Phospholipid fatty acids and sterols of two Cinachyrella sponges from the Saudi Arabian Red Sea: comparison with Cinachyrella species from other origins

Barnathan, Gilles; Genin, Émilie; Velosaotsy, Nambinina E.; Kornprobst, Jean‐Michel; Al‐Lihaibi, Sultan S.; Al-Sofyani, Abdulmohsin; Nongonierma, R.

doi:10.1016/s1096-4959(03)00085-x

Cited by 33 publications

(26 citation statements)

References 28 publications

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“…PL composition has been considered to be an indicator of evolutionary level [14,15]. PC is the major PL class in a lot of marine organisms including tunicates [26], sponges [37,38,48], mollusks and echinoderms [48] and Eudistoma sp. in the present study.…”

Section: Discussionmentioning

confidence: 99%

“…As part of our ongoing studies of lipids from marine invertebrates, tunicates [21], sponges [35][36][37][38][39], and gorgonians [40], we investigated two tropical ascidian species for lipids and PL FA. This work aims at extending knowledge on ascidian lipids and PL FA in comparison with data published for other species living at different places.…”

Section: Introductionmentioning

confidence: 99%

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Phospholipid Distribution and Phospholipid Fatty Acids of the Tropical Tunicates Eudistoma sp. and Leptoclinides uniorbis

Dagorn

Dumay

Wielgosz‐Collin

et al. 2010

Lipids

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Two tunicates, Eudistoma sp. and Leptoclinides uniorbis, collected from the tropical waters off Djibouti were investigated for lipids and phospholipid (PL) fatty acids. PL accounted for 38.2% of the total lipids in Eudistoma sp. and for 30.2% in L. uniorbis. PL classes were quantified by normal-phase high-performance liquid chromatography using an evaporative light-scattering detector and revealed essential differences. Eudistoma sp. contained mainly phosphatidylcholine (PC, 70.3% of total PL) and lysophosphatidylcholine (LPC, 11.9%) and was devoid of phosphatidylserine (PS), whereas the major PL of L. uniorbis was PS (59.1%) followed by PC (22.5%) and LPC (8.8%). Gas chromatography-mass spectrometry analyses of fatty acid (FA) derivatives revealed 38 FA in Eudistoma sp., and 35 FA in L. uniorbis, ranged from C(12) to C(24) chain lengths. Polyunsaturated FA accounted for 25.9% in Eudistoma sp. and for 32.3% in L. uniorbis. Interestingly, L. uniorbis contained a high percentage (16.7%) of the 20:5n-3 acid (8.9% in Eudistoma sp.) and the 18:4n-3 acid (4.1%). Significant levels of the 20:4n-6 acid were observed in both organisms (7.8 and 6.0% respectively). Eudistoma sp. contained the rare 20:3n-7 acid (2.3%) only recorded to date in hydrothermal vent animals. The cyclopropane dihydrosterculic acid was identified in both tunicates (0.7 and 0.5% respectively). These latter FA, together with some unusual branched saturated and monounsaturated FA, revealed the occurrence of associated bacteria in the tunicates. Another noticeable feature was a series of eight C(16) to C(18) aldehyde dimethylacetals revealing the presence of plasmalogens at 5.0% in Eudistoma sp. and 14.2% in L. uniorbis. The results of this study were compared with those previously published for other tunicates regarding mainly PL content and FA composition.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Phospholipid Distribution and Phospholipid Fatty Acids of the Tropical Tunicates Eudistoma sp. and Leptoclinides uniorbis

Dagorn

Dumay

Wielgosz‐Collin

et al. 2010

Lipids

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“…Cell culture media, reagents, and fetal bovine serum (FBS) [Barnathan et al, 1992;Goad and Akihisha, 1997;Barnathan et al, 2003]. Other diagnostic fragment ions were observed for the acetylated sterol A at m/z 395, 302, 287, 255, and 213, and for the acetylated sterol B at m/z 309, 282, 255, and 213.…”

Section: Methodsmentioning

confidence: 99%

Unusual sterolic mixture, and 24‐isopropylcholesterol, from the sponge Ciocalypta sp. reduce cholesterol uptake and basolateral secretion in Caco‐2 cells

Quang

Landeghem

Wielgosz‐Collin

et al. 2009

J of Cellular Biochemistry

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An unusual sterolic mixture (82.3% of 24-isopropylated sterols) and its major component, 24-isopropylcholesterol, isolated from a marine sponge, Ciocalypta sp. (Halichondriidae), reduce cholesterol uptake, basolateral secretion and ACAT-2 mRNA expression and increase the expression of ABCA1 mRNA in Caco-2 cells. The decreases of cholesterol uptake and secretion induced by 24-isopropylcholesterol alone were more than that of both the sterolic mixture and beta-sitosterol. These data add a new sterol, 24-isopropylcholesterol, to sterols that may reduce intestinal cholesterol absorption.

