Two New Quinochalcones from the Florets of Carthamus tinctorius

被引：48

作者：

Jiang, Jian-Shuang

He, Jun

Feng, Zi-Ming

Zhang, Pei-Cheng ^{[1
]}

机构：

[1] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 06期

基金：

中国国家自然科学基金; 北京市自然科学基金;

关键词：

L. OIL CAKE; FLOWER PETALS; C-GLYCOSIDE; RED PIGMENT; SAFFLOWER; CONVERSION; PHLOROACETOPHENONE; YELLOW; SEEDS;

D O I：

10.1021/ol902971w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new quinochalcone compounds, named saffloquinoside A (1) and saffloquinoside B (2), were isolated from the florets of Carthamus tinctorius. Their unusual structures including their absolute stereochemistry were elucidated based on UV, IR, HRESIMS, 1D and 2D NMR data, and CD spectrum. Saffloquinoside A has an uncommon six-five member dioxaspirocycle and saffloquinoside B has a cyclohexatrione skeleton with a benzyl group and two C-glycosyl units. Saffloquinoside A exhibited middling anti-inflammatory activity.

引用

页码：1196 / 1199

页数：4

共 21 条

[1] 6-HYDROXYKAEMPFEROL AND ITS GLYCOSIDES FROM CARTHAMUS-TINCTORIUS PETALS
HATTORI, M
HUANG, XL
CHE, QM
KAWATA, Y
TEZUKA, Y
KIKUCHI, T
NAMBA, T
[J]. PHYTOCHEMISTRY, 1992, 31 (11) : 4001 - 4004
[2] Quinochalcones and flavonoids from fresh florets in different cultivars of Carthamus tinctorius L.
Kazuma, K
Takahashi, T
Sato, K
Takeuchi, H
Matsumoto, T
Okuno, T
[J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2000, 64 (08) : 1588 - 1599
[3] Conversion of β-D-C-glucopyranosyl phloroacetophenone to a spiroketal compound
Kumazawa, T
Asahi, N
Matsuba, S
Sato, S
Furuhata, K
Onodera, J
[J]. CARBOHYDRATE RESEARCH, 1998, 308 (1-2) : 213 - 216
[4] The conversion of 3-C-β-D-galactopyranosyl phloroacetophenone to a spiroketal derivative
Kumazawa, T
Chiba, M
Matsuba, S
Sato, S
Onodera, J
[J]. CARBOHYDRATE RESEARCH, 2000, 328 (04) : 599 - 603
[5] TINCTORMINE, A NOVEL CA-2+ ANTAGONIST N-CONTAINING QUINOCHALCONE C-GLYCOSIDE FROM CARTHAMUS-TINCTORIUS L
MESELHY, MR
KADOTA, S
MOMOSE, Y
HATTORI, M
NAMBA, T
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (12) : 3355 - 3357
[6] MESELHY MR, 1993, CHEM PHARM BULL, V41, P1796, DOI 10.1248/cpb.41.1796
[7] Nagatsu A, 1998, CHEM PHARM BULL, V46, P1044
[8] cis-N-(p-coumaroyl)serotonin from Konnyaku, Amorphophallus konjac K. Koch
Niwa, T
Etoh, H
Shimizu, A
Shimizu, Y
[J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2000, 64 (10) : 2269 - 2271
[9] THE STRUCTURE OF SAFFLOMIN-A, A COMPONENT OF SAFFLOWER YELLOW
ONODERA, J
OBARA, H
OSONE, M
MARUYAMA, Y
SATO, S
[J]. CHEMISTRY LETTERS, 1981, (03) : 433 - 436
[10] THE STRUCTURE OF SAFFLOMIN-C, A CONSTITUENT OF SAFFLOWER
ONODERA, J
OBARA, H
HIROSE, R
MATSUBA, S
SATO, N
SATO, S
SUZUKI, M
[J]. CHEMISTRY LETTERS, 1989, (09) : 1571 - 1574

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