Absolute configuration of alpha-pyrones from Cryptocarya latifolia and Syncolostemon densiflorus

被引:21
作者
Collett, LA
DaviesColeman, MT
Rivett, DEA
Drewes, SE
Horn, MM
机构
[1] RHODES UNIV,DEPT CHEM,ZA-6140 GRAHAMSTOWN,SOUTH AFRICA
[2] UNIV NATAL,DEPT CHEM & CHEM TECHNOL,ZA-3200 PIETERMARITZBURG,SOUTH AFRICA
关键词
Cryptocarya latifolia; Lauraceae; Syncolostemon densiflorus; Lamiaceae; 6-substituted 5,6-dihydro-alpha-pyrones; triacetate; diacetate; syndenolide;
D O I
10.1016/S0031-9422(96)00643-7
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 stereochemical structures of two alpha-pyrones previously isolated from Cryptocarya lntifolia have been shown to be 6R-[2R,4S,6S-(triacetoxy)-heptyl]-5,6-dihydro-2H-pyran-2-one and 6R-[2S,4S-(diacetoxy)-pentyl]-5,6-dihydro-2H-pyran-2-one. Syndenolide from Syncolostemon densiflorus is 6R-[5S-(acetoxy)1R,2R,3S-(trihydroxy)-heptyl]-5,6-dihydro-2H-pyran-2-one. Copyright (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:935 / 938
页数:4
相关论文
共 7 条
[1]   RAPID AND CONVENIENT TECHNIQUE FOR CONVERTING KETONES INTO THEIR ETHYLENEDIOXY-DERIVATIVES OR TRIMETHYLENEDIOXY-DERIVATIVES, AND FOR MAKING ACETONIDES [J].
DANN, AE ;
DAVIS, JB ;
NAGLER, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (01) :158-160
[2]  
Davies-Coleman M T, 1989, Fortschr Chem Org Naturst, V55, P1
[3]   AN ALPHA-PYRONE FROM SYNCOLOSTEMON DENSIFLORUS [J].
DAVIESCOLEMAN, MT ;
RIVETT, DEA .
PHYTOCHEMISTRY, 1994, 35 (06) :1590-1592
[4]   5,6-DIHYDRO-ALPHA-PYRONES AND 2 BICYCLIC TETRAHYDRO-ALPHA-PYRONE DERIVATIVES FROM CRYPTOCARYA-LATIFOLIA [J].
DREWES, SE ;
SEHLAPELO, BM ;
HORN, MM ;
SCOTTSHAW, R ;
SANDOR, P .
PHYTOCHEMISTRY, 1995, 38 (06) :1427-1430
[5]  
KOBAYASHI M, 1992, J CHEM RES-S, P366
[6]   HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS [J].
OHTANI, I ;
KUSUMI, T ;
KASHMAN, Y ;
KAKISAWA, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4092-4096
[7]   STEREOCHEMISTRY OF ALTERNATING POLYOL CHAINS - C-13 NMR ANALYSIS OF 1,3-DIOL ACETONIDES [J].
RYCHNOVSKY, SD ;
SKALITZKY, DJ .
TETRAHEDRON LETTERS, 1990, 31 (07) :945-948