Ecdysteroid antagonists (cucurbitacins) from Physocarpus opulifolius (rosaceae)

Sarker, Satyajit D.; Whiting, Pensri; Šik, Vladimír; Dinan, Laurence

doi:10.1016/s0031-9422(98)00653-0

Cited by 25 publications

(18 citation statements)

References 25 publications

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“…Cucurbitacins. Antagonistic cucurbitacins or cucurbitanes have been identified from Iberis umbellata [3], Helmsleya carnosiflora [4] and Physocarpus opulifolius [19]. Since EC 50 values are not reported for the cucurbitacins discussed in Dinan et al [3], these are included in table 1 together with the data for the compounds reported for the first time here.…”

Section: Resultsmentioning

confidence: 99%

Assessment of natural products in the Drosophila melanogaster BII cell bioassay for ecdysteroid agonist and antagonist activities

Dinan¹,

Bourne²,

Meng³

et al. 2001

CMLS, Cell. Mol. Life Sci.

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Ecdysteroid agonist and antagonist activities can be detected and quantified with the Drosophila melanogaster B(II) cell bioassay. This bioassay is convenient, sensitive and robust. We report the assessment with this bioassay of the activities of a wide range of compounds representing a number of classes of natural products. Many compounds were inactive over a wide concentration range (10(-8) to 10(-4) or 10(-3) M) or cytotoxic at high concentrations. However, antagonisitic activity was associated with several classes of compounds: cucurbitacins and withanolides (extending previous findings) and phenylalkanoids and certain alkaloids (described for the first time). A withanolide (withaperuvin D) is identified which possesses agonistic activity. Brassinosteroids, which have been ascribed (ant)agonistic properties in the past, were not found to be active in the B(II) bioassay, either as agonists or antagonists. Possible reasons for the prevalence of antagonists and for the low potency of the majority of them are discussed.

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Section: Resultsmentioning

confidence: 99%

Assessment of natural products in the Drosophila melanogaster BII cell bioassay for ecdysteroid agonist and antagonist activities

Dinan¹,

Bourne²,

Meng³

et al. 2001

CMLS, Cell. Mol. Life Sci.

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“…35) Fraction 6 was chromatographed on silica gel column with CHCl 3 -MeOH (5 : 1) eluent to yield vitexin (50 mg) 36) and fraction 9 give nicotinic acid (5 mg), 37) uracil (3 mg), 9) 1,2,4-trihydroxybenzene (2 mg), 38) and cucurbitacin F (0.6 mg). 39) Begonanline (1) Nantoamide (2) ϩ (Calcd for C 4 H 9 O 4 : 121.0501). X-Ray Crystal Data for Cucurbitacin E (6) Data were acquired on a Simens Smart CCD 1000 diffractometer.…”

Section: )mentioning

confidence: 99%

Cytotoxic and Anti-HIV Principles from the Rhizomes of Begonia nantoensis

Lin

et al. 2004

Chem. Pharm. Bull.

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“…1) from the aerial parts of E. hainanensis. The structures of the ten compounds were unambiguously determined on the basis of spectroscopic methods and chemical analysis as 16α,23α-epoxy-3β,20β-dihydroxy-10αH,23βH-cucurbit-5,24-dien-11-one (1), 16α,23α-epoxy-3β,20β-dihydroxy-10αH,23βH-cucurbit-5,24-dien-11-one 2-O-β-D-glucopyranoside (2), 16α,23α-epoxy-20β,25-dihydroxy-10αH,23βH-cucurbit-5-ene-11-one 3-O-β-D-glucopyranoside (3), 19-norlanosta-5,24-dien-11-one (4) [10], cucurbitacin D (5) [11], cucurbitacin F (6) [12], cucurbitacin O (7) [13], cucurbitacin G (8) [14], [15], 3-epiisocucurbitacin G (9) [15], and cucurbitacin I (10) [16]. The IR spectra of 1 -3 indicated the presence of hydroxy, carbonyl and olefinic functions.…”

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confidence: 99%

Cytotoxic Cucurbitane-Type Triterpenoids fromElaeocarpus hainanensis

Meng¹,

Qiang²,

Lou³

et al. 2008

Planta Med

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Bioassay-guided fractionation of the crude extract of Elaeocarpus hainanensis (Elaeocarpaceae), using the proliferation of non-small cell lung cancer A549/ATCC and human hepatocellular carcinoma BEL-7402 cells as a monitor, led to the isolation of ten cucurbitane-type triterpenoids, including three new compounds (1-3) and seven known compounds (4-10). Their structures were determined on the basis of spectroscopic analyses, chemical methods, and comparison with spectroscopic data in literature. The two known compounds, cucurbitacins D (5) and I (10) were found to exhibit the strongest cytotoxicity against A549/ATCC and BEL-7402 cells in vitro with IC50 values of less than 1 microM.

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Ecdysteroid antagonists (cucurbitacins) from Physocarpus opulifolius (rosaceae)

Cited by 25 publications

References 25 publications

Assessment of natural products in the Drosophila melanogaster BII cell bioassay for ecdysteroid agonist and antagonist activities

Assessment of natural products in the Drosophila melanogaster BII cell bioassay for ecdysteroid agonist and antagonist activities

Cytotoxic and Anti-HIV Principles from the Rhizomes of Begonia nantoensis

Cytotoxic Cucurbitane-Type Triterpenoids fromElaeocarpus hainanensis

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