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.

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. 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).

Studies of Australian soft corals. XXXIII. New cembranoid diterpenes from a Lobophytum species

1983 ◽  
Vol 36 (11) ◽  
pp. 2289 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
DM Tapiolas
Keyword(s):  
Soft Coral ◽  
Minor Component ◽  
Major Metabolite ◽  
Soft Corals ◽  
Aerial Oxidation ◽  
A Minor ◽  
Sole Product

The isolation of two new cembranoid diterpenes, (14S,1E,3E,7E)-14-acetoxy-11,12-epoxycembra-1,3,7-triene and the corresponding 14-alcohol, is reported from the soft coral Lobophytum sp. A minor component in the extract (3S,4S,1lS,12S,1E,7E)-3,4:11,12-bisepoxycembra-1,7-diene was identified but may be artefactual as it is the sole product of the aerial oxidation of the major metabolite(11S,12S,1 E,3E,7E)-11,12-epoxycembra-1,3,7-triene. Further examples of stereospecific epoxidationsare reported.

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 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.

Studies of Australian soft corals. VI - a new cembranolide diterpene from the soft coral lobophytum crassum

1977 ◽  
Vol 18 (41) ◽  
pp. 3661-3662 ◽  
Author(s):  
B.F. Bowden ◽  
J.A. Brittle ◽  
J.C. Coll ◽  
N. Liyanage ◽  
S.J. Mitchell ◽  
...  
Keyword(s):  
Soft Coral ◽  
Soft Corals

Studies of Australian soft corals. IX. A novel nor-diterpene from the soft coral Sinularia leptoclados

1978 ◽  
Vol 31 (9) ◽  
pp. 2049 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
J Mulder ◽  
GJ Stokie
Keyword(s):  
Single Crystal ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Parent Compound ◽  
Soft Corals ◽  
X Ray

The structure of a novel nor-cembranoid diterpene of formula C19H24O6 (1) is reported. The compound was extracted from the soft coral Sinularia leptoclados, and spectroscopic data were collected on the parent compound (1) and a series of derivatives. It was not possible to assign an unambiguous structure on purely spectroscopic grounds, and so single-crystal X-ray analysis was used to prove the structure (1): (4R*,8S*,11R*,13S*,14R*)-14-hydroxy-4-isopropenyl-11-methyl-6,9-dioxo-8,11-epoxycyclotetradec-1-ene-1,13-carbolactone.

scholarly journals Chemical Diversity of Soft Coral Steroids and Their Pharmacological Activities

Marine Drugs ◽  
2020 ◽  
Vol 18 (12) ◽  
pp. 613
Author(s):  
Ekaterina V. Ermolenko ◽  
Andrey B. Imbs ◽  
Tatyana A. Gloriozova ◽  
Vladimir V. Poroikov ◽  
Tatyana V. Sikorskaya ◽  
...  
Keyword(s):  
Pharmacological Activity ◽  
Confidence Level ◽  
Soft Coral ◽  
Chemical Diversity ◽  
Soft Corals ◽  
Related Activity ◽  
Pharmacological Activities ◽  
Steroid Glycosides ◽  
Different Types ◽  
Specific Activities

The review is devoted to the chemical diversity of steroids produced by soft corals and their determined and potential activities. There are about 200 steroids that belong to different types of steroids such as secosteroids, spirosteroids, epoxy- and peroxy-steroids, steroid glycosides, halogenated steroids, polyoxygenated steroids and steroids containing sulfur or nitrogen heteroatoms. Of greatest interest is the pharmacological activity of these steroids. More than 40 steroids exhibit antitumor and related activity with a confidence level of over 90 percent. A group of 32 steroids shows anti-hypercholesterolemic activity with over 90 percent confidence. Ten steroids exhibit anti-inflammatory activity and 20 steroids can be classified as respiratory analeptic drugs. Several steroids exhibit rather rare and very specific activities. Steroids exhibit anti-osteoporotic properties and can be used to treat osteoporosis, as well as have strong anti-eczemic and anti-psoriatic properties and antispasmodic properties. Thus, this review is probably the first and exclusive to present the known as well as the potential pharmacological activities of 200 marine steroids.

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