N3,5′-cycloxanthosine, the first natural occurrence of a cyclonucleoside

被引:23
作者
Capon, RJ [1 ]
Trotter, NS [1 ]
机构
[1] Univ Queensland, Ctr Mol Biodivers, Inst Mol Biosci, St Lucia, Qld 4072, Australia
来源
JOURNAL OF NATURAL PRODUCTS | 2005年 / 68卷 / 11期
关键词
D O I
10.1021/np0502692
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
An Eryus sp. of marine sponge from the Great Australian Bight has yielded the first reported natural occurrence of a cyclonucleoside, N-3,5'-cycloxanthosine. The structure of N-3,5'-cycloxanthosine was confirmed by detailed spectroscopic analysis and total synthesis.
引用
收藏
页码:1689 / 1691
页数:3
相关论文
共 27 条
[1]   THE ISOLATION OF A NEW THYMINE PENTOSIDE FROM SPONGES [J].
BERGMANN, W ;
FEENEY, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (06) :2809-2810
[2]   CONTRIBUTIONS TO THE STUDY OF MARINE PRODUCTS .32. THE NUCLEOSIDES OF SPONGES .1. [J].
BERGMANN, W ;
FEENEY, RJ .
JOURNAL OF ORGANIC CHEMISTRY, 1951, 16 (06) :981-987
[3]   CONTRIBUTIONS TO THE STUDY OF MARINE PRODUCTS .39. THE NUCLEOSIDES OF SPONGES .3. SPONGOTHYMIDINE AND SPONGOURIDINE [J].
BERGMANN, W ;
BURKE, DC .
JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (11) :1501-1507
[4]   Oxidative damage to DNA: formation, measurement and biochemical features [J].
Cadet, J ;
Douki, T ;
Gasparutto, D ;
Ravanat, JL .
MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS, 2003, 531 (1-2) :5-23
[5]   (-)-echinobetaine A:: Isolation, structure elucidation, synthesis, and SAR studies on a new nematocide from a southern Australian marine sponge, Echinodictyum sp. [J].
Capon, RJ ;
Vuong, D ;
Lacey, E ;
Gill, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (02) :179-182
[6]   (+)-Echinobetaine B:: isolation, structure elucidation, synthesis and preliminary SAR studies on a new nematocidal betaine from a southern Australian marine sponge, Echinodictyum sp. [J].
Capon, RJ ;
Vuong, D ;
McNally, M ;
Peterle, T ;
Trotter, N ;
Lacey, E ;
Gill, JH .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (01) :118-122
[7]   Esmodil:: An acetylcholine mimetic resurfaces in a southern australian marine sponge Raspailia (Raspailia) sp. [J].
Capon, RJ ;
Skene, C ;
Liu, EH ;
Lacey, E ;
Gill, JH ;
Heiland, K ;
Friedel, T .
NATURAL PRODUCT RESEARCH, 2004, 18 (04) :305-309
[8]   5-THIO-D-MANNOSE FROM THE MARINE SPONGE CLATHRIA-PYRAMIDA (LENDENFELD) - THE 1ST EXAMPLE OF A NATURALLY-OCCURRING 5-THIOSUGAR [J].
CAPON, RJ ;
MACLEOD, JK .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (15) :1200-1201
[9]   Nucleosides.: IX.: Synthesis of purine N3,5′-cyclonucleosides and N3,5′-cyclo-2′,3′-seconucleosides via mitsunobu reaction as TIBO-like derivatives [J].
Chen, GS ;
Chen, CS ;
Chien, TC ;
Yeh, JY ;
Kuo, CC ;
Talekar, RS ;
Chern, JW .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2004, 23 (1-2) :347-359
[10]   THE HEXOPYRANOSYL RESIDUE THAT IS C-GLYCOSIDICALLY LINKED TO THE SIDE-CHAIN OF TRYPTOPHAN-7 IN HUMAN RNASE U-S IS ALPHA-MARMOPYRANOSE [J].
DEBEER, T ;
VLIEGENTHART, JFG ;
LOFFLER, A ;
HOFSTEENGE, J .
BIOCHEMISTRY, 1995, 34 (37) :11785-11789