Bioactive brominated diterpenes from the marine red alga <i>Jania Rubens</i> (L.) Lamx.

Awad, Nagwa E.

doi:10.1002/ptr.1273

Cited by 50 publications

(42 citation statements)

References 9 publications

(17 reference statements)

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“…Several brominated diterpenes of the parguerenes and isoparguerenes isolated from red alga Jania rubens were reported to have antitumor, anti-helmintic, and antimicrobial activities [51]. Parguerene derivatives with cytotoxic activity on P388 and HeLa tumor cells possessed an acetoxy group at C-2 and a bromine at C-15 [52].…”

Section: Parguerenes and Derivativesmentioning

confidence: 99%

“…Interestingly, the synthetic analogs 46-50 were shown to significantly sensitize the HCT116/VM46 human colorectal carcinoma cell overexpressing P-gp to vinblastine and doxorubicin better than the marine natural product 45 and verapamil [114]. Studies of the N-aryl homologs of 45 (50)(51) revealed that increasing the carbon linker leads to increase in activity. The authors concluded that the N-alkylaryl substituent is necessary for activity, but the analogs which bear free phenolic groups and methyl esters are more cytotoxic and lack potent MDR reversal properties.…”

Section: Ningalins and Derivativesmentioning

confidence: 99%

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Marine Natural Products as Models to Circumvent Multidrug Resistance

et al. 2016

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Multidrug resistance (MDR) to anticancer drugs is a serious health problem that in many cases leads to cancer treatment failure. The ATP binding cassette (ABC) transporter P-glycoprotein (P-gp), which leads to premature efflux of drugs from cancer cells, is often responsible for MDR. On the other hand, a strategy to search for modulators from natural products to overcome MDR had been in place during the last decades. However, Nature limits the amount of some natural products, which has led to the development of synthetic strategies to increase their availability. This review summarizes the research findings on marine natural products and derivatives, mainly alkaloids, polyoxygenated sterols, polyketides, terpenoids, diketopiperazines, and peptides, with P-gp inhibitory activity highlighting the established structure-activity relationships. The synthetic pathways for the total synthesis of the most promising members and analogs are also presented. It is expected that the data gathered during the last decades concerning their synthesis and MDR-inhibiting activities will help medicinal chemists develop potential drug candidates using marine natural products as models which can deliver new ABC transporter inhibitor scaffolds.

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Section: Parguerenes and Derivativesmentioning

confidence: 99%

Section: Ningalins and Derivativesmentioning

confidence: 99%

Marine Natural Products as Models to Circumvent Multidrug Resistance

et al. 2016

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“…agrotec., Lavras, v. 36, n. 3, p. 294-299, maio/jun., 2012TEIXEIRA, 1999. Important examples of bioactive halogenated terpenes are (i) laurenditerpenol, isolated from Laurencia intricata, which inhibits angiogenesis process (MOHAMMED et al, 2004), and (ii) 7-ethyl desoxiparguerol, isolated from Jania rubens, which shows anthelmintic activity and is effective against Ehrlich carcinoma (AWAD, 2004).…”

Section: Introductionmentioning

confidence: 99%

Evaluation of antifungal activity of seaweed extracts

et al. 2012

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Seaweeds are subject to numerous biological interactions and sometimes to extreme abiotic conditions, so they have developed among other defense mechanisms, the ability to produce biologically active substances. Thus, these organisms produce mainly terpenes and phenols. Among others, the antifungal activity, due to its importance in human and animal health and the production of agricultural products, has been the subject of several studies. In the present work, this activity was investigated in ten seaweeds extracts, by direct bioautography assays, compared to Colletotrichum lagenarium and disk diffusion assay, compared to Aspergillus flavus. The organisms studied were: Stypopodium zonale, Laurencia dendroidea, Ascophyllum nodosum, Sargassum muticum, Pelvetia canaliculata, Fucus spiralis, Sargassum filipendula, Sargassum stenophyllum, Laminaria hyperborea and Gracilaria edulis. S. zonale, L. dendroidea, P. canaliculata, S. muticum, A. nodosum and F. spiralis extracts significantly inhibited the C. lagenarium growth, but not inhibited significantly the A. flavus growth. The presence of terpenes in all of these extracts was confirmed by thin layer chromatography whereas the presence of phenolic compounds was confirmed only in extracts of P. canaliculata, A. nodosum and S. muticum. In chemical study by column chromatography, followed by gas chromatography/mass spectrometry analysis, the terpenes neophytadiene, cartilagineol, obtusol elatol; and the ester ethyl hexadecanoate were identified in the L. dendroidea extract. This is the first report on the activity of seaweed extracts against C. lagenarium, a fungus bearing agricultural importance.Index terms: Etanolic extract, Colletotrichum lagenarium, Aspergillus flavus. RESUMOAs macroalgas marinhas, por estarem sujeitas a numerosas interações biológicas e, por vezes, a condições abióticas extremas, desenvolveram, entre outros mecanismos de defesa, a capacidade de produzir substâncias biologicamente ativas. Assim, esses organismos produzem, principalmente, terpenos e fenóis. Entre outras, a atividade antifúngica, por sua importância na saúde humana e animal e na preservação de produtos agrícolas, tem sido objeto de diversos estudos. No presente trabalho, esta atividade foi investigada em dez extratos de macroalgas marinhas, por ensaios de bioautografia direta, frente ao fungo Colletotrichum lagenarium e por ensaio de difusão em disco, frente ao Aspergillus flavus.

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“…Also, compounds in the diethyl ether fraction, in particular terpenoids, were shown to suppress proliferation of many types of tumours (in vitro) (Awad, 2004).…”

Section: Antioxidant Capacity Of Algal Extractsmentioning

confidence: 99%

Antitumour and Antioxidant Activity of Some Red Sea Seaweeds in Ehrlich Ascites Carcinoma in vivo

Ahmed

Hegazi

Abd‐Alla

et al. 2011

Zeitschrift Für Naturforschung C

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The antitumour activities of extracts from the Red Sea seaweeds Jania rubens, Sargassum subrepandum, and Ulva lactuca were investigated in an in vivo mice model based on intramuscular injection of Ehrlich ascites tumour cells. In parallel, antioxidant activities were measured. Tumour marker levels, liver biochemical parameters, and hepatic oxidant/antioxidant status were measured to prove the anticancer and antioxidant nature of the algal extracts. Signifi cant decreases in carcinoembryonic antigen (CEA) and α-fetoprotein (AFP) levels, activities of liver enzymes, levels of nitric oxide (NO) and malondialdehyde (MDA), and an increase in total antioxidant capacity (TAC) were recorded in groups treated with the algal extracts. Jania rubens was selected for phytochemical screening of its phytoconstituents. In addition, carotenoids, halides, minerals, lipoidal matters, proteins, and carbohydrates were studied. Furthermore, 7-oxo-cholest-5(6)-en-3-ol (1) and cholesterol (2) were isolated from the dichloromethane fraction.

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Bioactive brominated diterpenes from the marine red alga Jania Rubens (L.) Lamx.

Cited by 50 publications

References 9 publications

Marine Natural Products as Models to Circumvent Multidrug Resistance

Marine Natural Products as Models to Circumvent Multidrug Resistance

Evaluation of antifungal activity of seaweed extracts

Antitumour and Antioxidant Activity of Some Red Sea Seaweeds in Ehrlich Ascites Carcinoma in vivo

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