Diversolides A–G, guaianolides from the roots of Ferula diversivittata

Iranshahi, Mehrdad; Hosseini, Seyyed Tahmineh; Shahverdi, Ahmad Reza; Molazade, Kamyar; Khan, Saleha Suleman; Ahmad, Viqar Uddin

doi:10.1016/j.phytochem.2008.08.009

Cited by 24 publications

(12 citation statements)

References 20 publications

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“…1 3,6, 135.7 61 . 94 -1.96 (m) 3 6.1 4,5,7,8, 3 6.1 4,5,7,8, 2 7.3 6, 81 .66 -1.69 (m) 2 7.4 5, 6, 8 84 .82 (dd, J ¼ 10.3, 2.4) 3 7.5 8, 9, 11,121 .42 -1.53 (m)3 7.5 8, 9, 11 6.37 (overlapped) 107. 7 1',2 ' ,4' ,5 ' 6.42 (overlapped) 107.…”

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confidence: 99%

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Sesquiterpenoids with Anti‐MDR Staphylococcus aureus Activities from Ferula ferulioides

Liu

Wang

et al. 2015

Chemistry & Biodiversity

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Seven new sesquiterpenoids together with 21 known sesquiterpenoid derivatives were isolated from the medicinal plant Ferula ferulioides (Steud.) Korovin. Their structures were elucidated by comprehensive spectroscopic analyses and chemical transformations. The isolated compounds were evaluated for their antibacterial activities against a panel of bacteria including multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA), displaying minimum inhibitory concentration (MIC) values in the range of 0.5-128 mg/l.

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confidence: 99%

“…Subsequent-CHEMISTRY &B IODIVERSITY -V ol. 12 (2015)6 03 2 6,7,9,1'' 4.92 (d,J ¼ 10.1) 77. 3 6,7,9,1'' 98 4.3 84.1 10 1.82 -1.84 (m)2 6.5 9, 9-Me 1.82 -1.84 (m)2 6.…”

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Sesquiterpenoids with Anti‐MDR Staphylococcus aureus Activities from Ferula ferulioides

Liu

Wang

et al. 2015

Chemistry & Biodiversity

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“…In summary, we report here for the first time, the isolation and the structure elucidation of a new caryophyllene derivative, named pulicaryenne A (1) and a new epimer (2) of a previously isolated caryophyllene, along with three known analogs (3)(4)(5) from the aerial parts of P. vulgaris. The anticholinesterase, antityrosinase and cytotoxic activities of these compounds were evaluated, and the results showed that caryophyllenes 2 and 5 exhibited the highest cholinesterase and tyrosinase inhibitory effects, and they were found to be the most cytotoxic against HeLa and A549 cell lines as well.…”

Section: Discussionmentioning

confidence: 92%

“…[2] Pulicaria species are also employed in traditional medicine in several countries and are beneficial in the treatment of a variety of illnesses such as flu, intestinal disorders [1] and inflammation. [4][5][6][7] Plants of Pulicaria have been found to be rich in sesquiterpenes, [8 -12] caryophyllene derivatives, [13 -15] diterpenes [16] and flavonoids, [17,18] which possessed a wide range of pharmaceutical uses such as cytotoxic, [19,20] antibacterial, [20,21] anti-inflammatory, [22] antihistaminic, [23] antifungal, [24] insecticide, [25] anticancer, [26,27] inhibitory effects on nitric oxide production in RAW264.7 macrophage cells [28] and leishmanicidal [29] activities. They have displayed good antifungal, antimycobacterial, anticancer and antityrosinase activities.…”

Section: Introductionmentioning

confidence: 99%

Caryophyllene Sesquiterpenes from Pulicaria vulgarisGaertn.: Isolation, Structure Determination, Bioactivity and Structure−Activity Relationship

