Longithorols C-E.: Three new macrocyclic sesquiterpene hydroquinone metabolites from the Australian ascidian, Aplidium longithorax

被引：23

作者：

Davis, RA ^{[1
]}

Carroll, AR ^{[1
]}

Quinn, RJ ^{[1
]}

机构：

[1] Griffith Univ, Queensland Pharmaceut Res Inst, Brisbane, Qld 4111, Australia

来源：

JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 10期

关键词：

D O I：

10.1021/np990217a

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Chemical investigation of a Great Barrier Reef ascidian, Aplidium longithorax has resulted in the isolation of two new para-substituted cyclofarnesylated hydroquinone compounds, longithorols C (1) and D (2), and a novel macrocyclic chromenol, longithorol E (3). Longithorol C (1) had its absolute stereochemistry determined by the advanced Mosher method and all compounds had their structures determined by interpretation of spectroscopic data.

引用

页码：1405 / 1409

页数：5

共 10 条

[1] NEW PHENOL FROM THE BROWN ALGA PERITHALIA-CAUDATA CONTAINING A REVERSE ISOPRENE UNIT AT THE 4-POSITION [J].

BLACKMAN, AJ ;

DRAGAR, C ;

WELLS, RJ .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (12) :2783-2786

[2] Longithorones J and K, two new cyclofarnesylated quinone derived metabolites from the Australian ascidian Aplidium longithorax [J].

Davis, RA ;

Carroll, AR ;

Quinn, RJ .

JOURNAL OF NATURAL PRODUCTS, 1999, 62 (01) :158-160

[3] Longithorones, unique prenylated para- and metacyclophane type quinones from the tunicate Aplidium longithorax [J].

Fu, X ;

Hossain, MB ;

Schmitz, FJ ;

vanderHelm, D .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :3810-3819

[4] LONGITHORONE-A - UNPRECEDENTED DIMERIC PRENYLATED QUINONE FROM THE TUNICATE APLYDIUM-LONGITHORAX [J].

FU, X ;

HOSSAIN, MB ;

VANDERHELM, D ;

SCHMITZ, FJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :12125-12126

[5]

FU X, IN PRESS J NAT PROD

[6] TERPENOIDS ISOLATED FROM WIGANDIA-KUNTHII [J].

GOMEZ, F ;

QUIJANO, L ;

CALDERON, JS ;

RIOS, T .

PHYTOCHEMISTRY, 1980, 19 (10) :2202-2203

[7] Cyclozonarone, a sesquiterpene-substituted benzoquinone derivative from the brown alga Dictyopteris undulata [J].

Kurata, K ;

Taniguchi, K ;

Suzuki, M .

PHYTOCHEMISTRY, 1996, 41 (03) :749-752

[8]

MINALE L, 1974, Tetrahedron Letters, V38, P3401

[9] ABSOLUTE-CONFIGURATIONS OF MARINE DITERPENES POSSESSING A XENICANE SKELETON - AN APPLICATION OF AN ADVANCED MOSHER METHOD [J].

OHTANI, I ;

KUSUMI, T ;

ISHITSUKA, MO ;

KAKISAWA, H .

TETRAHEDRON LETTERS, 1989, 30 (24) :3147-3150

[10] SMENOCHROMENES, UNUSUAL MACROCYCLIC SESQUITERPENE HYDROQUINONE DERIVATIVES FROM A SEYCHELLES SPONGE OF THE GENUS SMENOSPONGIA [J].

VENKATESWARLU, Y ;

FAULKNER, DJ ;

STEINER, JLR ;

CORCORAN, E ;

CLARDY, J .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) :6271-6274

← 1 →