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  1. Article ; Conference proceedings: “Natural Products: a Key to Open the Door to the Future”

    Appendino, Giovanni

    Planta Medica

    2023  Volume 89, Issue 14

    Event/congress 71st International Congress and Annual Meeting of the Society for Medicinal Plant and Natural Product Research (GA), Trinity College Dublin Ireland, 2023-07-02
    Language English
    Publishing date 2023-11-01
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article ; Conference proceedings
    ZDB-ID 123545-x
    ISSN 1439-0221 ; 0032-0943
    ISSN (online) 1439-0221
    ISSN 0032-0943
    DOI 10.1055/s-0043-1773830
    Database Thieme publisher's database

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  2. Article ; Online: Evaluation of the response to the prone position through electrical impedance tomography.

    Appendino, Gabriel / Nuñez Silveira, Juan Martin / Lovesio, Carlos

    Medicina intensiva

    2024  

    Language English
    Publishing date 2024-03-08
    Publishing country Spain
    Document type Journal Article
    ISSN 2173-5727
    ISSN (online) 2173-5727
    DOI 10.1016/j.medine.2024.02.010
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Ingenane Diterpenoids.

    Appendino, Giovanni

    Progress in the chemistry of organic natural products

    2016  Volume 102, Page(s) 1–90

    Abstract: Despite a more recent isolation and chemical characterization when compared to phorbol, along with its chemical instability, limited distribution in Nature, and scarce availability, ingenol is the only Euphorbia diterpenoid that has undergone successful ... ...

    Abstract Despite a more recent isolation and chemical characterization when compared to phorbol, along with its chemical instability, limited distribution in Nature, and scarce availability, ingenol is the only Euphorbia diterpenoid that has undergone successful pharmaceutical development, with ingenol 3-angelate (ingenol mebutate, Picato(®)) entering the pharmaceutical market in 2012 for the treatment of actinic keratosis. The phytochemical, chemical, and biological literature on members of the ingenane class of diterpenoids is reviewed from their first isolation in 1968 through 2015, highlighting unresolved issues both common to phorboids (biogenesis, relationship between molecular targets, and in vivo activity) and specific to ingenol derivatives (two-dimensional representation, in-out stereoisomerism, versatility of binding mode to PKC, and inconsistencies in the structural elucidation of some classes of derivatives). The biogenesis of ingenol is discussed in the light of the Jakupovic proposal of a dissection between the formation of the macrocyclic Euphorbia diterpenoids and the phorboids, and the clinical development of ingenol mebutate is chronicled in the light of its "reverse-pharmacology" focus.
    MeSH term(s) Animals ; Antineoplastic Agents, Phytogenic/chemistry ; Antineoplastic Agents, Phytogenic/pharmacology ; Diterpenes/chemical synthesis ; Diterpenes/chemistry ; Diterpenes/metabolism ; Diterpenes/pharmacology ; Humans ; Plants, Medicinal/chemistry
    Chemical Substances Antineoplastic Agents, Phytogenic ; Diterpenes ; ingenane
    Language English
    Publishing date 2016
    Publishing country Austria
    Document type Journal Article ; Review
    ISSN 2191-7043
    ISSN 2191-7043
    DOI 10.1007/978-3-319-33172-0_1
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Comparative Evaluation of Anticancer Activity of Natural Methoxylated Flavones Xanthomicrol and Eupatilin in A375 Skin Melanoma Cells.

    Rosa, Antonella / Piras, Franca / Pollastro, Federica / Sogos, Valeria / Appendino, Giovanni / Nieddu, Mariella

    Life (Basel, Switzerland)

    2024  Volume 14, Issue 3

    Abstract: Melanoma is a skin cancer caused by the malignant transformation of melanocytes and cutaneous melanoma represents the most aggressive and deadliest type of skin cancer with an increasing incidence worldwide. The main purpose of the present research was ... ...