Zardi‐Bergaoui

Znati

Harzallah‐Skhiri

et al. 2019

Chemistry & Biodiversity

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A new caryophyllene, named pulicaryenne A (1), along with four other known caryophyllene derivatives (2, 3, 4 and 5) were isolated from the ethyl acetate extract of aerial parts of Pulicaria vulgaris GAERTN. (Asteraceae). All compounds were isolated for the first time from this species. Compound 2 was identified as a new epimer of a known caryophyllene derivative isolated previously from P. dysenterica. Their structures were established by spectroscopic means including NMR analysis (1D-and 2D-NMR) and ESI-TOF-MS. All compounds were evaluated for their anticholinesterase, antityrosinase and cytotoxic activities against two human cell lines (A549 and HeLa). Results showed that compound 5 exhibited the highest cytotoxic effect against A549 and anticholinesterase activity with IC 50 values of 8.50 � 0.75 and 6.45 � 0.09 μg/mL, respectively. Furthermore, compound 5 showed also an interesting antityrosinase activity with percent inhibition value of 79.0 � 2.5 % at 50 μg/mL. The bioactivity and drug likeness scores of the isolated compounds 1-5 were calculated using Molinspiration software and discussed. These results may suggest that the five caryophyllene derivatives endowed with good biological properties, which could be used as bioactive alternatives in pharmaceutical preparations.

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“…Ferula species from the family Apiaceae are rich sources of biologically active natural products including sulphur-containing compounds (Mozaffarian, 1996;Iranshahi et al, 2003a;Iranshahi et al, 2006;Iranshahi, 2012), sesquiterpene coumarins (SCs) (Iranshahi et al, 2004;Iranshahi et al, 2010a;Iranshahi et al, 2010b;Esmail Nazari and Iranshahi, 2011;Kasaian et al, 2014a), and sesquiterpenes (Iranshahi et al, 2003b;Iranshahi et al, 2008;Kasaian et al, 2014b). Some studies showed that SCs were able to enhance the cytotoxicity of * anticancer compounds (Behnam Rassouli et al, 2009;Neshati et al, 2009;Rassouli et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Modulation of Multidrug Resistance Protein 2 Efflux in the Cisplatin Resistance Human Ovarian Carcinoma Cells A2780/RCIS by Sesquiterpene Coumarins

et al. 2015

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Recent in vitro studies showed that sesquiterpene coumarins (SCs) can be used as chemosensitizers. In this study, 14 SCs were isolated and purified from roots of four Ferula species and their structures were elucidated by spectroscopic methods. The purified SCs were evaluated for multidrug resistance (MDR) reversal properties in A2780/RCIS cells (cisplatin-resistant derivatives of the human ovarian carcinoma cell line A2780P). Among the tested compounds, mogoltacin, mogoltadone, farnesiferol A, farnesiferol B, farnesiferol C, lehmferin, conferdione, and samarcandin showed significant MDR reversing effects. The combination of nontoxic concentrations of SCs (20 μM) with cisplatin enhanced cisplatin cytotoxicity on A2780/RCIS cells significantly. Flow cytometric efflux assay confirmed that the intracellular accumulation of 5-carboxyfluorescein diacetate (5-CFDA) was significantly increased in A2780/RCIS cells when treated with SCs. Our findings revealed that conferdione and samarcandin possessed the highest inhibitory effects on multidrug resistance-associated protein 2 pump efflux, and therefore, these compounds could be considered as lead scaffolds for further structure modifications.

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Diversolides A–G, guaianolides from the roots of Ferula diversivittata

Cited by 24 publications

References 20 publications

Sesquiterpenoids with Anti‐MDR Staphylococcus aureus Activities from Ferula ferulioides

Sesquiterpenoids with Anti‐MDR Staphylococcus aureus Activities from Ferula ferulioides

Caryophyllene Sesquiterpenes from Pulicaria vulgarisGaertn.: Isolation, Structure Determination, Bioactivity and Structure−Activity Relationship

Modulation of Multidrug Resistance Protein 2 Efflux in the Cisplatin Resistance Human Ovarian Carcinoma Cells A2780/RCIS by Sesquiterpene Coumarins

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