Carduusynes (A-E): Acetylenic Acids From a Great Australian Bight Marine Sponge Phakellia carduus

1994 ◽  
Vol 47 (10) ◽  
pp. 1901 ◽  
Author(s):  
RA Barrow ◽  
RJ Capon
Keyword(s):  
Marine Sponge ◽  
Ethyl Esters ◽  
Great Australian Bight ◽  
Acetylenic Acids

The marine sponge Phakellia carduus obtained during commercial trawling operations in the Great Australian Bight yielded a series of new C23 acetylenic acids, carduusynes (A-E) [(3)-(7)], which were isolated, characterized and identified as their respective ethyl esters [(8)-(12)].

Antifungal Brominated C18 Acetylenic Acids from the Marine Sponge, Petrosia volcano Hoshino

Tetrahedron ◽  
1993 ◽  
Vol 49 (6) ◽  
pp. 1203-1210 ◽  
Author(s):  
Nobuhiro Fusetani ◽  
Hong-yu Li ◽  
Kazuhiro Tamura ◽  
Shigeki Matsunaga
Keyword(s):  
Marine Sponge ◽  
Acetylenic Acids

Spongiaquinone Revisited: Structural and Stereochemical Studies on Marine Sesquiterpene/Quinones From a Southern Australian Marine Sponge, Spongia sp.

1993 ◽  
Vol 46 (8) ◽  
pp. 1245 ◽  
Author(s):  
RJ Capon ◽  
DR Groves ◽  
S Urban ◽  
RG Watson
Keyword(s):  
Marine Sponge ◽  
Potassium Salt ◽  
Spectroscopic Analysis ◽  
Chemical Investigation ◽  
Chiroptical Properties ◽  
Naturally Occurring ◽  
Great Australian Bight ◽  
Absolute Stereochemistry ◽  
Unambiguous Assignment

A chemical investigation of a large purple sponge, Spongia sp., from the Great Australian Bight, resulted in the isolation of a new sesquiterpene/quinone (8), together with the known compounds dehydrocyclospongiaquinone-1 (4) and spongiaquinone (2). The last compound was also isolated as the potassium salt (9), this being the first recorded account of a naturally occurring marine sesquiterpene/quinone salt. The structure for (8) was assigned by detailed spectroscopic analysis. A re-investigation into the stereostructure of spongiaquinone (2) resulted in the first unambiguous assignment of absolute stereochemistry, and uncovered the peculiar chiroptical properties of spongiaquinone (2) and its potassium salt (9).

Xestospongienols A-L, Brominated Acetylenic Acids from the Chinese Marine Sponge Xestospongia testudinaria

2011 ◽  
Vol 94 (9) ◽  
pp. 1600-1607 ◽  
Author(s):  
Dong Liu ◽  
Jing Xu ◽  
Wei Jiang ◽  
Zhiwei Deng ◽  
Nicole J. de Voogd ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Acetylenic Acids ◽  
Chinese Marine

Corticatic Acids A-C, Antifungal Acetylenic Acids from the Marine Sponge, Petrosia corticata

1994 ◽  
Vol 57 (10) ◽  
pp. 1464-1467 ◽  
Author(s):  
Hong-Yu Li ◽  
Shigeki Matsunaga ◽  
Nobuhiro Fusetani
Keyword(s):  
Marine Sponge ◽  
Acetylenic Acids

Further Acetylenic Acids from the Marine Sponge Xestospongia testudinaria

1991 ◽  
Vol 54 (1) ◽  
pp. 290-294 ◽  
Author(s):  
Ronald J. Quinn ◽  
David J. Tucker
Keyword(s):  
Marine Sponge ◽  
Acetylenic Acids

Sigmosceptrins A - C: New Norditerpenes from a Southern Australian Marine Sponge, Sigmosceptrella sp.

