Aromatic abietane diterpenoids: their biological activity and synthesis

González, Miguel A.

doi:10.1039/c4np00110a

Cited by 222 publications

(149 citation statements)

References 171 publications

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“…Carnosic acid (CA) 1 and carnosol (CS) are two structurally related orthodiphenolic compounds with abietane carbon skeleton containing hydroxyl groups at positions C-11 and C-12 that belong to the abietanes family of naturally occurring diterpenes in the popular Lamiaceae herbs, rosemary (Rosmarinus officinalis), and sage (Salvia officinalis) (1). CS has a lactone moiety across the B ring, whereas CA has a free carboxylic acid group (supplemental Fig.…”

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confidence: 99%

Nano-liquid Chromatography-orbitrap MS-based Quantitative Proteomics Reveals Differences Between the Mechanisms of Action of Carnosic Acid and Carnosol in Colon Cancer Cells

Valdés

García‐Cañas

Artemenko

et al. 2017

Molecular & Cellular Proteomics

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Carnosic acid (CA) and carnosol (CS) are two structurally related diterpenes present in rosemary herb (Rosmarinus officinalis). Although several studies have demonstrated that both diterpenes can scavenge free radicals and interfere in cellular processes such as cell proliferation, they may not necessarily exert the same effects at the molecular level. In this work, a shotgun proteomics study based on stable isotope dimethyl labeling (DML) and nano-liquid chromatography-tandem mass spectrometry (nano-LC-MS/MS) has been performed to identify the relative changes in proteins and to gain some light on the specific molecular targets and mechanisms of action of CA and CS in HT-29 colon cancer cells. Protein profiles revealed that CA and CS induce different Nrf2-mediated response. Furthermore, examination of our data revealed that each diterpene affects protein homeostasis by different mechanisms. CA treatment induces the expression of proteins involved in the unfolded protein response in a concentration dependent manner reflecting ER stress, whereas CS directly inhibits chymotrypsin-like activity of the 20S proteasome. In conclusion, the unbiased proteomics-wide method applied in the present study has demonstrated to be a powerful tool to reveal differences on the mechanisms of action of two related bioactive compounds in the same biological model. Molecular &

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confidence: 99%

Nano-liquid Chromatography-orbitrap MS-based Quantitative Proteomics Reveals Differences Between the Mechanisms of Action of Carnosic Acid and Carnosol in Colon Cancer Cells

Valdés

García‐Cañas

Artemenko

et al. 2017

Molecular & Cellular Proteomics

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“…As their name indicates, they can be found as main chemical components in tree resins and are therefore highly abundant commodities. (2) and naturally occurring C-19 DHAA analogue Pinusoic Acid A (3). Indeed, derivatization of these natural products and biological evaluation of the generated compounds has been a topic of interest over the last decades.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial evaluation of novel analogues of dehydroabietic acid prepared by C H-Activation

Berger

Roller

Maulide

2017

European Journal of Medicinal Chemistry

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“…(African juniper) berries have shown promising trypanocidal activity together with a quinone derivative of dehydroabietic acid, 12-methoxycarnosic acid, and a few others [3]. A complete survey of abietane type terpenois and their biological activities is reviewed by Gonzalez [22], covering literature from 1980 up to 2014.…”

Section: Terpenoidsmentioning

confidence: 99%

Can the Cure for Chagas’ Disease be Found in Nature?

Vaz¹

2017

Natural Remedies in the Fight Against Parasites

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Nature is a skilled factory that produces a wide variety of secondary metabolites known as natural products. Those compounds synthesized by living organisms are usually related to their vital processes. Many drugs used nowadays, had its origins in medicinal plants and other organisms such as herbs, fungi and sponges. Hence, those sources constitute a viable alternative to conventional medicine in many developing countries. In other hand, protozoan diseases like Chagas, represent a health threat causing mortality to populations around the world. The classic treatment for Chagas' disease is chemotherapic and includes benznidazole and nifurtimox, although, the search for new drugs still remains. Triatomines that may spread Chagas can also be controlled making use of the insecticide property of certain plants. After literature survey it was found, classes of natural products, plant extracts, essential oils, and other natural sources that have shown activity against T. cruzi. In this context, many substances were tested in vitro and in vivo assays to verify trypanocidal efficacy. Promising results were published regarding to compounds arising from plants and sponges that showed high toxicity on different forms of the parasite with low toxicity on mammalian cells, although few were clinically tested on Chagas' disease.

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Aromatic abietane diterpenoids: their biological activity and synthesis

Cited by 222 publications

References 171 publications

Nano-liquid Chromatography-orbitrap MS-based Quantitative Proteomics Reveals Differences Between the Mechanisms of Action of Carnosic Acid and Carnosol in Colon Cancer Cells

Nano-liquid Chromatography-orbitrap MS-based Quantitative Proteomics Reveals Differences Between the Mechanisms of Action of Carnosic Acid and Carnosol in Colon Cancer Cells

Synthesis and antimicrobial evaluation of novel analogues of dehydroabietic acid prepared by C H-Activation

Can the Cure for Chagas’ Disease be Found in Nature?

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