Total synthesis of isotopically labelled flavonoids.: Part 3:: 13C-labelled (-)-procyanidin B3 from 1-[13C]-acetic acid

被引:20
作者
Arnaudinaud, V [1 ]
Nay, B [1 ]
Nuhrich, A [1 ]
Deffieux, G [1 ]
Mérillon, JM [1 ]
Monti, JP [1 ]
Vercauteren, J [1 ]
机构
[1] Univ Bordeaux 2, Fac Pharm, GESNIT, EA 491, F-33076 Bordeaux, France
关键词
D O I
10.1016/S0040-4039(00)02263-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regioselectively C-13-labelled (-)-procyanidin B3 was prepared in eight steps from 1-[C-13]-acetic acid. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1279 / 1281
页数:3
相关论文
共 19 条
[1]  
CLARKLEWIS JW, 1967, AUST J CHEM, V20, P2169
[2]  
DEPREZ S, 1997, ANALUSIS, V25, P43
[3]   CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].
GAO, Y ;
HANSON, RM ;
KLUNDER, JM ;
KO, SY ;
MASAMUNE, H ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780
[4]   Cancer chemopreventive activity of resveratrol, a natural product derived from grapes [J].
Jang, MS ;
Cai, EN ;
Udeani, GO ;
Slowing, KV ;
Thomas, CF ;
Beecher, CWW ;
Fong, HHS ;
Farnsworth, NR ;
Kinghorn, AD ;
Mehta, RG ;
Moon, RC ;
Pezzuto, JM .
SCIENCE, 1997, 275 (5297) :218-220
[5]   O-Benzylation of phloroglucinol via phloroglucinol triacetate [J].
Kawamoto, H ;
Nakatsubo, F ;
Murakami, K .
SYNTHETIC COMMUNICATIONS, 1996, 26 (03) :531-534
[6]  
KAWAMOTO H, 1991, MOKUZAI GAKKAISHI, V37, P488
[7]   Stilbene production by Vitis vinifera cell suspension cultures:: Methyl jasmonate induction and 13C biolabeling [J].
Krisa, S ;
Larronde, F ;
Budzinski, H ;
Decendit, A ;
Deffieux, G ;
Mérillon, JM .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (12) :1688-1690
[8]   Production of 13C-labelled anthocyanins by Vitis vinifera cell suspension cultures [J].
Krisa, S ;
Téguo, PW ;
Decendit, A ;
Deffieux, G ;
Vercauteren, J ;
Mérillon, JM .
PHYTOCHEMISTRY, 1999, 51 (05) :651-656
[9]   INHIBITION OF MAMMALIAN 5-LIPOXYGENASE AND CYCLOOXYGENASE BY FLAVONOIDS AND PHENOLIC DIETARY ADDITIVES - RELATIONSHIP TO ANTIOXIDANT ACTIVITY AND TO IRON ION-REDUCING ABILITY [J].
LAUGHTON, MJ ;
EVANS, PJ ;
MORONEY, MA ;
HOULT, JRS ;
HALLIWELL, B .
BIOCHEMICAL PHARMACOLOGY, 1991, 42 (09) :1673-1681
[10]  
Nay B, 2000, EUR J ORG CHEM, V2000, P1279