Topsentins, new toxic bis-indole alkaloids from the marine sponge Topsentiagenitrix

1987 ◽  
Vol 65 (9) ◽  
pp. 2118-2121 ◽  
Author(s):  
Kristin Bartik ◽  
Jean-Claude Braekman ◽  
Désiré Daloze ◽  
Catherine Stoller ◽  
Joëlle Huysecom ◽  
...  
Keyword(s):  
Chemical Defense ◽  
Marine Sponge ◽  
Indole Alkaloids ◽  
Spectroscopic Methods ◽  
Freshwater Sponge ◽  
Dissociated Cells ◽  
The Mediterranean

Three new bis-indole alkaloids, topsentin-A (1), -B1 (2), and -B2 (3) have been isolated from the Mediterranean sponge Topsentiagenitrix and their structure determined by spectroscopic methods. These compounds are weakly toxic for fish and for dissociated cells of the freshwater sponge Ephydatiafluviatilis and thus might be partially responsible for the chemical defense of the sponge.

scholarly journals Cytotoxic Sesterterpenes from Thai Marine Sponge Hyrtios erectus

Marine Drugs ◽  
2018 ◽  
Vol 16 (12) ◽  
pp. 474 ◽  
Author(s):  
Wirongrong Kaweetripob ◽  
Chulabhorn Mahidol ◽  
Pittaya Tuntiwachwuttikul ◽  
Somsak Ruchirawat ◽  
Hunsa Prawat
Keyword(s):  
Methyl Ether ◽  
Marine Sponge ◽  
Indole Alkaloids ◽  
Cytotoxic Activities ◽  
Spectroscopic Methods ◽  
The Absolute ◽  
Modified Mosher’S Method

Four sesterterpenes, erectusolides B, C, D, and seco-manoalide-25-methyl ether, two 2-furanone derivatives, erectusfuranones A and B, together with thirteen known sesterterpenes, (6Z)-neomanoalide-24-acetate, two diastereomers of 24-O-methylmanoalide, luffariolide B, manoalide, (6E)- and (6Z)-neomanoalide, seco-manoalide, scalarafuran, 12-acetylscalarolide, 12-epi-O-deacetyl-19-deoxyscalarin, 12-epi-scalarin, and 12-O-deacetyl-12-epi-scalarin, three indole alkaloids, 5-hydroxy-1H-indole-3-carbaldehyde, hyrtiosine A, and variabine B, and one norterpene, cavernosine were isolated from the marine sponge Hyrtios erectus. Their structures were determined by means of spectroscopic methods and the absolute configurations of the asymmetric centers were determined using the modified Mosher’s method. The cytotoxic activities for the isolated compounds have been reported.

ChemInform Abstract: Two Indole-Alkaloids from a Korean Marine Sponge Spongia sp.

ChemInform ◽  
2016 ◽  
Vol 47 (1) ◽  
Author(s):  
Inho Yang ◽  
Hyukjae Choi ◽  
Sang-Jip Nam ◽  
Heonjoong Kang
Keyword(s):  
Marine Sponge ◽  
Indole Alkaloids

(–)-Agelasidine A from Agelas clathrodes

2006 ◽  
Vol 61 (7-8) ◽  
pp. 472-476 ◽  
Author(s):  
Maria Augusta Medeiros ◽  
Ana Lourenço ◽  
Maria Regina Tavares ◽  
Maria João Marcelo Curto ◽  
Sónia Savluchinske Feio ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Marine Sponge ◽  
Methanol Extract ◽  
Spectroscopic Methods ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Bacteriostatic Agent ◽  
Antibacterial And Antifungal ◽  
First Time

(-)-Agelasidine A was identified from the methanol extract of the marine sponge Agelas clathrodes for the first time together with zooanemonin, 1-carboxymethylnicotinic acid, hymenidin, mukanadins A and C, monobromodispacamide, agelasidine D, 2-amide-4-bromopyrrole, O-methyltryptophan and an agelasines mixture. The structures were characterized by spectroscopic methods. (-)-Agelasidine A was tested for antibacterial and antifungal activities and shown to act as a bacteriostatic agent as it inhibited the growth of Staphylococcus aureus and partially the growth of other bacteria.

The Constituents of Marine Sponges. V. The Isolation From Chelonaplysilla violacea (Dendroceratida) of Aplyviolene and Other Diterpenes, and the Determination of the Crystal Structure of Aplyviolene

1990 ◽  
Vol 43 (11) ◽  
pp. 1861 ◽  
Author(s):  
TW Hambley ◽  
A Poiner ◽  
WC Taylor
Keyword(s):  
Crystal Structure ◽  
Single Crystal ◽  
Marine Sponge ◽  
Marine Sponges ◽  
Spectroscopic Methods ◽  
Orthorhombic Space Group ◽  
Space Group ◽  
X Ray ◽  
Deep Violet

