Euphorcinol: A New Pentacyclic Triterpene from<i>Euphorbia tirucalli</i>

Khan, Adnan; Kazmi, Syed Najam-ul-Hussain; Ahmed, Zaheer; Malik, Abdul

doi:10.1055/s-2006-962008

Cited by 15 publications

(5 citation statements)

References 2 publications

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“…Euphorcinol ( 3P ), isolated from the bark of Euphorbia tirucalli , was described as a new triterpene of the friedelane group. Its structure was deduced by chemical and spectroscopic studies, including 2D NMR.…”

Section: Resultsmentioning

confidence: 99%

Computational Structural Revision of Elaeophorbate and Other Triterpenoids with the Help of NAPROC-13. A New Strategy for Structural Revision of Natural Products

et al. 2023

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A considerable number of natural products have been published in recent years with misassigned structure, even though they had been correctly elucidated in the past. The availability of databases containing revised structures can prevent the amplification of errors in structural elucidation. NAPROC-13, a dereplication tool based on the 13C chemical shift, has been used to search for substances that, possessing the same chemical shifts, have been described with different structures. The correct structure of these different structural proposals is verified by computational chemistry. This paper reports the structural revision of nine triterpenoids following this methodology.

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Section: Resultsmentioning

confidence: 99%

Computational Structural Revision of Elaeophorbate and Other Triterpenoids with the Help of NAPROC-13. A New Strategy for Structural Revision of Natural Products

et al. 2023

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“…~~~ 'The latter is identical with bayogenin. The structures of the 28-noroleanene (256) and the derivative (257) from MelandriumJirmum have been confirmed by X-ray analysis.2o6 Other noroleananes include 3a,24-dihydroxy-30noroleana-12,20(29)-dien-28-0ic acid (258) from Akeba quinata callus 3P-hydroxy-30-noroleana-12,18-dien-29-oic acid (259) from Brussingaultia gracilis,208 and des-A-oleana- HO @} as (262) HO g] as ( 262) The roots of Rubia cordifolia are the source of rubiprasins A (277), B (278), and C (279).220 A crystal structure analysis provided confirmation of the structure of rubiprasin A (277). Wistariasapogenols A (280) and B (281) have been isolated from Wistaria brachybotrys.…”

Section: The Oleanane Groupmentioning

confidence: 88%

Triterpenoids

Connolly¹,

Hill²,

Ngadjui³

1994

Nat. Prod. Rep.

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“…Euphorbia plants are rich in latex, and latex toxicity is well established and reported. For example, the latex of E. tirucalli is composed of a range of toxic substances, including phenolics, ellagic acid and tannins [49], triterpenes [50,51], and diterpene esters [52]. These are the most relevant compounds to entomotoxicity and numerous biological activities [53,54].…”

Section: Plos Onementioning

confidence: 99%

Extracts of Euphorbia nivulia Buch.-Ham. showed both phytotoxic and insecticidal capacities against Lemna minor L. and Oxycarenus hyalinipennis Costa

et al. 2021

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Many phytochemicals can affect the growth and development of plants and insects which can be used as biological control agents. In this study, different concentrations of crude, hexane, chloroform, butanol, and aqueous extracts of Euphorbia nivulia Buch.-Ham., an endemic plant of the Cholistan desert in South Punjab of Pakistan, were analysed for their chemical constituents. Their various concentrations were also tested for their phytotoxic and insecticidal potential against duckweed, Lemna minor L., and the dusky cotton bug, Oxycarenus hyalinipennis Costa. various polyphenols, i.e., quercetin, gallic acid, caffeic acid, syringic acid, coumaric acid, ferulic acid, and cinnamic acid were detected in different concentrations with different solvents during the phytochemical screening of E. nivulia. In the phytotoxicity test, except for 100 μg/mL of the butanol extract gave 4.5% growth regulation, no phytotoxic lethality could be found at 10 and 100 μg/mL of all the extracts. The highest concentration, 1000 μg/mL, of the chloroform, crude, and butanol extracts showed 100, 63.1, and 27.1% of growth inhibition in duckweed, respectively. In the insecticidal bioassay, the highest O. hyalinipennis mortalities (87 and 75%) were recorded at 15% concentration of the chloroform and butanol extracts of E. nivulia. In contrast, the lower concentrations of the E. nivulia extracts caused the lower mortalities. Altogether, these findings revealed that E. nivulia chloroform extracts showed significant phytotoxicity while all the extracts showed insecticidal potential. This potential can be, further, refined to be developed for bio-control agents.

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Euphorcinol: A New Pentacyclic Triterpene fromEuphorbia tirucalli

Abstract: Euphorcinol, a new triterpene of the friedelane group, has been isolated from the fresh and un-dried stem bark of EUPHORBIA TIRUCALLI. The structure 1 is assigned to it on the basis of chemical and spectroscopic studies including 2D-NMR.

Cited by 15 publications

References 2 publications

Computational Structural Revision of Elaeophorbate and Other Triterpenoids with the Help of NAPROC-13. A New Strategy for Structural Revision of Natural Products

Computational Structural Revision of Elaeophorbate and Other Triterpenoids with the Help of NAPROC-13. A New Strategy for Structural Revision of Natural Products

Triterpenoids

Extracts of Euphorbia nivulia Buch.-Ham. showed both phytotoxic and insecticidal capacities against Lemna minor L. and Oxycarenus hyalinipennis Costa

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