Natural sesquiterpenoids

Fraga, Braulio M.

doi:10.1039/b806216c

Cited by 64 publications

(22 citation statements)

References 390 publications

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“…Isozonarone 48 and isozonarol 49 have been isolated from the same species collected in the Gulf of California [207]. These compound present fungitoxic, anti-inflammatory activities and locks the MCF-7 cells initially in the mitose phase (G2/M-phase) and induce apoptosis, also blocks the synthesis phase with replication of DNA (S-phase) [72,142,207,208]. …”

Section: Coupling Of the Aldehydes With Lithiated Hydroquinone Ethersmentioning

confidence: 99%

“…[211] and Stelospongia conulata [213]. These terpenequinone were attractive candidates for pharmacological testing as antitumor, HIV-1 reverse transcriptase inhibitor and immunomodulatory activities [72,142,208]. …”

Section: Coupling Of the Aldehydes With Lithiated Hydroquinone Ethersmentioning

confidence: 99%

“…Particularly, the terpenylquinones constitute an interesting group of marine natural product [141,142,143] for which a wide variety of biological activities have been described, including anti-inflamatory, antifungal, anti-HIV and most often antitumor activities [144,145]. …”

Section: Introductionmentioning

confidence: 99%

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Synthetic Strategies to Terpene Quinones/Hydroquinones

Gordaliza

2012

Marine Drugs

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The cytotoxic and antiproliferative properties of many natural sesquiterpene-quinones and -hydroquinones from sponges offer promising opportunities for the development of new drugs. A review dealing with different strategies for obtaining bioactive terpenyl quinones/hydroquinones is presented. The different synthetic approches for the preparation of the most relevant quinones/hydroquinones are described.

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Section: Coupling Of the Aldehydes With Lithiated Hydroquinone Ethersmentioning

confidence: 99%

Section: Coupling Of the Aldehydes With Lithiated Hydroquinone Ethersmentioning

confidence: 99%

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Synthetic Strategies to Terpene Quinones/Hydroquinones

Gordaliza

2012

Marine Drugs

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“…Additionally, the molecular function of hydrolases could be assigned to ∼8% identified proteins. Hydrolases, specifically endopeptidases, are involved in the proteolysis process for farnesal production [47,48], which is an intermediate in the sesquiterpenoid backbone synthesis [49,50]. Our results also show that half of the identified proteins (49%, 218/445) are annotated as uncharacterized proteins or do not have any associated putative function (Supplementary Table 1).…”

Section: Resultsmentioning

confidence: 73%

Expression of the mevalonate pathway enzymes in the Lutzomyia longipalpis (Diptera: Psychodidae) sex pheromone gland demonstrated by an integrated proteomic approach

González-Caballero¹,

Rodríguez-Vega²,

Dias-Lopes³

et al. 2014

Journal of Proteomics

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In Latin America, Lutzomyia longipalpis is the main vector of the protozoan parasite Leishmania infantum, which is the causal agent of American Visceral Leishmaniasis. This insect uses male-produced pheromones for mate recognition. Elucidation of pheromone biogenesis or its regulation may enable molecular strategies for mating disruption and, consequently, the vector's population management. Motivated by our recent results of the transcriptomic characterization of the L. longipalpis pheromone gland, we performed a proteomic analysis of this tissue combining SDS-PAGE, and mass spectrometry followed by an integrative data analysis. Considering that annotated genome sequences of this sand fly are not available, we designed an alternative workflow searching MS/MS data against two customized databases using three search engines: Mascot, OMSSA and ProLuCID. A total of 542 proteins were confidently characterized, 445 of them using a Uniref100-insect protein database, and 97 using a transcript translated database. In addition, use of PEAKS for de novo peptide sequencing of MS/MS data confirmed ∼90% identifications made with the combination of the three search engines. Our results include the identification of six of the seven enzymes of the mevalonate-pathway, plus the enzymes involved in sesquiterpenoid biosynthesis, all of which are proposed to be involved in pheromone production in L. longipalpis. Biological significance L. longipalpis is the main vector of the protozoan parasite L. infantum, which is the causal agent of American Visceral Leishmaniasis. One of the control measures of such disease is focused on vector population control. As this insect uses male-produced pheromones for mate recognition, the elucidation of pheromone biogenesis or its regulating process may enable molecular strategies for mating disruption and, consequently, this vector's population management. On this regard, in this manuscript we report expression evidence, at the protein level, of several molecules potentially involved in the pheromone production of L. longipalpis. Our results include the identification of the mevalonate-pathway enzymes, plus the enzymes involved in sesquiterpenoid biosynthesis, all of which are proposed to be involved in pheromone production in L. longipalpis. In addition, considering that the annotated genome sequences of this sand fly are not yet available, we designed an alternative workflow searching MS/MS data against proteomic and transcript translated customized databases, using three search engines: Mascot, OMSSA, and ProLuCID. In addition, a de novo peptide sequencing software (PEAKS) was used to further analyze the MS/MS data. This approach made it possible to identify and annotate 542 proteins for the pheromone gland of L. longipalpis. Importantly, all annotated protein sequences and raw data are available for the research community in protein repositories that provide free access to the data.

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“…Although sesquiterpenes [1][2][3][4][5][6] and diterpenes [7][8][9][10][11] have been the subject of numerous reviews, sesquiterpenes containing a gemdimethylcyclopropyl subunit need a comprehensive review because of the wide range of their potentially valuable biological activities and broad structural diversity.…”

Section: Introductionmentioning

confidence: 99%