From the deep violet, encrusting marine sponge Chelonaplysilla violacea, two rearranged spongian diterpenes, aplyviolene, (1R*,1′S*,3?aR*,5R*,6R*,8R*,8′aS*)-3-oxo-8-(1′,4′,4′-trimethyl-8′-methylenedecahydroazulen-1′-yl)-2,7-dioxabicyclo[3.2.1]oct-6-yl acetate (1), the acetoxy derivative, aplyviolacene (2), (5R*,8S*,9S*,10R*,13S*,14R* ,15S*,16R*)-spongian-15,16-diyl diacetate (3) and (5R*,8S*,9S*,10R*,13S*,14R*)-spongian-16-one (4) were isolated. The structures were determined by spectroscopic methods, and the structure of aplyviolene was confirmed by a single-crystal X-ray determination. The crystal structure was refined to a residual of 0.036 for 1125 independent observed reflections. The crystals were orthorhombic, space group P212121 with a 8.098(1), b 11.628(1), c 21.774(3)Ǻ.

scholarly journals Freshwater Sponge Tubella variabilis Presents Richer Microbiota Than Marine Sponge Species

2019 ◽  
Vol 10 ◽  
Author(s):  
Marinella Silva Laport ◽  
Ulisses Pinheiro ◽  
Caio Tavora Coelho da Costa Rachid
Keyword(s):  
Marine Sponge ◽  
Sponge Species ◽  
Freshwater Sponge

Extraordinary levels of cadmium and zinc in a marine sponge,Tedania charcoti Topsent: inorganic chemical defense agents

1993 ◽  
Vol 49 (3) ◽  
pp. 263-264 ◽  
Author(s):  
R. J. Capon ◽  
K. Elsbury ◽  
M. S. Butler ◽  
C. C. Lu ◽  
J. N. A. Hooper ◽  
...  
Keyword(s):  
Chemical Defense ◽  
Marine Sponge ◽  
Inorganic Chemical

scholarly journals Natural Indoles From the Bacterium Pseudovibrio denitrificans P81 Isolated From a Marine Sponge, Aaptos Species

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110337
Author(s):  
Shu-Yen Fang ◽  
Sheng-Yuan Chen ◽  
You-Ying Chen ◽  
Tsu-Jen Kuo ◽  
Zhi-Hong Wen ◽  
...  
Keyword(s):  
Tumor Cells ◽  
Marine Sponge ◽  
Biosynthetic Pathway ◽  
Spectroscopic Methods

A new natural indole, vibrindole B (1), together with known analogs, vibrindole A (2), trisindoline (3), norharmane (4), and 3-(hydroxyacetyl)indole (5), produced by the bacterium Pseudovibrio denitrificans P81, were isolated from a sponge, Aaptos species. The structures of indoles 1 to 5 were established by spectroscopic methods. The proposed biosynthetic pathway of 1 to 5 is also discussed, starting from tryptophan. Moreover, indoles 1 to 3 were found to exhibit cytotoxicity toward T24 tumor cells with IC50 values of 1.71 ± 0.11, 4.53 ± 0.14, and 2.26 ± 0.26 µM, respectively.

scholarly journals Dibromotyrosine and Histamine Derivatives from the Tropical Marine Sponge Aplysina sp

2010 ◽  
Vol 5 (3) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Elena A. Santalova ◽  
Vladimir A. Denisenko ◽  
Valentin A. Stonik
Keyword(s):  
South China Sea ◽  
Chemical Defense ◽  
South China ◽  
Marine Sponge ◽  
The South China Sea ◽  
The South ◽  
China Sea ◽  
New Compounds ◽  
C Nmr

Two new compounds, 3-amino-7,8-dihydroimidazo-[1,5-c]-pyrimidin-5(6H)-one (1) and ethyl 3-(2-amino-1H-imidazol-4-yl)propylcarbamate (2), along with the previously known 7,8-dihydroimidazo-[1,5-c]-pyrimidin-5(6H)-one (3), aeroplysinin-1 (4), dibromoverongiaquinol (5), bisoxazolidinone derivative (6), aerophobins-1 (7) and −2 (8), purealidins J (9) and L, have been isolated from Aplysina sp. from the South China Sea. The structures were elucidated on the basis of 1H, 13C NMR, MS and IR analyses. The histamine-derived alkaloids 1-3 may be unknown bioconversion products of purealidin J (9), aerophobin-2 (8) and aerophobin-1 (7), respectively, when 7-9 are cleaved at C-8–C-9 in reactions of activated chemical defense in Aplysina sponge.

Avarol and Related Compounds from the New Zealand Marine Sponge Dysidea sp.

1997 ◽  
Vol 50 (4) ◽  
pp. 341 ◽  
Author(s):  
Michael Stewart ◽  
Patrick M. Fell ◽  
John W. Blunt ◽  
Murray H. G. Munro
Keyword(s):  
New Zealand ◽  
Marine Sponge ◽  
Spectroscopic Methods ◽  
New Compounds ◽  
Related Compounds

Bioassay and t.l.c. guided separation of extracts from the New Zealand marine sponge Dysidea sp. has led to the isolation of avarol (1), six other known compounds (2)–(4) and (6)–(8), and seven new compounds (9)–(15). All but one of these, compound (8), are related to avarol. The structures of all the compounds have been established by spectroscopic methods.

Brominated bis(indole) alkaloids from the marine sponge hexadella SP

Tetrahedron ◽  
1990 ◽  
Vol 46 (3) ◽  
pp. 715-720 ◽  
Author(s):  
Sandra A. Morris ◽  
Raymond J. Andersen
Keyword(s):  
Marine Sponge ◽  
Indole Alkaloids
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