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  1. Article ; Online: Terpenyl-purines from the sea.

    Gordaliza, Marina

    Marine drugs

    2009  Volume 7, Issue 4, Page(s) 833–849

    Abstract: ... lines. This review summarizes the sources of isolation, chemistry and bioactivity of marine alkylpurines ...

    Abstract Agelasines, asmarines and related compounds are natural products with a hybrid terpene-purine structure isolated from numerous genera of sponges (Agela sp., Raspailia sp.). Some agelasine analogs and related structures have displayed high general toxicity towards protozoa, and have exhibited broad-spectrum antimicrobial activity against a variety of species, including Mycobacterium tuberculosis, and also an important cytotoxic activity against several cancer cell lines, including multidrug-resistant ones. Of particular interest in this context are the asmarines (tetrahydro[1,4]diazepino[1,2,3-g,h]purines), which have shown potent antiproliferative activity against several types of human cancer cell lines. This review summarizes the sources of isolation, chemistry and bioactivity of marine alkylpurines and their bioactive derivatives.
    MeSH term(s) Agelas ; Animals ; Anti-Bacterial Agents/chemical synthesis ; Anti-Bacterial Agents/chemistry ; Anti-Bacterial Agents/pharmacology ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Drug Resistance, Multiple ; Drug Resistance, Neoplasm ; Humans ; Marine Biology ; Porifera ; Purines/chemical synthesis ; Purines/chemistry ; Purines/pharmacology ; Terpenes/chemical synthesis ; Terpenes/chemistry ; Terpenes/pharmacology
    Chemical Substances Anti-Bacterial Agents ; Antineoplastic Agents ; Purines ; Terpenes
    Language English
    Publishing date 2009-12-23
    Publishing country Switzerland
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2175190-0
    ISSN 1660-3397 ; 1660-3397
    ISSN (online) 1660-3397
    ISSN 1660-3397
    DOI 10.3390/md7040833
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Cytotoxic terpene quinones from marine sponges.

    Gordaliza, Marina

    Marine drugs

    2010  Volume 8, Issue 12, Page(s) 2849–2870

    Abstract: The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural ... ...

    Abstract The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural sesquiterpene quinones and hydroquinones from sponges of the order Dictyoceratida, such as avarol, avarone, illimaquinone, nakijiquinone and bolinaquinone, offer promising opportunities for the development of new antitumor agents. The present review summarizes the structure and cytotoxicity of natural terpenequinones/hydroquinones and their bioactive analogues and derivatives.
    MeSH term(s) Animals ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/isolation & purification ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Drug Screening Assays, Antitumor ; Humans ; Hydroquinones/chemistry ; Hydroquinones/isolation & purification ; Hydroquinones/pharmacology ; Molecular Structure ; Porifera/chemistry ; Quinones/chemistry ; Quinones/isolation & purification ; Quinones/pharmacology ; Structure-Activity Relationship ; Terpenes/chemistry ; Terpenes/isolation & purification ; Terpenes/pharmacology
    Chemical Substances Antineoplastic Agents ; Hydroquinones ; Quinones ; Terpenes
    Language English
    Publishing date 2010-11-24
    Publishing country Switzerland
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2175190-0
    ISSN 1660-3397 ; 1660-3397
    ISSN (online) 1660-3397
    ISSN 1660-3397
    DOI 10.3390/md8122849
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Synthetic strategies to terpene quinones/hydroquinones.

    Gordaliza, Marina

    Marine drugs

    2012  Volume 10, Issue 2, Page(s) 358–402

    Abstract: 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 ... ...

    Abstract 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.
    MeSH term(s) Animals ; Anti-Infective Agents/chemical synthesis ; Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis ; Antineoplastic Agents/chemical synthesis ; Chemistry, Pharmaceutical ; Humans ; Hydroquinones/chemical synthesis ; Quinones/chemical synthesis ; Terpenes/chemical synthesis
    Chemical Substances Anti-Infective Agents ; Anti-Inflammatory Agents, Non-Steroidal ; Antineoplastic Agents ; Hydroquinones ; Quinones ; Terpenes
    Language English
    Publishing date 2012-02-14
    Publishing country Switzerland
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2175190-0
    ISSN 1660-3397 ; 1660-3397
    ISSN (online) 1660-3397
    ISSN 1660-3397
    DOI 10.3390/md10020358
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Terpenyl-Purines from the Sea

    Marina Gordaliza

    Marine Drugs, Vol 7, Iss 4, Pp 833-

    2009  Volume 849

    Abstract: ... lines. This review summarizes the sources of isolation, chemistry and bioactivity of marine alkylpurines ...

