A new epimeric pair of mono-THF Annonaceous acetogenins from Goniothalamus gardneri

被引:12
作者
Chen, Y
Chen, RR
Jiang, Z
Yu, DQ [1 ]
机构
[1] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
关键词
Goniothalamus gardneri; Annonaceae; acetogenin; gardnerinin and 34-epi-gardnerinin;
D O I
10.1055/s-2006-957418
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
From the roots of Goniothalamus gardneri Hook f. et. Thoms (Annonaceae), we have isolated a novel epimeric pair, gardnerinin (1) and 34-epi-gardnerinin (1'), characterized by the presence of a gamma-hydroxymethyl-gamma-lactone moiety. These compounds represent an unusual type of mono-THF Annonaceous acetogenins, bearing one flanking hydroxy group on the hydrocarbon side, and another hydroxy group on the lactone side, that is only one carbon away from the THF ring.
引用
收藏
页码:242 / 245
页数:4
相关论文
共 12 条
[1]  
CAVE A, 1993, RECENT ADV PHYTOCHEM, V27, P167
[2]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[3]   NOVEL CYTOTOXIC ANNONACEOUS ACETOGENINS - (2,4-CIS AND TRANS)-BULLADECINONES FROM ANNONA-BULLATA (ANNONACEAE) [J].
GU, ZM ;
FANG, XP ;
ZENG, L ;
KOZLOWSKI, JF ;
MCLAUGHLIN, JL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (03) :473-478
[4]  
GU ZM, 1995, RECENT ADV PHYTOCHEM, V29, P249
[5]   New type of mono-tetrahydrofuran ring acetogenins from Goniothalamus donnaiensis [J].
Jiang, Z ;
Yu, DQ .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :122-125
[6]   SYNTHESIS OF (E)-4,6-DIMETHYL-4-OCTEN-3-ONE (MANICONE) [J].
KOCIENSKI, PJ ;
ANSELL, JM ;
OSTROW, RW .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (22) :3625-3627
[7]   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
[8]  
POLO MCZ, 1996, PHYTOCHEMISTRY, V42, P253
[9]   DETERMINATION OF ABSOLUTE-CONFIGURATION OF STEREOGENIC CARBINOL CENTERS IN ANNONACEOUS ACETOGENINS BY H-1-NMR AND F-19-NMR ANALYSIS OF MOSHER ESTER DERIVATIVES [J].
RIESER, MJ ;
HUI, YH ;
RUPPRECHT, JK ;
KOZLOWSKI, JF ;
WOOD, KV ;
MCLAUGHLIN, JL ;
HANSON, PR ;
ZHUANG, ZP ;
HOYE, TR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10203-10213
[10]   Five new monotetrahydrofuran ring acetogenins from the leaves of Annona muricata [J].
Zeng, L ;
Wu, FE ;
Oberlies, NH ;
McLaughlin, JL ;
Sastrodihadjo, S .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (11) :1035-1042