ChemInform Abstract: NMR Studies of 20β‐Hydroxyecdysone, a Steroid; Isolated from Tinospora cordifolia.

Pathak, Anupam; Agarwal, Princy; Jain, D. C.; Sharma, Raju; Howarth, Oliver W.

doi:10.1002/chin.199539215

Cited by 13 publications

(10 citation statements)

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“…Compounds 1 and 2 were identified as 20-hydroxyecdysone (20E) and polypodine B (polB), respectively ( Figure 1 , Table 1 ), based on their NMR spectral data ( 1 H NMR, 13 C NMR, 1 H- 1 H COSY, 1 H- 13 C HSQC and 1 H- 13 C HMBC, and NOESY) ( Figures S1–S12 , Supplementary Material) in comparison with those reported in the literature [ 19 , 20 , 21 , 22 , 23 ].…”

Section: Resultsmentioning

confidence: 81%

Two Ecdysteroids Isolated from Micropropagated Lychnis flos-cuculi and the Biological Activity of Plant Material

et al. 2021

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Genetically uniform plant material, derived from Lychnis flos-cuculi propagated in vitro, was used for the isolation of 20-hydroxyecdysone and polypodine B and subjected to an evaluation of the antifungal and antiamoebic activity. The activity of 80% aqueous methanolic extracts, their fractions, and isolated ecdysteroids were studied against pathogenic Acanthamoeba castellani. Additionally, a Microtox® acute toxicity assay was performed. It was found that an 80% methanolic fraction of root extract exerts the most potent amoebicidal activity at IC50 of 0.06 mg/mL at the 3rd day of treatment. Both ecdysteroids show comparable activity at IC50 of 0.07 mg/mL. The acute toxicity of 80% fractions at similar concentrations is significantly higher than that of 40% fractions. Crude extracts exhibited moderate antifungal activity, with a minimum inhibitory concentration (MIC) within the range of 1.25–2.5 mg/mL. To the best of our knowledge, the present report is the first to show the biological activity of L. flos-cuculi in terms of the antifungal and antiamoebic activities and acute toxicity. It is also the first isolation of the main ecdysteroids from L. flos-cuculi micropropagated, ecdysteroid-rich plant material.

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Section: Resultsmentioning

confidence: 81%

Two Ecdysteroids Isolated from Micropropagated Lychnis flos-cuculi and the Biological Activity of Plant Material

et al. 2021

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“…The 7,9(11) conjugated diene system was supported by its mass fragments [19,20] (Figure 2). Further, one proton broad singlet at d 4.10 (exchangeable with D 2 O) and no other signals between d 2 and 4 region revealed the presence of an ZOH group attached to a tertiary carbon atom and its probable position is with C-20 [13,21,22], which is further supported by the mass spectrum. The presence of the carbonyl group in ring A was determined at C-3 on biogenetic grounds also.…”

Section: Resultsmentioning

confidence: 96%

Chemical constituents fromClerodendron serratum

Ravikumar¹,

Lakshmanan²,

Ravi³

2008

Journal of Asian Natural Products Research

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“…The markers, cordifolioside A, 20-β-hydroxyecdysone, and columbin, were isolated in-house from dried and powdered stems of T. cordifolia by reported methodologies. All the isolated compounds were identified and characterized using ultraviolet (UV), Fourier-transform infrared spectroscopy (FTIR), HPLC‒photodiode array (PDA), MS, and nuclear magnetic resonance (NMR) [ 23 , 46 , 47 ]. The minimum purity of the compounds was confirmed by analysis of HPLC in 1 mg/mL concentration in isocratic elution, and it was found to be greater than 90%.…”

Section: Methodsmentioning

confidence: 99%

A validated HPTLC method for quantification of cordifolioside A, 20-β-hydroxyecdysone and columbin with HPTLC–ESI–MS/MS characterization in stems of Tinospora cordifolia

Patel

Girme

Patel

et al. 2021

JPC-J Planar Chromat

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The objective of the present work was to develop a simple, specific, and fast high-performance thin-layer chromatographic (HPTLC) method to identify and quantify cordifolioside A, 20-β-hydroxyecdysone and columbin with HPTLC‒electrospray ionization‒tandem mass spectrometry (ESI‒MS/MS) for characterization in Tinospora cordifolia stem extracts. Chromatographic development was performed using a HPTLC aluminum plate, pre-coated with silica gel 60 F 254 with hexane‒chloroform‒methanol‒formic acid as the mobile phase. Densitometric quantification for 20-β-hydroxyecdysone and cordifolioside A was performed at 254 nm and for columbin at 600 nm after derivatization with anisaldehyde‒sulfuric acid. The optimized mobile phase resulted in chromatographic separation of peaks for cordifolioside A, 20-β-hydroxyecdysone, and columbin at R F of 0.12, 0.47, and 0.86, respectively. The linear concentration range was found to be 750‒2250 ng/band for 20-β-hydroxyecdysone and cordifolioside A and 675‒1875 ng/band for columbin with ( r 2 > 0.99). The methodology showed good recoveries as 98.96‒101.43% for cordifolioside A, 98.15‒101.56% for 20-β-hydroxyecdysone, and 98.06‒98.80% for columbin. The limit of detection was found for columbin, 20-β-hydroxyecdysone, and cordifolioside A as 53.86 ng/band, 40.90 ng/band, and 107.05 ng/band, while the limit of quantification was found to be 163.21 ng/band, 123.94 ng/band, and 324.38 ng/band, respectively. The relative standard deviation for precision and robustness study for all the markers was found to be within 2%. Three markers were identified and confirmed in T. cordifolia stem extracts by ESI‒MS/MS. Compounds were assigned as norditerpene furan glycosides, ecdysteroids, and diterpenoid furanolactone: cordifolioside A ( m/z = 527 [M + Na] + ; UV λ max 221 nm), 20-β-hydroxyecdysone ( m/z = 481.30 [M + H] + ; UV λ max 247 nm), and columbin ( m/z = 359 [M + H] + ; UV λ max 210 nm). The optimized method was found accurate, reproducible, robust, and specific and can be applied for the quantification of cordifolioside A, 20-β-hydroxyecdysone, and columbin for quality control of extracts of T. cordifolia . Supplementary Information The online version contains supplementary material available at 10.1007/s00764-021-00115-7.

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ChemInform Abstract: NMR Studies of 20β‐Hydroxyecdysone, a Steroid; Isolated from Tinospora cordifolia.

Cited by 13 publications

References 0 publications

Two Ecdysteroids Isolated from Micropropagated Lychnis flos-cuculi and the Biological Activity of Plant Material

Two Ecdysteroids Isolated from Micropropagated Lychnis flos-cuculi and the Biological Activity of Plant Material

Chemical constituents fromClerodendron serratum

A validated HPTLC method for quantification of cordifolioside A, 20-β-hydroxyecdysone and columbin with HPTLC–ESI–MS/MS characterization in stems of Tinospora cordifolia

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