    Abstract Agelasines, asmarines and related compounds are natural products with a hybrid terpene-purine structure isolated from numerous genera of sponges (Agela sp., Raspailia sp.). Some agelasine analogs and related structures have displayed high general toxicity towards protozoa, and have exhibited broad-spectrum antimicrobial activity against a variety of species, including Mycobacterium tuberculosis, and also an important cytotoxic activity against several cancer cell lines, including multidrug-resistant ones. Of particular interest in this context are the asmarines (tetrahydro[1,4]diazepino[1,2,3-g,h]purines), which have shown potent antiproliferative activity against several types of human cancer cell lines. This review summarizes the sources of isolation, chemistry and bioactivity of marine alkylpurines and their bioactive derivatives.
    Keywords agelasine ; agelasimine ; ageline ; asmarine ; alkyl-purine ; terpene-purine ; terpenylpurine ; Biology (General) ; QH301-705.5
    Language English
    Publishing date 2009-12-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  5. Article ; Online: Cytotoxic Terpene Quinones from Marine Sponges

    Marina Gordaliza

    Marine Drugs, Vol 8, Iss 12, Pp 2849-

    2010  Volume 2870

    Abstract: The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural ... ...

    Abstract The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural sesquiterpene quinones and hydroquinones from sponges of the order Dictyoceratida, such as avarol, avarone, illimaquinone, nakijiquinone and bolinaquinone, offer promising opportunities for the development of new antitumor agents. The present review summarizes the structure and cytotoxicity of natural terpenequinones/hydroquinones and their bioactive analogues and derivatives.
    Keywords terpene quinone ; terpene hydroquinone ; avarone ; avarol ; cytotoxicity ; Biology (General) ; QH301-705.5
    Language English
    Publishing date 2010-11-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  6. Article ; Online: Synthetic Strategies to Terpene Quinones/Hydroquinones

    Marina Gordaliza

    Marine Drugs, Vol 10, Iss 2, Pp 358-

    2012  Volume 402

    Abstract: 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 ... ...

    Abstract 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.
    Keywords terpene quinone ; terpene hydroquinone ; synthesis ; chemical modification ; Biology (General) ; QH301-705.5
    Language English
    Publishing date 2012-02-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  7. Article ; Online: Cytotoxic Cyclolignans Obtained by the Enlargement of the Cyclolignan Skeleton of Podophyllic Aldehyde, a Selective Podophyllotoxin-Derived Cyclolignan.

    García, Pablo A / Hernández, Ángela-Patricia / Gómez-Zurita, Mª Antonia / Miguel Del Corral, José M / Gordaliza, Marina / Francesch, Andrés / San Feliciano, Arturo / Castro, Mª Ángeles

    Molecules (Basel, Switzerland)

    2024  Volume 29, Issue 7

    Abstract: Podophyllotoxin, a cyclolignan natural product, has been the object of extensive chemomodulation to obtain better chemotherapeutic agents. Among the obtained podophyllotoxin derivatives, podophyllic aldehyde showed very interesting potency and ... ...

    Abstract Podophyllotoxin, a cyclolignan natural product, has been the object of extensive chemomodulation to obtain better chemotherapeutic agents. Among the obtained podophyllotoxin derivatives, podophyllic aldehyde showed very interesting potency and selectivity against several tumoral cell lines, so it became our lead compound for further modifications, as described in this work, oriented toward the enlargement of the cyclolignan skeleton. Thus, modifications performed at the aldehyde function included nucleophilic addition reactions and the incorporation of the aldehyde carbon into several five-membered rings, such as thiazolidinones and benzo-fused azoles. The synthesized derivatives were evaluated against several types of cancer cells, and although some compounds were cytotoxic at the nanomolar range, most of them were less potent and less selective than the parent compound podophyllic aldehyde, with the most potent being those having the lactone ring of podophyllotoxin. In silico ADME evaluation predicted good druggability for most of them. The results indicate that the γ-lactone ring is important for potency, while the α,β-unsaturated aldehyde is necessary to induce selectivity in these cyclolignans.
    MeSH term(s) Humans ; Podophyllotoxin/pharmacology ; Antineoplastic Agents ; Skeleton ; Hypertrophy ; Aldehydes ; Lactones ; Radiopharmaceuticals
    Chemical Substances Podophyllotoxin (L36H50F353) ; Antineoplastic Agents ; Aldehydes ; Lactones ; Radiopharmaceuticals
    Language English
    Publishing date 2024-03-23
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules29071442
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article: Natural products as leads to anticancer drugs.

    Gordaliza, M

    Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico

    2007  Volume 9, Issue 12, Page(s) 767–776

    Abstract: ... meant that several products isolated from plants, marine flora and microorganisms can serve ...

