scholarly journals Isolation and structure elucidation of natural products of three soft corals and a sponge from the coast of Madagascar

2017 ◽  
Vol 15 (12) ◽  
pp. 2593-2608 ◽  
Author(s):  
Marie Pascaline Rahelivao ◽  
Tilo Lübken ◽  
Margit Gruner ◽  
Olga Kataeva ◽  
Rahanira Ralambondrahety ◽  
...  
Keyword(s):  
Natural Products ◽  
Structure Elucidation ◽  
Soft Coral ◽  
Soft Corals

The Madagascan soft coralCapnella fungiformisprovided the two diastereoisomeric ethyl furancarboxylates1and2and the diepoxyguaiane sesquiterpene oxyfungiformin (3).

Studies of Australian Soft Corals. XLIII. The Structure Elucidation of a New Diterpene From Alcyonium molle

1989 ◽  
Vol 42 (5) ◽  
pp. 665 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
MC Dai
Keyword(s):  
Absolute Configuration ◽  
High Field ◽  
Structure Elucidation ◽  
Kinetic Resolution ◽  
Soft Coral ◽  
Soft Corals ◽  
Resolution Method ◽  
The Absolute ◽  
First Time

The isolation of a new cladiellin based diterpene (6), (1S,2R,3S,4R,SR,6S,8E,11S,12R,13S,14S)-3-acetoxy-2,12-dibutanoyloxycladiell-8-ene-4,11-diol is reported from the soft coral Alcyonium molle (Octocorallia, Alcyonacea, Alcyoniidae). The structure was deduced by high-field n.m.r. spectroscopy including 13C-lH shift correlated 2D n.m.r. experiments and n.O.e. measurements. The absolute configuration was based on the kinetic resolution method of Horeau. This highly derivatized diterpene (6) is the first alcyonacean derived metabolite to possess hydroxy functionalities protected as butyrate esters, although this feature is relatively common among gorgonacean metabolites. Gorgosterol (7), which cooccurs with (6) in A. molle was identified and its 13C n.m.r. spectrum reported for the first time.

Studies of Australian Soft Corals. XLIV. New Diterpenes From Sinularia polydactyla (Coelenterata, Anthozoa, Octocorallia)

1989 ◽  
Vol 42 (5) ◽  
pp. 757 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
AD Wright
Keyword(s):  
Natural Products ◽  
Soft Coral ◽  
Soft Corals ◽  
Spectral Comparison ◽  
A Minor

The soft coral Sinularia polydactyla has yielded six highly functionalized diterpenes. The known diterpenes pukalide (2) and 1-epithunbergol (3) were readily identified by spectral comparison with authentic samples. The new natural products 13 α-acetoxy-11β, 12β-epoxypukalide (4),13 α-acetoxypukalide (5) and its allylically rearranged isomer (6) were identified on the basis of 2D-n.m.r. experiments at 300 MHz and by spectral comparison with the known compounds pukalide (21, lophotoxin (8) and epoxypukalide (9). A minor, relatively unstable metabolite (7) is tentatively identified as a 3,4:5,6-bisepoxy derivative of (6). The biological implications of these findings are discussed.

Studies of Australian Soft Corals. XXXVIII. Structure Determination of Several Diterpenes Derived From a Cespitularia Species (Coelenterata, Octocorallia, Xeniidae)

1986 ◽  
Vol 39 (5) ◽  
pp. 803 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
JM Gulbis ◽  
MF Mackay ◽  
RH Willis
Keyword(s):  
Structure Determination ◽  
Structure Elucidation ◽  
Soft Coral ◽  
Authentic Sample ◽  
Spectroscopic Studies ◽  
Soft Corals ◽  
X Ray ◽  
Spectral Comparison ◽  
Absolute Structure

