SESQUITERPENE THIOCYANATES AND ISOTHIOCYANATES FROM AXINYSSA-APLYSINOIDES

被引：63

作者：

HE, HY ^{[1
]}

SALVA, J ^{[1
]}

CATALOS, RF ^{[1
]}

FAULKNER, DJ ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 11期

关键词：

D O I：

10.1021/jo00037a042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A specimen of Axinyssa (= Trachyopsis) aplysinoides from Palau contains (1R*,2R*,3R*,5R*,6S*,7S*)-2-thiocyanatopupukeanane (6) in addition to the metabolites previously reported. A specimen of A. aplysinoides from Pohnpei yielded two new isothiocyanates, (1S*,2R*,5S*,6S*,7R*,8S*)-13-isothiocyanatocubebane (7) and (1R*,4S*,5R*,6S*,7S*,10R*)-1-isothiocyanatoaromadendrane (8). A second specimen of A. aplysinoides from Pohnpei contained axisonitrile-3 (9) and (1S*,2S*,3R*,6R*,7S*,9R*)-2-thiocyanatoneopupukaenane (12), which has a different stereochemistry at C-2 to that assigned previously.

引用

页码：3191 / 3194

页数：4

共 5 条

[1] BIOSYNTHESIS OF THE NOVEL DITERPENE ISONITRILE DIISOCYANOADOCIANE BY A MARINE SPONGE OF THE AMPHIMEDON GENUS - INCORPORATION STUDIES WITH SODIUM [C-14] CYANIDE AND SODIUM [2-C-14]ACETATE [J].

GARSON, MJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (01) :35-36

[2] BIOSYNTHETIC-STUDIES ON MARINE NATURAL-PRODUCTS [J].

GARSON, MJ .

NATURAL PRODUCT REPORTS, 1989, 6 (02) :143-170

[3] ON THE ORIGIN OF THE ISOCYANO FUNCTION IN MARINE SPONGES [J].

HAGADONE, MR ;

SCHEUER, PJ ;

HOLM, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (08) :2447-2448

[4] ISOCYANONEOPUPUKEANANE, A NEW TRICYCLIC SESQUITERPENE FROM A SPONGE [J].

KARUSO, P ;

POINER, A ;

SCHEUER, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) :2095-2097

[5]

TADA H, 1985, CHEM PHARM BULL, V33, P1941

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