Carotane derivatives from Ferula jaeschkeana

Garg, S. N.; Misra, Laxminarain; Agarwal, S. K.; Mahajan, V.P.; Rastogi, S. N.

doi:10.1016/s0031-9422(00)81430-2

Cited by 21 publications

(11 citation statements)

References 3 publications

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“…Each extract was concentrated in vacuo below 50 °C The hexane, benzene, and methanol fractions were individually chromatographed over Si02 columns to yield as many as 20 new as well as known compounds, the latter being, however, unknown for this species. The methanol fraction contained mostly polar constituents (3)(4)(5)(6)(7). Of these, only 7 compounds belonging to the sesquiterpene carotane series (Table!, Fig.…”

Section: Methodsmentioning

confidence: 99%

“…Recently, a new coumarin named 'ferujol' showing potent antiimplantation activity in rats has been isolated from certain organic fractions of Ferula jaeschkeana (2). This paper reports on the contraceptive, estrogenic, and antiestrogenic properties in rats of some carotane sesquiterpanes (3)(4)(5)(6)(7) isolated from the rhizomes of this plant. In addition, relative binding affinities of the active compounds to rat uterine eytosol estrogen receptors have been determined.…”

Section: Introductionmentioning

confidence: 99%

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Antifertility and Hormonal Properties of Certain Carotane Sesquiterpenes ofFerula jaeschkeana*

et al. 1988

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Of the 7 carotane sesquiterpenes of Ferula jaeschkeana Vatke evaluated, three jaeschkeanadiol esters (compounds 3, 5, and 6) showed contraceptive efficacy when administered orally on days 1-7 post coitum in rats. In ovarieetomized immature female rats, however, the active compounds exhibited estrogenie activity and were devoid of antiestrogenie activity. Using a competitive protein binding assay, the compounds 3, 5, and 6 showed relative binding affinity of 0.01%, 5.75%, and 0.75% of 173-estradiol, respectively, for rat uterine cytosol estrogen receptors.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antifertility and Hormonal Properties of Certain Carotane Sesquiterpenes ofFerula jaeschkeana*

et al. 1988

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“…The spots were visualized using both ultraviolet light (254 and 366 nm) and 5% H 2 SO 4 spray reagent and 1% vanillin followed by heating. 1 H (600 MHz) and 13 C (150 MHz) NMR spectra were recorded on a JEOL JNM-ECA 600 spectrometer with tetramethylsilane as an internal standard. The melting point (m. p.) was determined using a Kofler microhot stage apparatus.…”

Section: Fl10mentioning

confidence: 99%

“…1) was established using spectroscopic analysis, especially NMR spectra in conjunction with COSY, HMQC, and HMBC. The compound was identified as jaeschkeanadiol p-hydroxybenzoate (ferutinin) [FH-25; m. p. 121-122°C; m/z 358, RF: 0.5 with the solvent system Hexane-EtOAc 1 : 1)] [12,13].…”

mentioning

confidence: 99%

Antibacterial Activity and Cytotoxicity of Selected Egyptian Medicinal Plants

Kuete

Wiench²,

Hegazy

et al. 2011

Planta Med

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Medicinal plants have been used as a source of remedies since ancient times in Egypt. The present study was designed to investigate the antibacterial activity and the cytotoxicity of the organic extracts from 16 selected medicinal plants of Egypt. The study was also extended to the isolation of the antiproliferative compound jaeschkeanadiol p-hydroxybenzoate (FH-25) from Ferula hermonis. The microbroth dilution was used to determine the minimal inhibitory concentration (MIC) of the samples against twelve bacterial strains belonging to four species, Providencia stuartii, Pseudomonas aeruginosa, Klebsiella pneumoniae, and Escherichia coli, while a resazurin assay was used to assess the cytotoxicity of the extracts on the human pancreatic cancer cell line MiaPaCa-2, breast cancer cell line MCF-7, CCRF-CEM leukemia cells, and their multidrug resistant subline, CEM/ADR5000. The results of the MIC determination indicated that all the studied crude extracts were able to inhibit the growth of at least one of the tested bacterial species, the best activity being recorded with the crude extracts from F. hermonis and Vitis vinifera, whichwere active against 91.7% and 83.3% of the studied bacteria, respectively. The lowest MIC value of 128 μg/mL was recorded against P. stuartii ATCC 29916 and E. coli ATCC 10536 with the extract from V. vinifera and Commiphora molmol, respectively. In the cytotoxicity study, IC50 values below 20 μg/mL were recorded for the crude extract of F. hermonis on all four studied cancer cell lines. FH-25 also showed good cytotoxicity against MCF-7 cells (IC50: 2.47 μg/mL). Finally, the results of the present investigation provided supportive data for the possible use of the plant extracts investigated herein, mostly F. hermonis and V. vinifera in the treatment of bacterial infections and jaeschkeanadiol p-hydroxybenzoate in the control of cancer diseases.

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“…The same algae contains majusculone (59), a new norchamigrane sesq ~i t e r p e n e , ~~ and pacifenol. The structure of the latter has been confirmed by X-ray…”

Section: Chamigranementioning

confidence: 99%