    Abstract Melanoma is a skin cancer caused by the malignant transformation of melanocytes and cutaneous melanoma represents the most aggressive and deadliest type of skin cancer with an increasing incidence worldwide. The main purpose of the present research was to evaluate the anticancer effects of the natural bioactive compounds xanthomicrol (XAN) and eupatilin (EUP) in human A375 malignant skin melanoma cells, a cell line widely used as an in vitro model of cutaneous melanoma. XAN and EUP are lipophilic methoxylated flavones with antioxidant, anti-inflammatory, and antitumor properties. The effects of XAN and EUP on cell viability, morphology, lipid profile, oxidative status, apoptosis, and mitochondrial membrane polarization were determined and compared in A375 cells. At 24 h-incubation (MTT assay), XAN significantly reduced viability at the dose range of 2.5-200 μM, while EUP showed a significant cytotoxicity from 25 μM. Moreover, both methoxylated flavones induced (at 10 and 25 μM, 24 h-incubation) marked cell morphological alterations (presence of rounded and multi-nucleated cells), signs of apoptosis (NucView 488 assay), and a noteworthy mitochondrial membrane depolarization (MitoView 633 assay), coupled to a marked lipid profile modulation, including variations in the ratio of phospholipid/cholesterol and a decrease in the oleic, palmitic, and palmitoleic acid amounts. Moreover, a remarkable time-dependent ROS generation (2',7'-dichlorodihydrofluorescein diacetate assay) was observed during 3 h-incubation of A375 cancer cells in the presence of XAN and EUP (10 and 25 μM). Our results confirm the potential antitumor effect of natural EUP and XAN in cutaneous melanoma by the activation of multiple anticancer mechanisms.
    Language English
    Publishing date 2024-02-26
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2662250-6
    ISSN 2075-1729
    ISSN 2075-1729
    DOI 10.3390/life14030304
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Arzanol, a natural phloroglucinol α-pyrone, protects HaCaT keratinocytes against H

    Piras, Franca / Sogos, Valeria / Pollastro, Federica / Appendino, Giovanni / Rosa, Antonella

    Journal of applied toxicology : JAT

    2023  Volume 44, Issue 5, Page(s) 720–732

    Abstract: Skin oxidative stress results in structural damage, leading to premature senescence, and pathological conditions such as inflammation and cancer. The plant-derived prenylated pyrone-phloroglucinol heterodimer arzanol, isolated from Helichrysum italicum ... ...

    Abstract Skin oxidative stress results in structural damage, leading to premature senescence, and pathological conditions such as inflammation and cancer. The plant-derived prenylated pyrone-phloroglucinol heterodimer arzanol, isolated from Helichrysum italicum ssp. microphyllum (Willd.) Nyman aerial parts, exhibits anti-inflammatory, anticancer, antimicrobial, and antioxidant activities. This study explored the arzanol protection against hydrogen peroxide (H
    MeSH term(s) Humans ; Antioxidants/pharmacology ; Reactive Oxygen Species ; Hydrogen Peroxide/toxicity ; Pyrones/chemistry ; Pyrones/pharmacology ; Oxidative Stress ; Keratinocytes ; Phloroglucinol/pharmacology ; Phloroglucinol/chemistry ; Phloroglucinol/analogs & derivatives ; Apoptosis
    Chemical Substances Antioxidants ; Reactive Oxygen Species ; Hydrogen Peroxide (BBX060AN9V) ; arzanol ; Pyrones ; Phloroglucinol (DHD7FFG6YS)
    Language English
    Publishing date 2023-12-27
    Publishing country England
    Document type Journal Article
    ZDB-ID 604625-3
    ISSN 1099-1263 ; 0260-437X
    ISSN (online) 1099-1263
    ISSN 0260-437X
    DOI 10.1002/jat.4570
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Pitfalls in the structural elucidation of small molecules. A critical analysis of a decade of structural misassignments of marine natural products.

    Shen, Shou-Mao / Appendino, Giovanni / Guo, Yue-Wei

    Natural product reports

    2022  Volume 39, Issue 9, Page(s) 1803–1832

    Abstract: Covering: July 2010 to August 2021This article summarizes more than 200 cases of misassigned marine natural products reported between July 2010 and August 2021, sorting out errors according to the structural elements. Based on a comparative analysis of ... ...

