Three novel monotetrahydrofuran annonaceous acetogenins from Annona montana

被引:17
作者
Mootoo, BS [1 ]
Ali, A
Khan, A
Reynolds, WF
McLean, S
机构
[1] Univ W Indies, Dept Chem, St Augustine, Trinidad Tobago
[2] Univ W Indies, Dept Plant Sci, St Augustine, Trinidad Tobago
[3] Univ Toronto, Dept Chem, Toronto, ON M5S 1A1, Canada
来源
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 06期
关键词
D O I
10.1021/np9903301
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three new monotetrahydrofuran (mono-THF) acetogenins, anmontanins A-C (1-3) were isolated from the leaves of Annona montana. Anmontanin C (3) is the first stereochemically pure acetogenin reported to have a gamma-hydroxymethyl-gamma-lactone moiety. Two known mono-THF acetogenins, murisolin and annonacin, were isolated from the seeds of the plant. The structures of compounds 1-3 were elucidated by spectral methods and chemical derivatization.
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页码:807 / 811
页数:5
相关论文
共 17 条
[1]   Annonaceous acetogenins: Recent progress [J].
Alali, FQ ;
Liu, XX ;
McLaughlin, JL .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (03) :504-540
[2]   THE RELATIVE CONFIGURATION OF ACETOGENINS ISOLATED FROM ANNONA-SQUAMOSA - ANNONIN-I (SQUAMOCIN) AND ANNONIN-VI [J].
BORN, L ;
LIEB, F ;
LORENTZEN, JP ;
MOESCHLER, H ;
NONFON, M ;
SOLLNER, R ;
WENDISCH, D .
PLANTA MEDICA, 1990, 56 (03) :312-316
[3]   A new epimeric pair of mono-THF Annonaceous acetogenins from Goniothalamus gardneri [J].
Chen, Y ;
Chen, RR ;
Jiang, Z ;
Yu, DQ .
PLANTA MEDICA, 1998, 64 (03) :242-245
[4]  
FUJIMOTO Y, 1994, CHEM PHARM BULL, V42, P1175, DOI 10.1248/cpb.42.1175
[5]   STEREOSTRUCTURAL STUDIES ON THE 4-HYDROXYLATED ANNONACEOUS ACETOGENINS - A NOVEL USE OF MOSHER ESTER DATA FOR DETERMINING RELATIVE CONFIGURATION [BETWEEN C(4) AND C(36)] [J].
HOYE, TR ;
HANSON, PR ;
HASENWINKEL, LE ;
RAMIREZ, EA ;
ZHUANG, ZP .
TETRAHEDRON LETTERS, 1994, 35 (46) :8529-8532
[6]   New type of mono-tetrahydrofuran ring acetogenins from Goniothalamus donnaiensis [J].
Jiang, Z ;
Yu, DQ .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :122-125
[7]   Mono-tetrahydrofuran ring acetogenins from Goniothalamus donnaiensis [J].
Jiang, Z ;
Chen, Y ;
Chen, RY ;
Yu, DQ .
PHYTOCHEMISTRY, 1997, 46 (02) :327-331
[8]   Two epimeric pairs of C-4-acetyl annonaceous acetogenins from Goniothalamus donnaiensis [J].
Jiang, Z ;
Chen, RY ;
Chen, Y ;
Yu, DQ .
PLANTA MEDICA, 1998, 64 (04) :362-366
[9]   NEW CYTOTOXIC MONOTETRAHYDROFURAN ACETOGENINS - ANNOMONICIN AND MONTANACIN [J].
JOSSANG, A ;
DUBAELE, B ;
CAVE, A ;
BARTOLI, MH ;
BERIEL, H .
TETRAHEDRON LETTERS, 1990, 31 (13) :1861-1864
[10]   ANNOMONTACIN - NEW CYTOTOXIC ACETOGENIN GAMMA-LACTONE MONOTETRAHYDROFURAN ISOLATED FROM ANNONA-MONTANA [J].
JOSSANG, A ;
DUBAELE, B ;
CAVE, A ;
BARTOLI, MH ;
BERIEL, H .
JOURNAL OF NATURAL PRODUCTS, 1991, 54 (04) :967-971