CYLINDRICINE-A AND CYLINDRICINE-B, NOVEL ALKALOIDS FROM THE ASCIDIAN CLAVELINA-CYLINDRICA

被引：134

作者：

BLACKMAN, AJ ^{[1
]}

LI, CP ^{[1
]}

HOCKLESS, DCR ^{[1
]}

SKELTON, BW ^{[1
]}

WHITE, AH ^{[1
]}

机构：

[1] UNIV WESTERN AUSTRALIA,DEPT CHEM,NEDLANDS,WA 6009,AUSTRALIA

来源：

TETRAHEDRON | 1993年 / 49卷 / 38期

关键词：

D O I：

10.1016/S0040-4020(01)96270-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ascidian Clavelina cylindrica, which was collected in Tasmania, has yielded two novel alkaloids, cylindricine A, rel-(3R,4R,5S,7aR,11aR)-3-chloromethyl-5-hexyl-perhydro-pyrrolo-[2,1-j]quinolin-7-one, (12), and cylindricine B. rel-(3S,5R,6S,8aR,12aR)-3-chloro-6-hexyl-perhydropyrido[2,1-j]quinoline-8-one, (13). Cylindricine B is the first example of the new pyrido-[2,1-j]-quinoline ring system while cylindricine A is the first pyrrolo[2,1-j]quinoline known from nature. Single crystal X-ray studies support the assignment of the two alkaloids.

引用

页码：8645 / 8656

页数：12

共 9 条

[1] WAKAYIN - A NOVEL CYTOTOXIC PYRROLOIMINOQUINONE ALKALOID FROM THE ASCIDIAN CLAVELINA SPECIES [J].

COPP, BR ;

IRELAND, CM ;

BARROWS, LR .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) :4596-4597

[2]

EICHER T, 1986, SYNTHESIS-STUTTGART, P908

[3]

FAULKNER DJ, 1991, NAT PROD REP, V8, P927

[4]

HALL SR, 1990, XTAL 3 REFERENCE MAN

[5] PICTAMINE, A QUINOLIZIDINE ALKALOID FROM THE TUNICATE CLAVELINA-PICTA [J].

KONG, FH ;

FAULKNER, DJ .

TETRAHEDRON LETTERS, 1991, 32 (30) :3667-3668

[6] BRINE SHRIMP - A CONVENIENT GENERAL BIOASSAY FOR ACTIVE-PLANT CONSTITUENTS [J].

MEYER, BN ;

FERRIGNI, NR ;

PUTNAM, JE ;

JACOBSEN, LB ;

NICHOLS, DE ;

MCLAUGHLIN, JL .

PLANTA MEDICA, 1982, 45 (01) :31-34

[7] CLAVEPICTINE-A AND CLAVEPICTINE-B - CYTOTOXIC QUINOLIZIDINES FROM THE TUNICATE CLAVELINA-PICTA [J].

RAUB, MF ;

CARDELLINA, JH ;

CHOUDHARY, MI ;

NI, CZ ;

CLARDY, J ;

ALLEY, MC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3178-3180

[8] THE PICLAVINES, ANTIMICROBIAL INDOLIZIDINES FROM THE TUNICATE CLAVELINA-PICTA [J].

RAUB, MF ;

CARDELLINA, JH ;

SPANDE, TF .

TETRAHEDRON LETTERS, 1992, 33 (17) :2257-2260

[9] LEPADIN-A, A DECAHYDROQUINOLINE ALKALOID FROM THE TUNICATE CLAVELINA-LEPADIFORMIS [J].

STEFFAN, B .

TETRAHEDRON, 1991, 47 (41) :8729-8732

← 1 →