The oxidation profile at C-18 of furanocembranolides may provide a taxonomical marker for several genera of octocorals

Dorta, Enrique; Dı́az-Marrero, Ana R.; Brito, Inmaculada; Cueto, Mercedes; D’Croz, Luis; Dárias, José

doi:10.1016/j.tet.2007.06.080

Cited by 39 publications

(55 citation statements)

References 27 publications

(18 reference statements)

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“…which these metabolites could be divided into four classes according to the oxidation degree of their C-18: class A (Me), class B (CHO), class C (COOH), and class D (COOMe). 4 This classification provides a criterion as taxonomical marker for octocorals. In this work, for the first time a 1,4-diketo-cembranoid 1 with an oxidized C-18 as a methyl ester has been discovered in Leptogorgia.…”

Section: Introductionmentioning

confidence: 99%

Leptogorgolide, a biogenetically interesting 1,4-diketo-cembranoid that reinforces the oxidation profile of C-18 as taxonomical marker for octocorals

et al. 2009

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Section: Introductionmentioning

confidence: 99%

Leptogorgolide, a biogenetically interesting 1,4-diketo-cembranoid that reinforces the oxidation profile of C-18 as taxonomical marker for octocorals

et al. 2009

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“…Epoxypukalide and other furanocembranolides were identified in 2007 by Dorta et al [15] who searched for marine natural products in benthic species around the Isthmus of Panama. Finally Grote et al [16] described a group of furanocembranoids isolated from the soft coral Sinularia asterolobata , being one of them epoxypukalide.…”

Section: Introductionmentioning

confidence: 99%

Epoxypukalide Induces Proliferation and Protects against Cytokine-Mediated Apoptosis in Primary Cultures of Pancreatic β-Cells

et al. 2013

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There is an urgency to find new treatments for the devastating epidemic of diabetes. Pancreatic β-cells viability and function are impaired in the two most common forms of diabetes, type 1 and type 2. Regeneration of pancreatic β-cells has been proposed as a potential therapy for diabetes. In a preliminary study, we screened a collection of marine products for β-cell proliferation. One unique compound (epoxypukalide) showed capability to induce β-cell replication in the cell line INS1 832/13 and in primary rat cell cultures. Epoxypukalide was used to study β-cell proliferation by [3H]thymidine incorporation and BrdU incorporation followed by BrdU/insulin staining in primary cultures of rat islets. AKT and ERK1/2 signalling pathways were analyzed. Cell cycle activators, cyclin D2 and cyclin E, were detected by western-blot. Apoptosis was studied by TUNEL and cleaved caspase 3. β-cell function was measured by glucose-stimulated insulin secretion. Epoxypukalide induced 2.5-fold increase in β-cell proliferation; this effect was mediated by activation of ERK1/2 signalling pathway and upregulation of the cell cycle activators, cyclin D2 and cyclin E. Interestingly, epoxypukalide showed protection from basal (40% lower versus control) and cytokine-induced apoptosis (80% lower versus control). Finally, epoxypukalide did not impair β-cell function when measured by glucose-stimulated insulin secretion. In conclusion, epoxypukalide induces β-cell proliferation and protects against basal and cytokine-mediated β-cell death in primary cultures of rat islets. These findings may be translated into new treatments for diabetes.

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“…52, 58-63, 627-631, 640-644 [24,29,179,184] Eunicea pinta 333-340 [104] Eunicea knighti 163-165 [63] Eunicea mammosa 161, 162, 203, 321-332 [62,[100][101][102][103] Eunicea succinea 158-160, 202, 311-320, 620 [61,98,99] Eunicea tourniforti 36-39 [19] Leptogorgia sp. 482-487, 519 [147,148] Leptogorgia alba 473, 474 [138] Leptogorgia laxa 155, 156 [59] Leptogorgia setacea 475, 476 [142] Lophogorgia peruana 157, 462-471, 526 [60,[137][138][139][140]143] Pseudopterogorgia sp. 532 [159] Pseudopterogorgia bipinnata 531, 619 [158] Pseudopterogorgia kallos 527-530 [134] Gorgonacea Plexaura flexuvsa 557 [163] Sea pen Gyrophyllum sibogae 66, 67 [31] Pseudopterogorgia acerosa 477 [143] Tetralophuzia setifomis 106 […”

Section: Resultsmentioning

confidence: 99%

“…Three furanocembranolides, (Z)-deoxypukalide (486), (E)-deoxypukalide (487), and isopukalide (488) were isolated from Leptogorgia spp. [148]. Two unusual cembranoids, sarcofuranocembrenolides A (489) and B (490), were isolated from a soft coral Sarcophyton sp..…”

Section: Furanocembranoidsmentioning

confidence: 99%

Cembrane Diterpenes Chemistry and Biological Properties

Yang¹,

Zhou²,

Lin³

et al. 2012

COC

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Cembrane-type diterpenoids are a large and structurally varied group of natural products isolated from both terrestrial and marine organisms. The present paper reviews all the metabolites of cembrane diterpenes, reported up to 2010. The natural products discussed in this review can be divided into several different structural families featuring a variety of ring sizes and oxidation patterns. The currently known biological activities will be presented as well.

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The oxidation profile at C-18 of furanocembranolides may provide a taxonomical marker for several genera of octocorals

Cited by 39 publications

References 27 publications

Leptogorgolide, a biogenetically interesting 1,4-diketo-cembranoid that reinforces the oxidation profile of C-18 as taxonomical marker for octocorals

Leptogorgolide, a biogenetically interesting 1,4-diketo-cembranoid that reinforces the oxidation profile of C-18 as taxonomical marker for octocorals

Epoxypukalide Induces Proliferation and Protects against Cytokine-Mediated Apoptosis in Primary Cultures of Pancreatic β-Cells

Cembrane Diterpenes Chemistry and Biological Properties

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