    Abstract Throughout history, natural products have afforded a rich source of compounds that have found many applications in the fields of medicine, pharmacy and biology. Within the sphere of cancer, a number of important new commercialised drugs have been obtained from natural sources, by structural modification of natural compounds, or by the synthesis of new compounds, designed following a natural compound as model. The search for improved cytotoxic agents continues to be an important line in the discovery of modern anticancer drugs. The huge structural diversity of natural compounds and their bioactivity potential have meant that several products isolated from plants, marine flora and microorganisms can serve as "lead" compounds for improvement of their therapeutic potential by molecular modification. Additionally, semisynthesis processes of new compounds, obtained by molecular modification of the functional groups of lead compounds, are able to generate structural analogues with greater pharmacological activity and with fewer side effects. These processes, complemented with high-throughput screening protocols, combinatorial chemistry, computational chemistry and bioinformatics are able to afford compounds that are far more efficient than those currently used in clinical practice. Combinatorial biosynthesis is also applied for the modification of natural microbial products. Likewise, advances in genomics and the advent of biotechnology have improved both the discovery and production of new natural compounds.
    MeSH term(s) Animals ; Antineoplastic Agents/therapeutic use ; Biological Products/therapeutic use ; Drug Evaluation, Preclinical ; Humans ; Neoplasms/drug therapy
    Chemical Substances Antineoplastic Agents ; Biological Products
    Language English
    Publishing date 2007-12-25
    Publishing country Italy
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2397359-6
    ISSN 1699-3055 ; 1699-048X
    ISSN (online) 1699-3055
    ISSN 1699-048X
    DOI 10.1007/s12094-007-0138-9
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Synthetic approaches towards the marine alkyl purines.

    Gordaliza, M / Baraldi, P G

    Current medicinal chemistry

    2013  Volume 20, Issue 22, Page(s) 2798–2811

    Abstract: Agelasines, asmarines and related compounds are natural products with a hybrid terpene-purine structure isolated from numerous genera of sponges (Agela sp, Raspailia sp). Nuttingins and malonganenones are tetraprenylated purine alkaloids from gordonian ( ... ...

    Abstract Agelasines, asmarines and related compounds are natural products with a hybrid terpene-purine structure isolated from numerous genera of sponges (Agela sp, Raspailia sp). Nuttingins and malonganenones are tetraprenylated purine alkaloids from gordonian (Eplexura sp, Leptogorgia sp). Some of these alkaloids displayed broad spectrum activity including cytotoxic activity against several cancer cells. The review summarizes the synthesis of mono- or bi-cyclic diterpenoids usually having a 9-methyladenine moiety.
    MeSH term(s) Animals ; Diterpenes/chemical synthesis ; Diterpenes/pharmacology ; Guanidines/chemical synthesis ; Guanidines/pharmacology ; Humans ; Purines/chemical synthesis ; Purines/pharmacology
    Chemical Substances Diterpenes ; Guanidines ; Purines
    Language English
    Publishing date 2013-03-07
    Publishing country United Arab Emirates
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 1319315-6
    ISSN 1875-533X ; 0929-8673
    ISSN (online) 1875-533X
    ISSN 0929-8673
    DOI 10.2174/0929867311320220005
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Traditional plant-based remedies to control insect vectors of disease in the Arribes del Duero (western Spain): an ethnobotanical study.

    González, José A / García-Barriuso, Mónica / Gordaliza, Marina / Amich, Francisco

    Journal of ethnopharmacology

    2011  Volume 138, Issue 2, Page(s) 595–601

    Abstract: Ethnopharmacological relevance: In several Spanish rural communities, simple and effective plant-based remedies are employed for the control of vector-borne diseases. Hence, the aim of this study was to assess the knowledge and usage custom of ... ...

    Abstract Ethnopharmacological relevance: In several Spanish rural communities, simple and effective plant-based remedies are employed for the control of vector-borne diseases. Hence, the aim of this study was to assess the knowledge and usage custom of traditional insect control in the Arribes del Duero-ARD-(Salamanca-Zamora, W Spain).
    Materials and methods: Between 2005 and 2009, 116 semi-structured interviews of 80 non-specialist people (44 men and 36 women; mean age, 72) were conducted. This community was located in the Arribes del Duero Natural Park, representative of a highly heterogeneous Mediterranean landscape with a strong decline in the population and a significant proportion (almost 40%) age 65 or greater. We calculated the cultural importance for each species cited. To analyze how traditional ecological knowledge (TEK) varies with the characteristics of the informants, we performed an ANCOVA.
    Results and conclusions: We documented the traditional use of 22 vascular plants as remedies to prevent or treat external parasites, and control mosquitoes, flies and other nuisance insects. There were described 27 plant remedies, of which 16 (59%) continue to be in use, including basil (Ocimum basilicum L. and Ocimum minimum L.) as a repellent for mosquitoes and houseflies. Most of the plant species contain phenols and/or terpenoids, and in several investigations bioassays have been performed to test their repellent and/or insecticidal properties. Three taxa (Ballota nigra L., Cicer arietinum L. and Ocimum minimum) have not been tested and these may offer excellent natural remedies. As well as allowing the discovery of new chemical compounds with insecticidal activity, this traditional knowledge may be paramount in the control of potential populations of vectors of emerging diseases in the Mediterranean region without harming the environment.
    MeSH term(s) Aged ; Animals ; Ethnobotany ; Female ; Humans ; Insect Vectors ; Male ; Medicine, Traditional ; Plants, Medicinal ; Spain ; Species Specificity
    Language English
    Publishing date 2011-11-18
    Publishing country Ireland
    Document type Journal Article
    ZDB-ID 134511-4
    ISSN 1872-7573 ; 0378-8741
    ISSN (online) 1872-7573
    ISSN 0378-8741
    DOI 10.1016/j.jep.2011.10.003
    Database MEDical Literature Analysis and Retrieval System OnLINE

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