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.

scholarly journals A Pair of New Polyketide Enantiomers from Three Endolichenic Fungal Strains Nigrospora sphaerica, Alternaria alternata, and Phialophora sp

2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Jun-Wei He ◽  
Chuan-Xi Wang ◽  
Li Yang ◽  
Guo-Dong Chen ◽  
Dan Hu ◽  
...  
Keyword(s):  
Diffraction Analysis ◽  
Alternaria Alternata ◽  
Spectroscopic Methods ◽  
X Ray Diffraction ◽  
X Ray ◽  
Fungal Strains ◽  
The Absolute ◽  
Modified Mosher’S Method

A pair of new enantiomeric polyketides, (-)- and (+)-nigrosporaol A (1a and 1b), along with one related known compound, (±)-alternarienoic acid (2), were isolated from three endolichenic fungal strains, Nigrospora sphaerica (No.83-1-1-2), Alternaria alternata (No.58-8-4-1), and Phialophora sp.(No.96-1-8-1). Their structures, including the absolute configurations, were elucidated on the basis of spectroscopic methods, X-ray diffraction analysis, and the modified Mosher's method.

Pigments of Fungi. LII Anisochiral Flavomannin 6,6′,8-Tri-O-methyl Ether from an Australian Dermocybe Toadstool

1999 ◽  
Vol 52 (8) ◽  
pp. 749 ◽  
Author(s):  
Malcolm S. Buchanan ◽  
Melvyn Gill ◽  
Alberto Gimenez ◽  
Somphone Phonh-Axa ◽  
Evelin Raudies ◽  
...  
Keyword(s):  
Natural Product ◽  
Methyl Ether ◽  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Fruiting Bodies ◽  
The Absolute

Flavomannin 6,6′,8-tri-O-methyl ether occurs in the fruiting bodies of the Australian toadstool Dermocybe sp. WAT 24274 as an anisochiral mixture of the (3S,3′S,P)- and (3R,3′R,M)-enantiomers (5) and (7), respectively, in which the former predominates to the extent of 50% e.e. The structure of the natural product is determined by spectroscopic methods and the absolute configuration and enantiomeric purity are deduced from the c.d. spectrum and by chemical degradation of the natural product to a mixture of stereoisomeric dihydroanthracenones that has been analysed by chiral h.p.l.c.

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 Minor Piericidin Derivatives from the Actinomycete Strain Streptomyces psammoticus SCSIO NS126

Marine Drugs ◽  
2021 ◽  
Vol 19 (8) ◽  
pp. 428
Author(s):  
Kunlong Li ◽  
Ziqi Su ◽  
Yongli Gao ◽  
Xiuping Lin ◽  
Xiaoyan Pang ◽  
...  
Keyword(s):  
Renal Cell Carcinoma ◽  
Structural Diversity ◽  
Mangrove Sediment ◽  
Cytotoxic Activities ◽  
Spectroscopic Methods ◽  
Biosynthetic Pathways ◽  
Fermentation Conditions ◽  
Lead Compounds ◽  
Ic50 Values ◽  
Actinomycete Strain

The mangrove-sediment-derived actinomycete strain Streptomyces psammoticus SCSIO NS126 was found to have productive piericidin metabolites featuring anti-renal cell carcinoma activities. In this study, in order to explore more diverse piericidin derivatives, and therefore to discover superior anti-tumor lead compounds, the NS126 strain was further fermented at a 300-L scale under optimized fermentation conditions. As a result, eight new minor piericidin derivatives (piericidins L-R (1–7) and 11-demethyl-glucopiericidin A (8)) were obtained, along with glucopiericidin B (9). The new structures including absolute configurations were determined by spectroscopic methods coupled with experimental and calculated electronic circular dichroism. We also proposed plausible biosynthetic pathways for these unusual post-modified piericidins. Compounds 1 and 6 showed selective cytotoxic activities against OS-RC-2 cells, and 2–5 exhibited potent cytotoxicity against HL-60 cells, with IC50 values lower than 0.1 μM. The new piericidin glycoside 8 was cytotoxic against ACHN, HL-60 and K562, with IC50 values of 2.3, 1.3 and 5.5 μM, respectively. The ability to arrest the cell cycle and cell apoptosis effects induced by 1 and 6 in OS-RC-2 cells, 2 in HL-60 cells, and 8 in ACHN cells were then further investigated. This study enriched the structural diversity of piericidin derivatives and confirmed that piericidins deserve further investigations as promising anti-tumor agents.

Pigments of Fungi. LXI. Anhydroflavomannin-9,10-quinone 6,6´,8´-Tri-O-methyl Ether from an Australian Dermocybe Toadstool

1999 ◽  
Vol 52 (10) ◽  
pp. 989 ◽  
Author(s):  
Melvyn Gill ◽  
Jin Yu ◽  
Evelin Raudies
Keyword(s):  
Methyl Ether ◽  
Spectroscopic Methods

Anhydroflavomannin-9,10-quinone 6,6´,8´-tri-O-methyl ether (4) is isolated from the Australian toadstool Dermocybe sp. WAT 24274 and its structure and stereochemistry are determined by spectroscopic methods.

scholarly journals Chemical Constituents of the Vietnamese Marine Sponge Gelliodes sp. and Their Cytotoxic Activities

2020 ◽  
Author(s):  
Dae‐Won Ki ◽  
Takeshi Kodama ◽  
Ahmed H. El‐Desoky ◽  
Chin Piow Wong ◽  
Hien Minh Nguyen ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Chemical Constituents ◽  
Cytotoxic Activities

scholarly journals New Diterpenes with a Fused 6-5-6-6 Ring System Isolated from the Marine Sponge-Derived Fungus Trichoderma harzianum

Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 480 ◽  
Author(s):  
Takeshi Yamada ◽  
Ayano Fujii ◽  
Takashi Kikuchi
Keyword(s):  
Mass Spectrometry ◽  
Marine Sponge ◽  
Trichoderma Harzianum ◽  
Fast Atom Bombardment ◽  
2D Nmr ◽  
Cd Spectroscopy ◽  
Ring System ◽  
Chemical Structures ◽  
Modified Mosher’S Method ◽  
Halichondria Okadai

New diterpenes, namely, trichodermanins F–H, with a fused 6-5-6-6 ring system were isolated from the fungus Trichoderma harzianum OUPS-111D-4 separated from a marine sponge Halichondria okadai. These chemical structures were elucidated by 1D and 2D NMR as well as high-resolution fast atom bombardment mass spectrometry (HRFABMS) spectral analyses. We established their absolute stereostructures by application of the modified Mosher’s method or circular dichroism (CD) spectroscopy. In addition, their cytotoxicities were assessed using several cancer cell lines, with 1 and 2 exhibiting modest activities.

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.

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