Diterpenoids of terrestrial origin

Hanson, James R.; Nichols, Tyler; Mukhrish, Yousef E.; Bagley, Mark C.

doi:10.1039/c8np00079d

Cited by 49 publications

(41 citation statements)

References 219 publications

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“…Common metabolites of the roots of Salvia species are diterpenoids with abietane skeletons [ 2 , 9 , 87 , 88 , 89 , 90 , 91 , 92 , 93 , 94 , 95 , 96 , 97 , 98 , 99 , 100 , 101 , 102 , 103 ] that are known to have role in plant chemical defense [ 104 , 105 ] and display a wide spectrum of biological properties [ 9 ]. Chemical analysis of the hairy roots of S. austriaca , S. broussonetii , S. castanea , S. miltiorrhiza , and S. sclarea ( Table S4 , Supplementary Materials ) highlighted the presence of abietane diterpenoids.…”

Section: Discussionmentioning

confidence: 99%

Abietane Diterpenoids from the Hairy Roots of Salvia corrugata

et al. 2021

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Salvia corrugata Vahl. is an interesting source of abietane and abeo-abietane compounds that showed antibacterial, antitumor, and cytotoxic activities. The aim of the study was to obtain transformed roots of S. corrugata and to evaluate the production of terpenoids in comparison with in vivo root production. Hairy roots were initiated from leaf explants by infection with ATCC 15834 Agrobacterium rhizogenes onto hormone-free Murashige and Skoog (MS) solid medium. Transformation was confirmed by polymerase chain reaction analysis of rolC and virC1 genes. The biomass production was obtained in hormone-free liquid MS medium using Temporary Immersion System bioreactor RITA®. The chromatographic separation of the methanolic extract of the untransformed roots afforded horminone, ferruginol, 7-O-acetylhorminone and 7-O-methylhorminone. Agastol and ferruginol were isolated and quantified from the hairy roots. The amount of these metabolites indicated that the hairy roots of S. corrugata can be considered a source of these compounds.

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Section: Discussionmentioning

confidence: 99%

Abietane Diterpenoids from the Hairy Roots of Salvia corrugata

et al. 2021

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“…In turn, terpenoids are categorized into monoterpenes, sesquiterpenes, diterpenes, sesterpenes, and triterpenes depending on the number of their isoprene units. Diterpenes constitute a diverse class of plant metabolites with more than 10,000 different structures, isolated in the Lamiaceae present about 50 different skeletons [ 89 , 90 ]. Most diterpenes play a critical role in ecological interactions of plants and show interesting biological activities both in vitro and in vivo [ 91 , 92 ], such as antibacterial, antifungal, antiprotozoal, enzyme-inducing, anti-inflammatory, and the modulation of immune cell function and anticancer properties [ 92 , 93 ].…”

Section: The Lamiaceae Family Plantsmentioning

confidence: 99%

An In Vitro Evaluation of the Molecular Mechanisms of Action of Medical Plants from the Lamiaceae Family as Effective Sources of Active Compounds against Human Cancer Cell Lines

Sitarek

Merecz-Sadowska

Śliwiński

et al. 2020

Cancers

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It is predicted that 1.8 million new cancer cases will be diagnosed worldwide in 2020; of these, the incidence of lung, colon, breast, and prostate cancers will be 22%, 9%, 7%, and 5%, respectively according to the National Cancer Institute. As the global medical cost of cancer in 2020 will exceed about $150 billion, new approaches and novel alternative chemoprevention molecules are needed. Research indicates that the plants of the Lamiaceae family may offer such potential. The present study reviews selected species from the Lamiaceae and their active compounds that may have the potential to inhibit the growth of lung, breast, prostate, and colon cancer cells; it examines the effects of whole extracts, individual compounds, and essential oils, and it discusses their underlying molecular mechanisms of action. The studied members of the Lamiaceae are sources of crucial phytochemicals that may be important modulators of cancer-related molecular targets and can be used as effective factors to support anti-tumor treatment.

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“…Cyathanes refer to a class of unique and mushroom-derived natural products possessing an angularly fused 5/6/7 tricyclic skeleton 1 , 2 . Basidiomycetes including Hericium, Cyathus , Sarcodon , Phellodon , Strobilurus , and Laxitextum species were reported to produce cyathane analogues with a broad spectrum of biological activities 3 .…”

Section: Introductionmentioning

confidence: 99%

Reconstitution of biosynthetic pathway for mushroom-derived cyathane diterpenes in yeast and generation of new “non-natural” analogues

Zhang

Guo

et al. 2021

Acta Pharmaceutica Sinica B

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Mushroom-derived cyathane-type diterpenes possess unusual chemical skeleton and diverse bioactivities. To efficiently supply bioactive cyathanes for deep studies and explore their structural diversity, de novo synthesis of cyathane diterpenes in a geranylgeranyl pyrophosphate engineered Saccharomyces cerevisiae is investigated. Aided by homologous analyses, one new unclustered FAD-dependent oxidase EriM accounting for the formation of allyl aldehyde and three new NADP(H)-dependent reductases in the biosynthesis of cyathanes are identified and elucidated. By combinatorial biosynthetic strategy, S. cerevisiae strains generating twenty-two cyathane-type diterpenes, including seven “unnatural” cyathane xylosides ( 12 , 13 , 14a , 14b , 19 , 20 , and 22 ) are established. Compounds 12 – 14 , 19 , and 20 show significant neurotrophic effects on PC12 cells in the dose of 6.3–25.0 μmol/L. These studies provide new insights into the divergent biosynthesis of mushroom-originated cyathanes and a straightforward approach to produce bioactive cyathane-type diterpenes.

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Diterpenoids of terrestrial origin

Abstract: This review covers the isolation and chemistry of diterpenoids from terrestrial sources from 2017.

Cited by 49 publications

References 219 publications

Abietane Diterpenoids from the Hairy Roots of Salvia corrugata

Abietane Diterpenoids from the Hairy Roots of Salvia corrugata

An In Vitro Evaluation of the Molecular Mechanisms of Action of Medical Plants from the Lamiaceae Family as Effective Sources of Active Compounds against Human Cancer Cell Lines

Reconstitution of biosynthetic pathway for mushroom-derived cyathane diterpenes in yeast and generation of new “non-natural” analogues

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