3-Hydroxy-3a,6,8c-trimethylperhydrooxireno[2′,3′:7,8]naphtho[1,2-b]furan-7(2H)-one

被引:1
作者
Kesternich, Victor [2 ]
Cortes, Paulina [2 ]
Brito, Ivan [1 ]
Cardenas, Alejandro [3 ]
Lopez-Rodriguez, Matias [4 ]
机构
[1] Univ Antofagasta, Fac Ciencias Basicas, Dept Quim, Antofagasta, Chile
[2] Univ Catolica Norte, Dept Quim, Antofagasta, Chile
[3] Univ Antofagasta, Fac Ciencias Basicas, Dept Fis, Antofagasta, Chile
[4] Univ La Laguna, Inst Bioorgan Antonio Gonzalez, Tenerife, Spain
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2009年 / 65卷
关键词
SESQUITERPENE LACTONES; CRYSTALLOGRAPHY; EUDESMANOLIDES;
D O I
10.1107/S1600536809025124
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C15H22O4, consists of two trans-fused six-membered rings and a trans-fused five-membered gamma-lactone. The epoxy and hydroxyl groups are alpha-oriented. The cyclohexane rings adopt half-chair and chair conformations and the lactone ring is in an envelope conformation. The molecular structure is stabilized by one O-H center dot center dot center dot O and three C-H center dot center dot center dot O intramolecular hydrogen bonds.
引用
收藏
页码:O1777 / U2260
页数:11
相关论文
共 15 条
[1]   SIR97:: a new tool for crystal structure determination and refinement [J].
Altomare, A ;
Burla, MC ;
Camalli, M ;
Cascarano, GL ;
Giacovazzo, C ;
Guagliardi, A ;
Moliterni, AGG ;
Polidori, G ;
Spagna, R .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1999, 32 :115-119
[2]   GENERAL DEFINITION OF RING PUCKERING COORDINATES [J].
CREMER, D ;
POPLE, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1354-1358
[3]  
Farrugia L. J., 1999, J. Appl. Crystallogr, V32, P837, DOI [DOI 10.1107/S0021889812029111, DOI 10.1107/S0021889899006020]
[4]  
Farrujia LJ., 1997, J APPL CRYSTALLOGR, V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]
[5]   Natural sesquiterpenoids [J].
Fraga, Braulio M. .
NATURAL PRODUCT REPORTS, 2008, 25 (06) :1180-1209
[6]   EVIDENCE FOR THE BIOGENESIS OF 1 ALPHA-HYDROXY-TRANS-EUDESMANOLIDES [J].
GONZALEZ, AG ;
GALINDO, A ;
MANSILLA, H ;
GUTIERREZ, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (04) :881-884
[7]   Sesquiterpene lactones as inhibitors of IL-8 expression in HeLa cells [J].
Lindenmeyer, MT ;
Hrenn, A ;
Kern, C ;
Castro, V ;
Murillo, R ;
Müller, S ;
Laufer, S ;
Schulte-Mönting, J ;
Siedle, B ;
Merfort, I .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (08) :2487-2497
[8]  
Nonius, 2000, COLLECT
[9]   New sesquiterpene lactones from water extract of the root of Lindera strychnifolia with cytotoxicity against the human small cell lung cancer cell, SBC-3 [J].
Ohno, T ;
Nagatsu, A ;
Nakagawa, M ;
Inoue, M ;
Li, YM ;
Minatoguchi, S ;
Mizukami, H ;
Fujiwara, H .
TETRAHEDRON LETTERS, 2005, 46 (50) :8657-8660
[10]   Processing of X-ray diffraction data collected in oscillation mode [J].
Otwinowski, Z ;
Minor, W .
MACROMOLECULAR CRYSTALLOGRAPHY, PT A, 1997, 276 :307-326