Chemistry and bioactivity of royal jelly from Greece

被引:114
作者
Melliou, E [1 ]
Chinou, I [1 ]
机构
[1] Univ Athens, Div Pharmacognosy & Nat Prod Chem, Fac Pharm, GR-15771 Athens, Greece
关键词
royal jelly; fatty acids; decanoic and dodecanoic acid derivatives; antimicrobial activities;
D O I
10.1021/jf051550p
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Twenty-five compounds were identified from the dichloromethane and methanol extracts of royal jelly from Greece. Among them, 16 compounds are reported for the first time as royal jelly constituents, whereas 7 of them are isolated for the first time as natural products. The 7 new compounds were fatty acid derivatives: 10-acetoxydecanoic acid (1), trans-10-acetoxydec-2-enoic acid (2), 11-oxododecanoic acid (3), (11S)-hydroxydodecanoic acid (4), (10R, 11R)-dihydroxydodecanoic acid (5), 3,11-dihydroxydodecanoic acid (6), and (111 S), 12-dihydroxydodecanoic acid (7). The structures of the isolated compounds were determined by spectroscopic methods, mainly by the concerted application of 1D and 2D NMR techniques (HMQC, HMBC) and mass spectrometry. The studied sample and the isolated compounds were tested for their antimicrobial activity against Gram-positive and Gram-negative bacteria and fungi and exhibited interesting activities.
引用
收藏
页码:8987 / 8992
页数:6
相关论文
共 25 条
[1]   MOLECULAR AND CRYSTAL-STRUCTURE OF HYPTOLIDE, A NATURALLY-OCCURRING ALPHA,BETA-UNSATURATED DELTA-LACTONE [J].
ACHMAD, S ;
HOYER, T ;
KJAER, A ;
MAKMUR, L ;
NORRESTAM, R .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1987, 41 (08) :599-609
[2]  
Adams R., 2001, Identification of essential oil components by gas chromatography/quadrupole mass spectrometry
[3]   AUFTRENNUNG DER SAUREN ANTEILE VON EXTRAKTEN AUS BIENENKONIGINNEN (APIS-MELLIFICA L) - ISOLIERUNG DES ALS KONIGINNEN-SUBSTANZ BEZEICHNETEN PHEROMONES [J].
BARBIER, M ;
LEDERER, E ;
REICHSTEIN, T ;
SCHINDLER, O .
HELVETICA CHIMICA ACTA, 1960, 43 (06) :1682-1689
[4]   Reductive cleavage of 2,2,2-trichloroethyl esters with sodium telluride [J].
Blay, G ;
Cardona, L ;
García, B ;
García, CL ;
Pedro, JR .
SYNTHETIC COMMUNICATIONS, 1998, 28 (08) :1405-1414
[5]   10-HYDROXY-DELTA2-DECENOIC ACID, AN ANTIBIOTIC FOUND IN ROYAL JELLY [J].
BLUM, MS ;
NOVAK, AF ;
TABER, S .
SCIENCE, 1959, 130 (3373) :452-453
[6]   NEW SYNTHESIS OF ROYAL JELLY ACID [J].
CHIRON, R .
JOURNAL OF CHEMICAL ECOLOGY, 1982, 8 (04) :709-713
[7]   Total synthesis of (S)-(+)-imperanene.: Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates [J].
Doyle, MP ;
Hu, WH ;
Valenzuela, MV .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (09) :2954-2959
[8]   Mandibular gland volatiles and their ontogenetic patterns in queen honey bees, Apis mellifera carnica [J].
Engels, W ;
Rosenkranz, P ;
Adler, A ;
Taghizadeh, T ;
Lubke, G ;
Francke, W .
JOURNAL OF INSECT PHYSIOLOGY, 1997, 43 (04) :307-313
[9]  
FUJIWARA S, 1990, J BIOL CHEM, V265, P11333
[10]   INSECT PHEROMONE SYNTHESIS USING MN-SALEN CATALYZED ASYMMETRIC EPOXIDATION AS A KEY STEP [J].
HAMADA, T ;
DAIKAI, K ;
IRIE, R ;
KATSUKI, T .
TETRAHEDRON-ASYMMETRY, 1995, 6 (10) :2441-2451