

Galati EM, 1996, FARMACO, V51, P219

[7]

GALATI EM, 1994, IL FARMACO, V49, P709

[8]

GHIBELLI L, 1995, FEBS LETT, V337, P9

[9] Enhancement of genetic instability in human B cells by Epstein-Barr virus latent infection [J].

Gualandi, G ;

Giselico, L ;

Carloni, M ;

Palitti, F ;

Mosesso, P ;

Alfonsi, AM .

MUTAGENESIS, 2001, 16 (03) :203-208

[10] Naringenin 7-O-cetyl ether as inhibitor of HMG-CoA reductase and modulator of plasma and hepatic lipids in high cholesterol-fed rats [J].

Lee, MK ;

Moon, SS ;

Lee, SE ;

Bok, SH ;

Jeong, TS ;

Park, YB ;

Choi, MS .

BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (03) :393-398