Foliar epicuticular wax of Arrabidaea brachypoda:: flavonoids and antifungal activity

被引:72
作者
Alcerito, T
Barbo, FE
Negri, G
Santos, DYAC
Meda, CI
Young, MCM
Chávez, D
Blatt, CTT
机构
[1] Bot Inst Sao Paulo, Sect Physiol & Biochem, BR-04301902 Sao Paulo, Brazil
[2] Univ Bandeirante Sao Paulo, Dept Nat Prod, BR-1813 Sao Paulo, Brazil
[3] Univ Sao Paulo, Dept Bot, Inst Biosci, BR-05422970 Sao Paulo, Brazil
[4] Univ Illinois, Dept Med Chem & Pharmacognosy, Coll Pharm, Chicago, IL 60612 USA
基金
巴西圣保罗研究基金会;
关键词
Arrabidaea brachypoda; Bignoniaceae; flavonoids; epicuticular wax; antifungal activity; 3 ',4 '-dihydroxy-5,6,7-trimethoxyflavone; cirsiliol; cirsimaritin; hispidulin;
D O I
10.1016/S0305-1978(01)00149-1
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 epicuticular wax of the leaves of Arrabidaea brachypoda was analyzed for its flavonoid content and four compounds (1-4) were isolated. They are known flavonoids and showed antifungal activity against Cladosporium sphaerospermum. They were identified by mass spectrometry, proton nuclear magnetic resonance spectroscopy and nuclear Overhauser effect spectroscopy (NOESY) as 3',4'-dihydroxy-5,6,7-trimethoxyflavone (1), cirsiliol (2), cirsimaritin (3) and hispidulin (4). Two major chemical features resulting from this work are the first report of 1 as a natural product and the first finding of cirsiliol in Bignoniaceae. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:677 / 683
页数:7
相关论文
共 23 条
[1]  
AMARAL MCE, 1985, REV BRASILEIRA BOT, V8, P127
[2]  
Azam MME, 2000, BIOCHEM SYST ECOL, V28, P803, DOI 10.1016/S0305-1978(99)00116-7
[3]  
Baker E. A., 1982, The plant cuticle, P139
[4]   Flavonoids of Bignoniaceae from the "cerrado" and their possible taxonomic significance [J].
Blatt, CTT ;
dos Santos, MD ;
Salatino, A .
PLANT SYSTEMATICS AND EVOLUTION, 1998, 210 (3-4) :289-292
[5]   The colouring matters of Carajura. [J].
Chapman, E ;
Perkin, AG ;
Robinson, R .
JOURNAL OF THE CHEMICAL SOCIETY, 1927, :3015-3041
[6]   STUDIES ON PLANT CUTICLE .6. ISOLATION + FRACTIONATION OF CUTICULAR WAXES [J].
FERNANDES, AMS ;
BAKER, EA ;
MARTIN, JT .
ANNALS OF APPLIED BIOLOGY, 1964, 53 (01) :43-+
[7]   COMPARATIVE BIOCHEMISTRY OF FLAVONOIDS .6. FLAVONOID PATTERNS IN BIGNONIACEAE AND GESNERIACEAE [J].
HARBORNE, JB .
PHYTOCHEMISTRY, 1967, 6 (12) :1643-&
[8]   REVISED STRUCTURE FOR HORTENSIN, A FLAVONOID FROM MILLINGTONIA-HORTENSIS [J].
HASE, T ;
OHTANI, K ;
KASAI, R ;
YAMASAKI, K ;
PICHEANSOONTHON, C .
PHYTOCHEMISTRY, 1995, 40 (01) :287-290
[9]   DIRECT BIOAUTOGRAPHY ON THIN-LAYER CHROMATOGRAMS AS A METHOD FOR DETECTING FUNGITOXIC SUBSTANCES [J].
HOMANS, AL ;
FUCHS, A .
JOURNAL OF CHROMATOGRAPHY, 1970, 51 (02) :327-&
[10]   SYNTHESES OF 5,6,7-TRIOXYGENATED AND 5,7,8-TRIOXYGENATED 3',4'-DIHYDROXYFLAVONES HAVING ALKOXY GROUPS AND THEIR INHIBITORY ACTIVITIES AGAINST ARACHIDONATE 5-LIPOXYGENASE [J].
HORIE, T ;
TSUKAYAMA, M ;
KOURAI, H ;
YOKOYAMA, C ;
FURUKAWA, M ;
YOSHIMOTO, T ;
YAMAMOTO, S ;
WATANABEKOHNO, S ;
OHATA, K .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (11) :2256-2262