AROMATIC ALKALOIDS FROM THE MARINE SPONGE CHELONAPLYSILLA SP

被引：54

作者：

BOBZIN, SC ^{[1
]}

FAULKNER, DJ ^{[1
]}

机构：

[1] UNIV CALIF SAN DIEGO,SCRIPPS INST OCEANOG,LA JOLLA,CA 92093

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 14期

关键词：

D O I：

10.1021/jo00014a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Four novel alkaloids derived from tryptophan and tyrosine subunits have been isolated from the marine sponge Chelonaplysilla sp. collected from a marine lake in Palau. The structures of chelonin A (3), chelonin B (4), bromochelonin B (5), and chelonin C (6) were determined by interpretation of spectral data and chemical conversions. Chelonin A (3) and C (6) are the first natural products incorporating a 2,6-disubstituted morpholine ring. Chelonin A (3), chelonin B (4), and bromochelonin B (5) exhibited antimicrobial activity against Bacillus subtilis, while chelonin A (3) showed in vivo antiinflammatory activity.

引用

页码：4403 / 4407

页数：5

共 18 条

[1]

BERQUIST PR, COMMUNICATION

[2] NOVEL REARRANGED SPONGIAN DITERPENES FROM THE PALAUAN SPONGE DENDRILLA SP - REASSESSMENT OF THE STRUCTURES OF DENDRILLOLIDE-A AND DENDRILLOLIDE-B [J].

BOBZIN, SC ;

FAULKNER, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (24) :5727-5731

[3]

BOBZIN SC, IN PRESS J NAT PROD

[4] SOME METABOLITES OF THE MARINE SPONGES SMENOSPONGIA-AUREA AND SMENOSPONGIA (=POLYFIBROSPONGIA) ECHINA [J].

DJURA, P ;

STIERLE, DB ;

SULLIVAN, B ;

FAULKNER, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (08) :1435-1441

[5]

FAHY E, IN PRESS J NAT PROD

[6]

FAULKNER D, 1987, J NAT PROD REP, V3, P1

[7] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1990, 7 (04) :269-309

[8] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1987, 4 (05) :539-576

[9] MARINE NATURAL-PRODUCTS - METABOLITES OF MARINE-INVERTEBRATES [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1984, 1 (06) :551-598

[10] MARINE ALKALOIDS .9. SYNTHESIS OF 6-BROMOTRYPTAMINE [J].

GRON, C ;

CHRISTOPHERSEN, C .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1984, 38 (08) :709-711

← 1 2 →