Bioactive jatrophane diterpenes from Euphorbia guyoniana

Hegazy, Mohamed‐Elamir F.; Mohamed, Abou El‐Hamd H.; Aoki, Nobuwa; Ikeuchi, Toshitaka; Ohta, Emi; Ohta, Shigeru

doi:10.1016/j.phytochem.2009.10.003

Cited by 30 publications

(21 citation statements)

References 22 publications

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“…Jatrophane diterpenes occur generally in form of polyesters. They are mainly polyacylated derivatives whose number of ester moieties is ranging between three (guyonianin E) (Hegazy et al 2010) and eight (esulatin H) (Vasas et al 2011). The acyl residues are frequently acetyl, propionyl, butanoyl, isobutanoyl, 2-methylbutanoyl, angeloyl, tigloyl, benzoyl, nicotinoyl, or rarely cinnamoyl.…”

Section: Jatrophanes and Cyclojatrophanesmentioning

confidence: 99%

Jatrophane and rearranged jatrophane-type diterpenes: biogenesis, structure, isolation, biological activity and SARs (1984–2019)

et al. 2020

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Diterpene compounds specially macrocyclic ones comprising jatrophane, lathyrane, terracinolide, ingenane, pepluane, paraliane, and segetane skeletons occurring in plants of the Euphorbiaceae family are of considerable interest in the context of natural product drug discovery programs. They possess diverse complex skeletons and a broad spectrum of therapeutically relevant biological activities including anti-inflammatory, anti-chikungunya virus, anti-HIV, cytotoxic, and multidrug resistance-reversing activities as well as curative effects on thrombotic diseases. Among macrocyclic diterpenes of Euphorbia, the discovery of jatrophane and modified jatrophane diterpenes with a wide range of structurally unique polyoxygenated polycyclic derivatives and as a new class of powerful inhibitors of P-glycoprotein has opened new frontiers for research studies on this genus. In this review, an attempt has been made to give in-depth coverage of the articles on the naturally occurring jatrophanes and rearranged jatrophane-type diterpenes isolated from species belonging to the Euphorbiaceae family published from 1984 to March 2019, with emphasis on the biogenesis, isolation methods, structure, biological activity, and structureactivity relationship.

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Section: Jatrophanes and Cyclojatrophanesmentioning

confidence: 99%

Jatrophane and rearranged jatrophane-type diterpenes: biogenesis, structure, isolation, biological activity and SARs (1984–2019)

et al. 2020

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“…2, was deduced from the interpretation of the NOESY spectrum, together with comparison with the large variety of known jatrophane diterpenes, in which all the five membered ring is trans -fused with the 12-membered macro-ring forming the skeleton, and H-4 is α -oriented and C-15 substituted group is β -oriented based on a biogenetic point of view 5, 14–17 . Besides, the NOE difference experiments of 1 were also performed to give further data for the relative configuration determination (Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Mai

Liu

et al. 2017

Sci Rep

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Heliosterpenoids A and B (1 and 2), two unprecedented jatrophane-derived diterpenoid esters with a novel 5/6/4/6-fused tetracyclic ring skeleton, were isolated from the whole plants of Euphorbia helioscopia. The structures of 1 and 2 were elucidated by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. The plausible biogenetic pathways of 1 and 2 were postulated. 1 and 2 were found to be potent inhibitors of P-glycoprotein (ABCB1) and 1 also exhibited cytotoxicity against MDA-MB-231 cell lines.

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“…The characteristic compounds of Euphorbia genus, the diterpenoids were isolated from E. guyoniana as well. Ent-abietane and jatrophane polyester diterpenes were identified in the root and aerial parts of E. guyoniana [2,13,14]. The pharmacological activity of this species was also reported.…”

Section: Discussionmentioning

confidence: 99%

Study ofin vitroantimicrobial and antiproliferative activities of selected Saharan plants

Palici¹,

Liktor‐Busa²,

Zupkó³

et al. 2015

Acta Biologica Hungarica

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The aim of the present study was the evaluation of the antimicrobial and antiproliferative activities of selected Saharan species, which are applied in the traditional medicine but not studied thoroughly from chemical and pharmacological point of view. The studied plants, namely Anthyllis henoniana, Centropodia forskalii, Cornulaca monacantha, Ephedra alata var. alenda, Euphorbia guyoniana, Helianthemum confertum, Henophyton deserti, Moltkiopsis ciliata and Spartidium saharae were collected from remote areas of North Africa, especially from the Tunisian region of Sahara. After drying and applying the appropriate extraction methods, the plant extracts were tested in antimicrobial screening assay, performed on 19 Gram-positive and -negative strains of microbes. The inhibition zones produced by plant extracts were determined by disc-diffusion method. Remarkable antibacterial activities were exhibited by extracts of Ephedra alata var. alenda and Helianthemum confertum against B. subtilis, M. catarrhalis and methicillin-resistant and non-resistant S. aureus. Minimum inhibitory concentrations of these two species were also determined. Antiproliferative effects of the extracts were evaluated against 4 human adherent cell lines (HeLa, A431, A2780 and MCF7). Notable cell growth inhibition was found for extract of Helianthemum confertum and Euphorbia guyoniana. Our results provided data for selection of some plant species for further detailed pharmacological and phytochemical examinations.

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Bioactive jatrophane diterpenes from Euphorbia guyoniana

Cited by 30 publications

References 22 publications

Jatrophane and rearranged jatrophane-type diterpenes: biogenesis, structure, isolation, biological activity and SARs (1984–2019)

Jatrophane and rearranged jatrophane-type diterpenes: biogenesis, structure, isolation, biological activity and SARs (1984–2019)

Heliosterpenoids A and B, two Novel Jatrophane-Derived Diterpenoids with a 5/6/4/6 Ring System from Euphorbia helioscopia

Study ofin vitroantimicrobial and antiproliferative activities of selected Saharan plants

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