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“…Many unusual brominated FA were observed previously in lipids from marine sponges [9,10,12]. It was hypothesized that these FA are produced by the action of bromoperoxidase on FA precursors of analogous structure that do not contain Br and are usually always present in sponges together with those that contain Br [13].…”

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confidence: 97%

“…The mass spectrum of the pyrrolidide of 6-Br-26:2(5,9) contained a peak for [M -Br] ·+ with m/z 444 and peaks characteristic of brominated ions with m/z 258 and 260 of equal strength [9,10]. The peak for the ion with m/z 180 became very strong for pyrrolidides of acids containing a 5,9-diene structure.…”

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Fatty acids from the Okhotsk sea sponge Forcepia uschakowi

Rodkina

2007

Chem Nat Compd

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The fatty-acid (FA) composition of total lipids from the Okhotsk sea marine sponge Forcepia uschakowi was studied. A total of 56 acids were identified by GC and GC-MS. The principal saturated acids were 16:0 and 18:0. The main monoene acid was , which was observed for the first time in sponge lipids. Polyunsaturated acids represented of 64.1% of the total FA of F. uschakowi. Of these, the principal ones were non-methylene-separated acids 26:2(5,9) and 26:3(5,9,19), which are typical of sponges, and bromo-acid 9).The search for new fatty acids, the elucidation of their structures and biosynthetic pathways, and the study of their properties and roles in organisms are currently of great biochemical interest. From this viewpoint, some of the most interesting subjects are representatives of the phylum Porifera. Of all marine animals, sponges have the largest variety of sterols, lipids, and fatty acids (FA) with unusual and sometimes unique structures [1]. Certain unusual sponge lipids possess biological activity [2].According to the literature, lipid and FA compositions of tropical and subtropical sponges are most studied whereas sponges from boreal regions are practically unstudied. Herein the FA composition of total lipids from the Okhotsk Sea marine sponge Forcepia uschakowi is studied for the first time.According to GC analysis, FA from total lipids of F. uschakowi contained more than 70 components. Of these, 56 components (94.8%) were identified (Table 1).Saturated FA made up 10.2% of the total FA from F. uschakowi. The principal saturated acids were 16:0 and 18:0. Saturated FA with a branched carbon skeleton made up 4.3%. These were basically acids with a methyl group in the (n-2) and (n-3) position. Saturated C 15-20 FA of i/ai-structure were observed previously in many sponges and other organisms [3]. It is commonly thought that such acids are of bacterial origin [4]. Saturated FA of isoprenoid structure were observed in small quantities in lipids of F. uschakowi. It is known that acids of isoprene structure are formed by degradation of phytol, which in turn is produced by destruction of chlorophyll [5]. It was shown earlier that isoprene acids in sponges occurred in plasma membranes [6].Monoene FA of linear structure totalled 13.3% of total FA in F. uschakowi. Of these, the principal ones were 16:1(9), 18:1(11), and 22:1(15). Two different monoene FA with one branch in the middle of the chain were observed in the studied sponge. These were 7-Me-16:1(6) (1.6%) and 15-Me-24:1(14) (6.1%). Acid 7-Me-16:1(6) was observed earlier in sponges Trikentnon loeve and Pseudaxinella af. lunaecharta [7] whereas acid 15-Me-24:1(14) was found for the first time in sponge lipids and is probably synthesized in F. uschakowi by elongation of 7-Me-16:1(6).Mass spectra of the pyrrolidide of 15-Me-24:1(14) contained a molecular ion [M] ·+ with m/z 433. A gap of 12 amu occurred between ions of C-13 (m/z 266) and C-14 (m/z 278) fragments. The peak for the C-15 ion (m/z 292) was almost completely absent (0.1%), i.e., a gap of 28 amu oc...

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Phospholipid fatty acids and sterols of two Cinachyrella sponges from the Saudi Arabian Red Sea: comparison with Cinachyrella species from other origins

Cited by 33 publications

References 28 publications

Phospholipid Distribution and Phospholipid Fatty Acids of the Tropical Tunicates Eudistoma sp. and Leptoclinides uniorbis

Phospholipid Distribution and Phospholipid Fatty Acids of the Tropical Tunicates Eudistoma sp. and Leptoclinides uniorbis

Unusual sterolic mixture, and 24‐isopropylcholesterol, from the sponge Ciocalypta sp. reduce cholesterol uptake and basolateral secretion in Caco‐2 cells

Fatty acids from the Okhotsk sea sponge Forcepia uschakowi

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