The structure elucidation of three new diterpenes , isolated from a soft coral Cespitularia species, is reported. Two of the metabolites (3), (7E,11E,1R*,3aS*,4S*,12aR*)-11-iso-propyl-1,4,8-trimethyl- 1,2,3,3a,4,5,6,9,10,12a-decahydrocyclopentacycloundecene-1,4-diol, and (4), (4E,7E,11E)-11-isopropyl-1,4,8-trimethyl-1,2,3,3a,6,9,10,12a-octahydrocyclopentacyclo-undecen-1-ol, are shown to possess a further cyclized cembrane skeleton, the structure of (3) being determined by a single-crystal X-ray determination while that of (4) was deduced from spectral comparison with (3). The structure of the remaining diterpene (5) (4,5-deoxyneodolabelline) was deduced from 1H and 13C n.m.r . spectroscopic studies and shown to be closely related to the recently reported clavularian metabolite neodolabelline (8). An authentic sample of neodolabelline (8) was chemically transformed into (5) by the action of a zinc-copper couple establishing the absolute structure of (5).

scholarly journals Auroside, a Xylosyl-sterol, and Patusterol A and B, two Hydroxylated Sterols, from two Soft Corals Eleutherobia aurea and Lobophytum patulum

2010 ◽  
Vol 5 (2) ◽  
pp. 1934578X1000500
Author(s):  
Dina Yeffet ◽  
Amira Rudi ◽  
Sharon Ketzinel ◽  
Yehuda Benayahu ◽  
Yoel Kashman
Keyword(s):  
South African ◽  
Chemical Reactions ◽  
Brine Shrimp ◽  
Structure Elucidation ◽  
Soft Coral ◽  
2D Nmr ◽  
Soft Corals ◽  
The South ◽  
Sterol Glycoside

A new sterol glycoside, auroside (1) and two new hydroxylated sterols, patusterol A and B (2, 3) have been isolated from the South African soft coral Eleutherobia aurea and from the Kenyan soft coral Lobophytum patulum. The structure elucidation was achieved from extensive 1D- and 2D- NMR and MS data, and in the case of auroside also by chemical reactions. In addition, from Lobophytum patulum, was also isolated a known nitrogen containing compound (Z)-N-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enamide, and from Eleutherobia aurea several, earlier reported, diterpenoids. Compound 2 was found to be toxic to brine shrimp embryos with an LC50 value of 2.30 μM.

scholarly journals Species Diversity and Secondary Metabolites of Sarcophyton-Associated Marine Fungi

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3227
Author(s):  
Yuanwei Liu ◽  
Kishneth Palaniveloo ◽  
Siti Aisyah Alias ◽  
Jaya Seelan Sathiya Seelan
Keyword(s):  
Secondary Metabolites ◽  
Soft Coral ◽  
Marine Fungi ◽  
Indole Alkaloids ◽  
Structural Diversity ◽  
Future Research ◽  
Soft Corals ◽  
Diverse Range ◽  
Symbiotic Relationships ◽  
Bioactive Secondary Metabolites

Soft corals are widely distributed across the globe, especially in the Indo-Pacific region, with Sarcophyton being one of the most abundant genera. To date, there have been 50 species of identified Sarcophyton. These soft corals host a diverse range of marine fungi, which produce chemically diverse, bioactive secondary metabolites as part of their symbiotic nature with the soft coral hosts. The most prolific groups of compounds are terpenoids and indole alkaloids. Annually, there are more bio-active compounds being isolated and characterised. Thus, the importance of the metabolite compilation is very much important for future reference. This paper compiles the diversity of Sarcophyton species and metabolites produced by their associated marine fungi, as well as the bioactivity of these identified compounds. A total of 88 metabolites of structural diversity are highlighted, indicating the huge potential these symbiotic relationships hold for future research.

scholarly journals Antimicrobial Metabolites against Methicillin-Resistant Staphylococcus aureus from the Endophytic Fungus Neofusicoccum australe

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1094
Author(s):  
Melissa M. Cadelis ◽  
Soeren Geese ◽  
Benedict B. Uy ◽  
Daniel R. Mulholland ◽  
Shara J. van de Pas ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Antimicrobial Activity ◽  
Natural Products ◽  
Structure Elucidation ◽  
Methicillin Resistant Staphylococcus Aureus ◽  
Inhibitory Concentration ◽  
Spectroscopic Methods ◽  
Methicillin Resistant ◽  
Bioassay Guided Fractionation ◽  
Antimicrobial Metabolites

