An unusual homoisoflavanone and a structurally-related dihydrochalcone from Polygonum ferrugineum (Polygonaceae)

被引:48
作者
Lopez, Silvia N.
Sierra, Manuel Gonzalez
Gattuso, Susana J.
Furlan, Ricardo L.
Zacchino, Susana A.
机构
[1] Univ Nacl Rosario, Fac Ciencias Bioquim & Farmaceut, RA-2000 Rosario, Santa Fe, Argentina
[2] Univ Nacl Rosario, CONICET, IQUIOS, RA-2000 Rosario, Santa Fe, Argentina
关键词
Polygonum ferrugineum; Polygonaceae; homoisoflavanone; dihydrochalcone; flavanones; chalcones; 5,7-dihydroxy-6-metboxy-3-(9-hydroxy-phenyimethyl)-chroman-4-one; 2; 4; 6; '-trihydroxy-3; '-methoxy-alpha-hydroxymethyl-beta-hydroxydihydrochalcone;
D O I
10.1016/j.phytochem.2006.06.018
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The homoisoflavanone 5,7-dihydroxy-6-methoxy-3-(9-hydroxy-phenylmethyl)-chroman-4-one (1) and its structurally related 2 ',4 ',6 '-trihydroxy-3 '-methoxy-alpha-hydroxymethyl-beta-hydroxy-dihydrochalcone (2) along with the known pashanone (3), flavokawin B (4) and cardamonin or alpinetin chalcone (5) pinostrobin (6) and 5,8-dimethoxy-7-hydroxychroman-4-one (7) were isolated from dry leaves of Polygonum ferrugineum (Polygonaceae). To our knowledge, this is the first report of the isolation of a homoisoflavanone from the Polygonum genus and the Polygonaceae family, and could be an important chemotaxonomic finding. In addition, the pattern of substitution of this homoisoflavanone is different from others previously reported. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2152 / 2158
页数:7
相关论文
共 33 条
[1]   ABSOLUTE-CONFIGURATION OF HOMOISOFLAVANONES FROM MUSCARI SPECIES [J].
ADINOLFI, M ;
BARONE, G ;
CORSARO, MM ;
MANGONI, L ;
LANZETTA, R ;
PARRILLI, M .
TETRAHEDRON, 1988, 44 (15) :4981-4988
[2]   ABSOLUTE-CONFIGURATION OF BENZOCYCLOBUTENE HOMOISOFLAVANONES FROM MUSCARI SPECIES [J].
ADINOLFI, M ;
BARONE, G ;
GIORDANO, F ;
LANZETTA, R ;
PARRILLI, M .
TETRAHEDRON, 1990, 46 (18) :6565-6574
[3]  
AGRAWAL PK, 1989, CARBON 13 NMR FLAVON, P7
[4]  
Ahmed M., 1981, PHYTOCHEMISTRY, V20, P2503
[5]   Homoisoflavanones and stilbenoids from Scilla nervosa [J].
Bangani, V ;
Crouch, NR ;
Mulholland, DA .
PHYTOCHEMISTRY, 1999, 51 (07) :947-951
[6]  
BRATOEFF EA, 1994, PHYTON-INT J EXP BOT, V55, P71
[7]   PHENYLPROPENE, BENZOIC-ACID AND FLAVONOID DERIVATIVES FROM FRUITS OF JAMAICAN PIPER SPECIES [J].
BURKE, B ;
NAIR, M .
PHYTOCHEMISTRY, 1986, 25 (06) :1427-1430
[8]   HOMOISOFLAVANONES FROM CHIONODOXA-LUCILIAE [J].
CORSARO, MM ;
LANZETTA, R ;
MANCINO, A ;
PARRILLI, M .
PHYTOCHEMISTRY, 1992, 31 (04) :1395-1397
[9]   Homoisoflavanones from three South African Scilla species [J].
Crouch, NR ;
Bangani, V ;
Mulholland, DA .
PHYTOCHEMISTRY, 1999, 51 (07) :943-946
[10]   Flavonoids from Polygonum stagninum (Polygonaceae) [J].
Datta, BK ;
Datta, SK ;
Rashid, MA ;
Sarker, SD .
BIOCHEMICAL SYSTEMATICS AND ECOLOGY, 2002, 30 (07) :693-696