    Abstract Covering: July 2010 to August 2021This article summarizes more than 200 cases of misassigned marine natural products reported between July 2010 and August 2021, sorting out errors according to the structural elements. Based on a comparative analysis of the original and the revised structures, major pitfalls still plaguing the structural elucidation of small molecules were identified, emphasizing the role of total synthesis, crystallography, as well as chemical- and biosynthetic logic to complement spectroscopic data. Distinct "trends" in natural product misassignment are evident between compounds of marine and plant origin, with an overall much lower incidence of "impossible" structures within misassigned marine natural products.
    MeSH term(s) Biological Products ; Protein Transport
    Chemical Substances Biological Products
    Language English
    Publishing date 2022-09-21
    Publishing country England
    Document type Journal Article ; Review ; Research Support, Non-U.S. Gov't
    ZDB-ID 2002546-4
    ISSN 1460-4752 ; 0265-0568
    ISSN (online) 1460-4752
    ISSN 0265-0568
    DOI 10.1039/d2np00023g
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Omnia praeclara rara. The quest for ingenol heats up.

    Appendino, Giovanni

    Angewandte Chemie (International ed. in English)

    2014  Volume 53, Issue 4, Page(s) 927–929

    MeSH term(s) Biological Products/chemical synthesis ; Biological Products/chemistry ; Diterpenes/chemical synthesis ; Diterpenes/chemistry ; Molecular Conformation ; Stereoisomerism
    Chemical Substances 3-ingenyl angelate ; Biological Products ; Diterpenes
    Language English
    Publishing date 2014-03-01
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201308281
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article: Non-Volatile Terpenoids and Lipophilic Flavonoids from

    Salamone, Stefano / Aiello, Nicola / Fusani, Pietro / Rosa, Antonella / Nieddu, Mariella / Appendino, Giovanni / Pollastro, Federica

    Plants (Basel, Switzerland)

    2023  Volume 12, Issue 2

    Abstract: Musk yarrow ( ...

    Abstract Musk yarrow (
    Language English
    Publishing date 2023-01-15
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2704341-1
    ISSN 2223-7747
    ISSN 2223-7747
    DOI 10.3390/plants12020402
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Scalemic natural products.

    Mazzotta, Sarah / Rositano, Vincenzo / Senaldi, Luca / Bernardi, Anna / Allegrini, Pietro / Appendino, Giovanni

    Natural product reports

    2023  Volume 40, Issue 10, Page(s) 1647–1671

    Abstract: Covering: up to the end of 2022The area of scalemic natural products is often enigmatic from a mechanistic standpoint, since low optical purity is observed in compounds having multiple contiguous stereogenic centers resulting from mechanistically ... ...

    Abstract Covering: up to the end of 2022The area of scalemic natural products is often enigmatic from a mechanistic standpoint, since low optical purity is observed in compounds having multiple contiguous stereogenic centers resulting from mechanistically distinct biogenetic steps. A scalemic state is rarely the result of a sloppy enzymatic activity, rather resulting from the expression of antipodal enzymes/directing proteins or from the erosion of optical purity by enzymatic or spontaneous reactions. Evidence for these processes is critically reviewed, identifying the mechanisms most often associated to the enzymatic generation of scalemic natural products and also discussing analytical exploitations of natural products' scalemicity.
    MeSH term(s) Biological Products ; Stereoisomerism
    Chemical Substances Biological Products
    Language English
    Publishing date 2023-10-18
    Publishing country England
    Document type Journal Article ; Review
    ZDB-ID 2002546-4
    ISSN 1460-4752 ; 0265-0568
    ISSN (online) 1460-4752
    ISSN 0265-0568
    DOI 10.1039/d3np00014a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article: Fostering education in epilepsy: a Canadian League Against Epilepsy teaching initiative.

    D'Onofrio, Gianluca / RamachandranNair, Rajesh / Reid, Aylin Y / Kobayashi, Eliane / Jones, Kevin / Bui, Esther / Fantaneanu, Tadeu A / Appendino, Juan Pablo

    The Canadian journal of neurological sciences. Le journal canadien des sciences neurologiques

    2024  , Page(s) 1–14

    Language English
    Publishing date 2024-03-25
    Publishing country England
    Document type Journal Article
    ZDB-ID 197622-9
    ISSN 0317-1671
    ISSN 0317-1671
    DOI 10.1017/cjn.2024.45
    Database MEDical Literature Analysis and Retrieval System OnLINE

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