Antimicrobial bioassay-guided fractionation of the endophytic fungi Neofusicoccum australe led to the isolation of a new unsymmetrical naphthoquinone dimer, neofusnaphthoquinone B (1), along with four known natural products (2–5). Structure elucidation was conducted by nuclear magnetic resonance (NMR) spectroscopic methods, and the antimicrobial activity of all the natural products was investigated, revealing 1 to be moderately active towards methicillin-resistant Staphylococcus aureus (MRSA) with a minimum inhibitory concentration (MIC) of 16 µg/mL.

scholarly journals Isolation of a Novel Polyketide from Neodidymelliopsis sp.

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3235
Author(s):  
Melissa M. Cadelis ◽  
Hugo Gordon ◽  
Alex Grey ◽  
Soeren Geese ◽  
Daniel R. Mulholland ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Natural Products ◽  
Ambient Temperature ◽  
Crude Extract ◽  
Structure Elucidation ◽  
Fungal Pathogens ◽  
Spectroscopic Techniques ◽  
Bioactive Natural Products

Fungi have become an invaluable source of bioactive natural products, with more than 5 million species of fungi spanning the globe. Fractionation of crude extract of Neodidymelliopsis sp., led to the isolation of a novel polyketide, (2Z)-cillifuranone (1) and five previously reported natural products, (2E)-cillifuranone (2), taiwapyrone (3), xylariolide D (4), pachybasin (5), and N-(5-hydroxypentyl)acetamide (6). It was discovered that (2Z)-cillifuranone (1) was particularly sensitive to ambient temperature and light resulting in isomerisation to (2E)-cillifuranone (2). Structure elucidation of all the natural products were conducted by NMR spectroscopic techniques. The antimicrobial activity of 2, 3, and 5 were evaluated against a variety of bacterial and fungal pathogens. A sodium [1-13C] acetate labelling study was conducted on Neodidymelliopsis sp. and confirmed that pachybasin is biosynthesised through the acetate polyketide pathway.

scholarly journals Chemical Diversity and Biological Activity of Secondary Metabolites Isolated from Indonesian Marine Invertebrates

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1898
Author(s):  
Fauzia Izzati ◽  
Mega Ferdina Warsito ◽  
Asep Bayu ◽  
Anggia Prasetyoputri ◽  
Akhirta Atikana ◽  
...  
Keyword(s):  
Natural Products ◽  
Bioactive Compounds ◽  
Marine Natural Products ◽  
Biological Function ◽  
Marine Invertebrates ◽  
Biological Activities ◽  
Structural Diversity ◽  
Chemical Diversity ◽  
Soft Corals ◽  
High Chemical

Marine invertebrates have been reported to be an excellent resource of many novel bioactive compounds. Studies reported that Indonesia has remarkable yet underexplored marine natural products, with a high chemical diversity and a broad spectrum of biological activities. This review discusses recent updates on the exploration of marine natural products from Indonesian marine invertebrates (i.e., sponges, tunicates, and soft corals) throughout 2007–2020. This paper summarizes the structural diversity and biological function of the bioactive compounds isolated from Indonesian marine invertebrates as antimicrobial, antifungal, anticancer, and antiviral, while also presenting the opportunity for further investigation of novel compounds derived from Indonesian marine invertebrates.

Computer-Assisted 3D Structure Elucidation (CASE-3D) of Natural Products Combining Isotropic and Anisotropic NMR Parameters

2018 ◽  
Vol 81 (1) ◽  
pp. 203-210 ◽  
Author(s):  
Armando Navarro-Vázquez ◽  
Roberto R. Gil ◽  
Kirill Blinov
Keyword(s):  
Natural Products ◽  
Structure Elucidation ◽  
3D Structure ◽  
Computer Assisted ◽  
Nmr Parameters
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