CHEMISTRY OF THE BURSERACEAE .15. MANSUMBINANE DERIVATIVES FROM STEM BARK OF COMMIPHORA-KUA

被引:18
作者
PROVAN, GJ
GRAY, AI
WATERMAN, PG
机构
[1] Phytochemistry Research Laboratories, Department of Pharmaceutical Sciences, University of Strathclyde, Glasgow
关键词
COMMIPHORA-KUA; BURSERACEAE; 17-OCTANORDAMMARANES; MANSUMBIN-13(17)-EN-3,16-DIONE; 3-BETA-HYDROXYMANSUMBIN-13(17)-EN-16-ONE; 3,4-SECO-MANSUMBIN-5(28),13(17)-DIEN-16-ONE-3-OIC ACID; 16-HYDROPEROXYMANSUMBIN-13(17)-EN DERIVATIVES; HMBC NMR;
D O I
10.1016/0031-9422(92)80364-K
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 stem bark of Commiphora kua has yielded three unstable C22 compounds which rapidly degraded to give artefacts identified as mansumbin-13(17)-en-3,16-dione (4-alpha,4-beta,8-beta,10-beta,14-alpha-pentamethyl-5-alpha-gon-13(17)-en-3,16-dione), 3-beta-hydroxymansumbin-13(17)-en-16-one, and 16-oxo-3,4-seco-mansumbin-4(28),13(17)-dien-3-oic acid. Spectroscopic evidence is advanced suggesting that the unstable parent compounds were the corresponding 16-hydroperoxides. Structure elucidation made considerable use of heteronuclear multiple-bond coherence spectroscopy (HMBC).
引用
收藏
页码:2065 / 2068
页数:4
相关论文
共 7 条
[1]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[2]   SENSITIVITY-ENHANCED TWO-DIMENSIONAL HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY [J].
BAX, A ;
SUBRAMANIAN, S .
JOURNAL OF MAGNETIC RESONANCE, 1986, 67 (03) :565-569
[3]   SECO RING-A TRITERPENE ACIDS FROM THE RESIN OF DACRYODES-NORMANDII [J].
PARSONS, IC ;
GRAY, AI ;
LAVAUD, C ;
MASSIOT, G ;
WATERMAN, PG .
PHYTOCHEMISTRY, 1991, 30 (04) :1221-1223
[4]   CHEMISTRY OF THE BURSERACEAE .10. MAJOR TRITERPENES FROM THE RESINS OF COMMIPHORA-INCISA AND C-KUA AND THEIR POTENTIAL CHEMOTAXONOMIC SIGNIFICANCE [J].
PROVAN, GJ ;
WATERMAN, PG .
PHYTOCHEMISTRY, 1988, 27 (12) :3841-3843
[5]   CHEMISTRY OF THE BURSERACEAE - THE MANSUMBINANES - OCTANORDAMMARANES FROM THE RESIN OF COMMIPHORA-INCISA [J].
PROVAN, GJ ;
WATERMAN, PG .
PHYTOCHEMISTRY, 1986, 25 (04) :917-922
[6]  
PROVAN GJ, 1986, THESIS U STRATHCLYDE
[7]  
VOLLESEN K, 1985, Kew Bulletin, V40, P39, DOI 10.2307/4108474