11α-Ethoxy-β-boswellic Acid and Nizwanone, a New Boswellic Acid Derivative and a New Triterpene, Respectively, from Boswellia sacra

被引:14
作者
Al-Harrasi, Ahmed [1 ]
Ali, Liaqat [1 ]
Rehman, Najeeb Ur [1 ]
Hussain, Javid [1 ]
Hussain, Hidayat [1 ]
Al-Rawahi, Ahmed [1 ]
Rizvi, Tania Shamim [2 ]
机构
[1] Univ Nizwa, Dept Biol Sci & Chem, Birkat Al Mauz, Nizwa, Oman
[2] Univ Karachi, Int Ctr Chem & Biol Sci, HEJ Res Inst Chem, Karachi 75270, Pakistan
关键词
Boswellia sacra; -Boswellic acid; 11-ethoxy-; Ursanes; Nizwanone; Triterpenes; OLEOGUM RESIN; APOPTOSIS; CONSTITUENTS; PLANTS;
D O I
10.1002/cbdv.201200231
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
A new boswellic acid derivative, 11-ethoxy--boswellic acid (EBA; 1) and a new ursane-type triterpene, named nizwanone (2), were isolated from Omani frankincense Boswellia sacraFlueck. together with two known compounds papyriogenin B and rigidenol. The structures of 1 and 2 were elucidated by detailed spectroscopic analysis using H-1- and C-13-NMR, H-1,H-1-COSY, HMQC, HMBC, and HR-EI-MS techniques. The relative configurations of 1 and 2 were assigned by comparative analysis of the NMR spectral data with those of known analogs together with NOESY experiments. Structures of known compounds were identified by comparison with the reported data.
引用
收藏
页码:1501 / 1506
页数:6
相关论文
共 26 条
[1]  
Ahmad Z, 2007, TURK J CHEM, V31, P495
[2]  
Al-Ghassany, 2008, DHOFAR LAND FRANKINC
[3]   Phytochemical analysis of the essential oil from botanically certified Oleogum Resin of Boswellia sacra (Omani luban) [J].
Al-Harrasi, Ahmed ;
Al-Saidi, Salim .
MOLECULES, 2008, 13 (09) :2181-2189
[4]  
Badria FA, 2003, Z NATURFORSCH C, V58, P505
[5]   Benzoic acid derivatives, acetophenones, and anti-inflammatory constituents from Melicope semecarpifolia [J].
Chen, Jih-Jung ;
Cho, Jui-Ying ;
Hwang, Tsong-Long ;
Chen, Ih-Sheng .
JOURNAL OF NATURAL PRODUCTS, 2008, 71 (01) :71-75
[6]   The Frankincense tree (Boswellia sacra, Burseraceae) from Oman: ITS and ISSR analyses of genetic diversity and implications for conservation [J].
Coppi, Andrea ;
Cecchi, Lorenzo ;
Selvi, Federico ;
Raffaelli, Mauro .
GENETIC RESOURCES AND CROP EVOLUTION, 2010, 57 (07) :1041-1052
[7]   A lupane triterpene from frankincense (Boswellia sp., Burseraceae) [J].
Culioli, G ;
Mathe, C ;
Archier, P ;
Vieillescazes, C .
PHYTOCHEMISTRY, 2003, 62 (04) :537-541
[8]   Boswellic acids and malignant glioma: induction of apoptosis but no modulation of drug sensitivity [J].
Glaser, T ;
Winter, S ;
Groscurth, P ;
Safayhi, H ;
Sailer, ER ;
Ammon, HPT ;
Schabet, M ;
Weller, M .
BRITISH JOURNAL OF CANCER, 1999, 80 (5-6) :756-765
[9]  
Gupta A., 1998, EUR J MED RES, V3, P511
[10]   Effects of gum resin of Boswellia serrata in patients with chronic colitis [J].
Gupta, I ;
Parihar, A ;
Malhotra, P ;
Gupta, S ;
Lüdtke, R ;
Safayhi, H ;
Ammon, HPT .
PLANTA MEDICA, 2001, 67 (05) :391-395