1997 ◽  
Vol 50 (12) ◽  
pp. 1137 ◽  
Author(s):  
Sean Bassett, ◽  
Simon P. B. Ovenden ◽  
Robert W. Gable ◽  
Robert J. Capon
Keyword(s):  
Structural Analysis ◽  
Single Crystal ◽  
Ethyl Ester ◽  
Marine Sponge ◽  
Biosynthetic Pathway ◽  
Spectroscopic Analysis ◽  
Methyl Esters ◽  
Chemical Degradation ◽  
X Ray ◽  
Great Australian Bight

A Sigmosceptrella sp. of sponge collected during trawling operations in the Great Australian Bight, Australia, has yielded a series of new norterpenes. These include a new bisnorditerpene, sigmosceptrin-A (5); two new norditerpenes, sigmosceptrin-B (14) and sigmosceptrin-C (15), isolated as their methyl esters (6) and (7) respectively; and an ethylated artefact, sigmosceptrin-B ethyl ester (8). Complete stereostructures were assigned to the sigmosceptrins by spectroscopic analysis, chemical degradation, derivatization, and by a single-crystal X-ray structural analysis. A biosynthetic pathway is proposed that requires a common biosynthetic precursor to both the sigmosceptrins and norterpene cyclic peroxides.

Cometins (A-C), New Furanosesterterpenes From an Australian Marine Sponge, Spongia sp.

1992 ◽  
Vol 45 (8) ◽  
pp. 1255 ◽  
Author(s):  
S Urban ◽  
RJ Capon
Keyword(s):  
Marine Sponge ◽  
Spectroscopic Analysis ◽  
Ethanol Extract ◽  
Chemical Derivatization ◽  
Tetronic Acid ◽  
Antibiotic Property ◽  
Great Australian Bight

The known marine furanosesterterpene furospinosulin-1 (1), together with three new furanosesterterpenes, namely cometin-A (2), cometin-B (3) and cometin-C (4), were isolated from a marine sponge, Spongia sp., collected during commercial trawling operations in the Great Australian Bight. The structures of these metabolites were determined by detailed spectroscopic analysis and chemical derivatization . The antibiotic property of the crude ethanol extract of this sponge was attributed solely to the furanosesterterpene tetronic acid cometin -A (2).

Deoxyspongiaquinones: New Sesquiterpene Quinones and Hydroquinones From a Southern Australian Marine Sponge Euryspongia sp.

1996 ◽  
Vol 49 (5) ◽  
pp. 611 ◽  
Author(s):  
S Urban ◽  
RJ Capon
Keyword(s):  
Marine Sponge ◽  
Spectroscopic Analysis ◽  
Chemical Investigation ◽  
Great Australian Bight

Chemical investigation of a marine sponge, Euryspongia sp., collected from the Great Australian Bight, Australia, resulted in the isolation of two new sesquiterpene quinones , deoxyspongiaquinone (4) and (E)-chlorodeoxyspongiaquinone (5), as well as two sesquiterpene hydroquinones, deoxyspongiaquinol (6) and (E)-chlorodeoxyspongiaquinol (7). The structures for (4)-(7) were determined by detailed spectroscopic analysis, as well as chemical interconversion and degradation.

Mirabilins (A-F): New Alkaloids From a Southern Australian Marine Sponge, Arenochalina mirabilis

1996 ◽  
Vol 49 (7) ◽  
pp. 767 ◽  
Author(s):  
RA Barrow ◽  
LM Murray ◽  
TK Lim ◽  
RJ Capon
Keyword(s):  
Marine Sponge ◽  
Spectroscopic Analysis ◽  
Great Australian Bight

An Australian marine sponge Arenochalina mirabilis (Lendenfeld 1887) collected from the Great Australian Bight has been found to contain six tricyclic alkaloids, mirabilins A-F (5)-(10), isolated and identified as their N-acetyl derivatives (11)-(16). Structures for the mirabilins were secured by detailed spectroscopic analysis.

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