Diterpenoids

Hanson, James R.

doi:10.1039/b108963n

Cited by 24 publications

(11 citation statements)

References 43 publications

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“…Extensive phytochemical investigations of different Euphorbia species have been conducted, therefore it has been proved to be a rich source of diterpenoids with diverse structures and interesting biological activities [2–4]. …”

Section: Introductionmentioning

confidence: 99%

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Huang

Luo

et al. 2014

Nat. Prod. Bioprospect.

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The perennial herbaceous plant Euphorbia jolkinii (Euphorbiaceae) is a noxious weed widely distributed in the grasslands of northwestern Yunnan and has greatly threatened the local biodiversity. Phytochemical investigation on the fresh roots of E. jolkinii afforded six new diterpenoids 1, 2, 4–6, and 8, together with fifteen known diterpenoids. Their structures were elucidated on the basis of 1D and 2D NMR and other spectroscopic methods. Casbane, lathyrane, abietane, and ent-kaurane diterpenoids were reported from this plant for the first time. Selected compounds were evaluated for their antifeedant and anti-RSV (respiratory syncytial virus) activities. Compound 2 and ingenol (3) exhibited moderate antifeedant activity against a generalist insect herbivore, Spodoptera exigua, with EC50 values of 17.88 and 17.71 μg/cm2 respectively. Compound 19 showed significant anti-RSV activity, with 50 % inhibition (IC50) value of 10.0 μM and selective index of 8.0. Compounds 1 and 2 were less active against RSV virus, both with IC50 value of 25 μM, and with selective indices of 1.0 and 3.2 respectively. These findings provided new evidence for the biological functions and utilization of the diversified diterpenoid metabolites in the roots of this rich but harmful plant.Graphical AbstractElectronic supplementary materialThe online version of this article (doi:10.1007/s13659-014-0009-3) contains supplementary material, which is available to authorized users.

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Section: Introductionmentioning

confidence: 99%

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Huang

Luo

et al. 2014

Nat. Prod. Bioprospect.

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“…Another class of secondary metabolites that has yielded a large number of bioactive compounds from marine systems is the terpenoids 4. 150–152 These compounds are derived by the cyclization and subsequent oxidation of repeating isoprene units. The biosynthesis of these important compounds has been studied extensively from both basic science and biotechnology perspectives 153–156…”

Section: Natural Product Biosynthesismentioning

confidence: 99%

Utilizing the Power of Microbial Genetics to Bridge the Gap Between the Promise and the Application of Marine Natural Products

Fortman

Sherman

2005

ChemBioChem

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Marine organisms are a rich source of secondary metabolites. They have yielded thousands of compounds with a broad range of biomedical applications. Thus far, samples required for preclinical and clinical studies have been obtained by collection from the wild, by mariculture, and by total chemical synthesis. However, for a number of complex marine metabolites, none of these options is feasible for either economic or environmental reasons. In order to proceed with the development of many of these promising therapeutic compounds, a reliable and renewable source must be found. Over the last twenty years, the study of microbial secondary metabolites has greatly advanced our understanding of how nature utilizes simple starting materials to yield complex small molecules. Much of this work has focused on polyketides and nonribosomal peptides, two classes of molecules that are prevalent in marine micro- and macroorganisms. The lessons learned from the study of terrestrial metabolite biosynthesis are now being applied to the marine world. As techniques for cloning and heterologous expression of biosynthetic pathways continue to improve, they may provide our greatest hope for bridging the gap between the promise and application of many marine natural products.

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“…Tetracyclic diterpenoids with hydrocarbon skeletons derived from a rearranged norkaurane-type structure are widespread among the plant metabolites (Bruno et al, 2002;Niu et al, 2002;Hanson, 2003, and references therein). Many of these substances exhibit biological activities that are well known from ancient times and are used by traditional healers in the treatment of various diseases.…”

Section: Commentmentioning

confidence: 99%

A new norkaurane-γ-lactone from Parinari sprucei

et al. 2003

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The title tetracyclic diterpenoid, 10,13,16,17-tetrahydroxy-9-methyl-15-oxo-20-norkaurane-18,10-carbolactone hemihydrate, C(20)H(28)O(6).0.5H(2)O, is a plant metabolite from Parinari sprucei, part of the Venezuelan Amazon flora. The asymmetric unit consists of two nearly identical molecules of the diterpenoid and one molecule of water. Some of the geometric parameters reflect steric strain in the molecule. The extended structure is characterized by hydrogen bonds and weaker hydrogen-mediated interactions, which involve all of the hydroxy groups and propagate in sheets that coincide with the (002) family of planes. The water molecule acts as a double hydrogen-bond donor and single acceptor and thus plays a critical role in the pattern of intermolecular interactions.

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Diterpenoids

Abstract: The review covers the isolation and structures of diterpenoids including labdanes, clerodanes, pimaranes, abietanes, kauranes, gibberellins, cembranolides, taxanes and marine diterpenoids. The literature from January to December 2001 is reviewed and 140 references are cited.

Cited by 24 publications

References 43 publications

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Utilizing the Power of Microbial Genetics to Bridge the Gap Between the Promise and the Application of Marine Natural Products

A new norkaurane-γ-lactone from Parinari sprucei

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