Germacranolides and a new type of guaianolide from Acanthospermum hispidum

被引:26
作者
Cartagena, E
Bardón, A
Catalán, CAN
de Hernández, ZNJ
Hernández, LR
Joseph-Nathan, P
机构
[1] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
[2] Univ Nacl Tucuman, Fac Bioquim Quim & Farm, Inst Quim Organ, RA-4000 San Miguel De Tucuman, Tucuman, Argentina
来源
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 10期
关键词
D O I
10.1021/np9905057
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The aerial parts of an Argentinian collection of Acanthospermum hispidum afforded 26 sesquiterpene lactones, including the two guaianolides (1 and 2) having a novel oxygen bridge between C-4. and C-14, three new cis,cis-germacranolides (4, 7, and 8), and two new melampolides (25 and 26). Guaianolides 1 and 2 seem to derive biosynthetically from the germacranolide 27 having the (1DD5)-D-14,15 conformation. The structures were elucidated using extensive spectroscopic analysis.
引用
收藏
页码:1323 / 1328
页数:6
相关论文
共 16 条
[1]   NATURALLY OCCURRING TERPENE DERIVATIVES .179. NEW MELAMPOLIDES AND CIS, CIS-GERMACRANOLIDES FROM SPECIES OF THE SUBTRIBE MELAMPODIINAE [J].
BOHLMANN, F ;
JAKUPOVIC, J ;
ZDERO, C ;
KING, RM ;
ROBINSON, H .
PHYTOCHEMISTRY, 1979, 18 (04) :625-630
[2]  
Burket U., 1982, ACS MONOGRAPH, V177
[3]  
de Hernández ZNJ, 1999, PHYTOCHEMISTRY, V51, P79
[4]   Guaianolides and germacradienolides from Stevia sanguinea [J].
deHernandez, ZNJ ;
Hernandez, LR ;
Catalan, CAN ;
Gedris, TE ;
Herz, W .
PHYTOCHEMISTRY, 1997, 46 (04) :721-727
[5]   ACANTHOSPERMAL-A AND ACANTHOSPERMAL-B, 2 NEW MELAMPOLIDES FROM ACANTHOSPERMUM SPECIES [J].
HERZ, W ;
KALYANARAMAN, PS .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (24) :3486-3491
[6]   STRUCTURE OF LOLIOLIDE - TERPENE FROM LOLIUM PERENNE [J].
HODGES, R ;
PORTE, AL .
TETRAHEDRON, 1964, 20 (06) :1463-&
[7]  
JAKUPOVIC J, 1986, PLANTA MED, P154, DOI 10.1055/s-2007-969104
[8]   A TWO-DIMENSIONAL NMR-STUDY OF ANGELIC AND TIGLIC ACID [J].
JOSEPHNATHAN, P ;
WESENER, JR ;
GUNTHER, H .
ORGANIC MAGNETIC RESONANCE, 1984, 22 (03) :190-191
[9]   Glaucolides and hirsutinolides from Vernonanthura squamulosa [J].
Kotowicz, C ;
Bardón, A ;
Catalan, CAN ;
Cerda-García-Rojas, CM ;
Joseph-Nathan, P .
PHYTOCHEMISTRY, 1998, 47 (03) :425-428
[10]   BIOLOGICALLY-ACTIVE CONSTITUENTS OF TROPICAL AND SUBTROPICAL PLANTS [J].
KRAUS, W ;
KOLLWEBER, M ;
MAILE, R ;
WUNDER, T ;
VOGLER, B .
PURE AND APPLIED CHEMISTRY, 1994, 66 (10-11) :2347-2352