Literature DB >> 30153350

Pimarane diterpenes: Natural source, stereochemical configuration, and biological activity.

Pierluigi Reveglia1, Alessio Cimmino1, Marco Masi1, Paola Nocera1, Nina Berova2, George Ellestad2, Antonio Evidente1.   

Abstract

Plants and fungi are seemingly inexhaustible sources of interesting natural products with remarkable structural and biological diversity. One of the most important groups is the terpenes, ubiquitous natural products that are generated by 2 now well-established biosynthetic pathways: the older mevalonate and the more recently discovered 1-deoxyxylulose-5-phosphate. Among the diterpenes, the pimarane diterpenes are a very representative subgroup with several and interesting biological activities resulting from different functional group modifications. In this review, we outline the method of their structure determination, mainly spectroscopic results, their absolute configuration, and structure-activity relationships, were reported, as well as the mode of action for selected examples from plants, marine organisms, and fungi. The pimarane, isopimarane, and ent-pimarane diterpenes covered in this review have a wide range of biological activities including antimicrobial, antifungal, antiviral, phytotoxic, phytoalexin, cytotoxicity, and antispasmodic and relaxant effects.
© 2018 Wiley Periodicals, Inc.

Entities:  

Keywords:  biological activity; natural sources; pimarane diterpenes; relative and/or absolute configuration; structure-activity relationships

Mesh:

Substances:

Year:  2018        PMID: 30153350     DOI: 10.1002/chir.23009

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  11 in total

1.  Short, Divergent, and Enantioselective Total Synthesis of Bioactive ent-Pimaranes.

Authors:  Immanuel Plangger; Klaus Wurst; Thomas Magauer
Journal:  Org Lett       Date:  2022-09-28       Impact factor: 6.072

2.  Scrodentoids H and I, a Pair of Natural Epimerides from Scrophularia dentata, Inhibit Inflammation through JNK-STAT3 Axis in THP-1 Cells.

Authors:  Gaohui Mao; Liqin Sun; Jinwen Xu; Yiming Li; Ciren Dunzhu; Liuqiang Zhang; Fei Qian
Journal:  Evid Based Complement Alternat Med       Date:  2020-07-27       Impact factor: 2.629

3.  In Vitro Antibacterial, Antifungal, Nematocidal and Growth Promoting Activities of Trichoderma hamatum FB10 and Its Secondary Metabolites.

Authors:  Alaa Baazeem; Abdulaziz Almanea; Palanisamy Manikandan; Mohammed Alorabi; Ponnuswamy Vijayaraghavan; Ahmed Abdel-Hadi
Journal:  J Fungi (Basel)       Date:  2021-04-24

4.  Fungal Metabolites with Antagonistic Activity against Fungi of Lithic Substrata.

Authors:  Marco Masi; Mariagioia Petraretti; Antonino De Natale; Antonino Pollio; Antonio Evidente
Journal:  Biomolecules       Date:  2021-02-16

Review 5.  Bioactive Compounds Isolated from Marine-Derived Microbes in China: 2009-2018.

Authors:  Weiwei Sun; Wenhui Wu; Xueling Liu; Diana A Zaleta-Pinet; Benjamin R Clark
Journal:  Mar Drugs       Date:  2019-06-06       Impact factor: 5.118

6.  High-Throughput 1H-Nuclear Magnetic Resonance-Based Screening for the Identification and Quantification of Heartwood Diterpenic Acids in Four Black Pine (Pinus nigra Arn.) Marginal Provenances in Greece.

Authors:  Kostas Ioannidis; Eleni Melliou; Prokopios Magiatis
Journal:  Molecules       Date:  2019-10-07       Impact factor: 4.411

7.  Sarcosenones A-C, highly oxygenated pimarane diterpenoids from an endolichenic fungus Sarcosomataceae sp.

Authors:  Xintong Hou; Yang Xu; Shuaiming Zhu; Yang Zhang; Liangdong Guo; Feng Qiu; Yongsheng Che
Journal:  RSC Adv       Date:  2020-04-22       Impact factor: 4.036

Review 8.  Sphaeropsidin A: A Pimarane Diterpene with Interesting Biological Activities and Promising Practical Applications.

Authors:  Marco Masi; Antonio Evidente
Journal:  Chembiochem       Date:  2021-07-30       Impact factor: 3.461

9.  Immunosuppressive Isopimarane Diterpenes From Cultures of the Endophytic Fungus Ilyonectria robusta.

Authors:  Ke Ye; Xiao Lv; Xian Zhang; Pan-Pan Wei; Zheng-Hui Li; Hong-Lian Ai; Da-Ke Zhao; Ji-Kai Liu
Journal:  Front Pharmacol       Date:  2022-01-10       Impact factor: 5.810

10.  Deciphering the chemical instability of sphaeropsidin A under physiological conditions - degradation studies and structural elucidation of the major metabolite.

Authors:  Alet E van der Westhuyzen; Aude Ingels; Rémi Rosière; Karim Amighi; Lukas Oberer; Kirk R Gustafson; Dongdong Wang; Antonio Evidente; Lucia Maddau; Marco Masi; André de Villiers; Ivan R Green; Walter Berger; Alexander Kornienko; Veronique Mathieu; Willem A L van Otterlo
Journal:  Org Biomol Chem       Date:  2020-10-21       Impact factor: 3.876

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