APPLICATION OF 2-DIMENSIONAL NMR-SPECTROSCOPY IN THE STRUCTURAL DETERMINATION OF MARINE NATURAL-PRODUCTS - ISOLATION AND TOTAL STRUCTURAL ASSIGNMENT OF 4-DEOXYASBESTININ DITERPENES FROM THE CARIBBEAN GORGINIAN BRIAREUM-ASBESTINUM

被引：33

作者：

MORALES, JJ ^{[1
]}

LORENZO, D ^{[1
]}

RODRIGUEZ, AD ^{[1
]}

机构：

[1] UNIV PUERTO RICO,DEPT CHEM,RIO PIEDRAS,PR 00931

来源：

JOURNAL OF NATURAL PRODUCTS | 1991年 / 54卷 / 05期

关键词：

D O I：

10.1021/np50077a021

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The structures of four novel asbestinin diterpenes isolated in the toxic extracts of the Caribbean gorgonian Briareum asbestinum are discussed. The major metabolite 11-acetoxy-4-deoxyasbestinin B [2] was subjected to a total structural assignment through the concerted application of several 2D nmr techniques that included H-1-H-1 COSY, RCT-COSY, RCT2 COSY, HC COSY (HMQC), NOESY, proton-detected long range heteronuclear chemical shift correlation (HMBC) and C-13-C-13 chemical shift correlation spectroscopy (INADEQUATE).

引用

页码：1368 / 1382

页数：15

共 29 条

[1] H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].

BAX, A ;

SUMMERS, MF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094

[2] SENSITIVITY-ENHANCED TWO-DIMENSIONAL HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY [J].

BAX, A ;

SUBRAMANIAN, S .

JOURNAL OF MAGNETIC RESONANCE, 1986, 67 (03) :565-569

[3] STRUCTURE ELUCIDATION OF THE ANTIBIOTIC DESERTOMYCIN THROUGH THE USE OF NEW TWO-DIMENSIONAL NMR TECHNIQUES [J].

BAX, A ;

ASZALOS, A ;

DINYA, Z ;

SUDO, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) :8056-8063

[4] AN NMR TECHNIQUE FOR TRACING OUT THE CARBON SKELETON OF AN ORGANIC-MOLECULE [J].

BAX, A ;

FREEMAN, R ;

FRENKIEL, TA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) :2102-2104

[5] OPTIMIZATION OF 2-DIMENSIONAL HOMONUCLEAR RELAYED COHERENCE TRANSFER NMR-SPECTROSCOPY [J].

BAX, A ;

DROBNY, G .

JOURNAL OF MAGNETIC RESONANCE, 1985, 61 (02) :306-320

[6] CRYSTAL AND MOLECULAR-STRUCTURE OF BRIAREIN A, A DITERPENOID FROM GORGONIAN BRIAREUM-ASBESTINUM [J].

BURKS, JE ;

VANDERHELM, D ;

CHANG, CY ;

CIERESZKO, LS .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (MAR15) :704-709

[7] CONFIGURATION AND TOTAL ASSIGNMENT OF THE H-1-NMR AND C-13-NMR SPECTRA OF THE ALKALOID HOLSTIINE [J].

CHERIF, A ;

MARTIN, GE ;

SOLTERO, LR ;

MASSIOT, G .

JOURNAL OF NATURAL PRODUCTS, 1990, 53 (04) :793-802

[8] CHEMISTRY OF COELENTERATES .6. OCCURRENCE OF GORGOSTEROL A C30 STEROL IN COELENTERATES AND THEIR ZOOXANTHELLAE [J].

CIERESZK.LS ;

JOHNSON, MA ;

SCHMIDT, RW ;

KOONS, CB .

COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY, 1968, 24 (03) :899-&

[9] CHEMISTRY OF COELENTERATES .1. OCCURRENCE OF TERPENOID COMPOUNDS IN GORGONIANS [J].

CIERESZKO, LS ;

SIFFORD, DH ;

WEINHEIMER, AJ .

ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1960, 90 (03) :917-919

[10] BRIANTHEIN-V, A NEW CYTO-TOXIC AND ANTIVIRAL DITERPENE ISOLATED FROM BRIAREUM-ASBESTINUM [J].

COVAL, SJ ;

CROSS, S ;

BERNARDINELLI, G ;

JEFFORD, CW .

JOURNAL OF NATURAL PRODUCTS, 1988, 51 (05) :981-984

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