A guaianolide from Centaurea behen

Rustaiyan, Abdolhossein; Niknejad, Akram; Zdero, Christa; Bohlmann, Ferdinand

doi:10.1016/s0031-9422(00)82682-5

Cited by 47 publications

(17 citation statements)

References 4 publications

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“…Previous chemical investigation on Centaurea species have shown the presence of flavonoids (3) sesquiterpene lactones specially guaianolides (4)(5)(6) and germacranolide types sesquiterpene lactones (3). Sesquiterpene lactones have been reported to have multiple biological effects including cytotoxic antibacterial, anti-inflammatory, hypotensive and many others.…”

Section: Introductionmentioning

confidence: 99%

Volatile Constituents ofCentaurea depressaM.B. andCarduus pycnocephalusL. Two Compositae Herbs Growing Wild in Iran

Esmaeili

Rustaiyan

Nadimi

et al. 2005

Journal of Essential Oil Research

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The essential oils from two Compositae species of Iran: Centaurea depressa M.B and Carduus pycnocephalus L. obtained by hydrodistillation were analyzed by GC and GC/MS. Piperitone (35.2%) and elemol (14.1%) were the main components among the 26 constituents characterized in the oil of C. depressa representing 90.5% of the total components detected. Twenty-nine components were identified in the oil of C. pycnocephalus representing 83.4% of the total oil with hexadecanoic acid (23.3%) as main constituent.

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Section: Introductionmentioning

confidence: 99%

Volatile Constituents ofCentaurea depressaM.B. andCarduus pycnocephalusL. Two Compositae Herbs Growing Wild in Iran

Esmaeili

Rustaiyan

Nadimi

et al. 2005

Journal of Essential Oil Research

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“…Compound 3 was previously isolated from Centaurea aegyptiaca [21] and Centaurea hyssopifolia Vahl [16]. Compound 4 was found in Centaurea behen L. [22] and Saussurea calcicola [23]. Compound 5 was isolated from Centaurea hyssopifolia for the first time [24] and later from Centaurea linifolia Vahl [25] and Centaurea solstitialis [26].…”

Section: Resultsmentioning

confidence: 99%

Isolation of Bioactive Compounds From Centaurea Aegyptiaca

Sary

Ayoub

Singab

et al. 2018

Int J Pharm Pharm Sci

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Objective: In a previous study, Centaurea aegyptiaca ethanol and ethyl acetate extracts showed potent cytotoxic effects against laryngeal (HEP2) and hepatic (HEPG2) carcinoma cell lines. Additionally, two novel compounds were isolated and identified. The aim of this study is to continue isolating and identifying another compound (s) that may, also, be responsible for this potent biological activity. Methods:C. aegyptiaca dried aerial parts were extracted with ethanol and ethyl acetate. Both extracts were chromatographed separately to afford seven guaianolides that were identified using different spectroscopic methods. Moreover, compounds 1-7 were evaluated for their cytotoxicity (IC50, µM) against HEP2 and HEPG2 cells in comparison to the normal fibroblasts (BHK) using sulforhodamine B assay. Doxorubicin was used as a positive control.Results: Seven sesquiterpene lactones, centaurepensin, also known as chlorohyssopifolin A (1), 8α-hydroxy-11α, 13-dihydrozaluzanin C (2), chlorohyssopifolin B (3), desacylcynaropicrin (4), chlorohyssopifolin C, acroptilin (5), subluteolide (6), and solstitiolide (7) were isolated from C. aegyptiaca extracts and identified. This is the first report on the occurrence of 2, 4, 5 and 6 in C. aegyptiaca. Compounds 1-4 and 6 exhibited selective cytotoxic effects against HEP2 and HEPG2 cells. However, compounds 1 and 7 showed the highest activities against HEP2 with IC50 values of 10.6±0.02 and 10.9±0.03 µM, respectively. Moreover, compound 3 was the most potent one against HEPG2 cells with IC50 value of 13.8±0.05 µM. Conclusions:Chemical investigation of C. aegyptiaca ethanol and ethyl acetate extracts led to the isolation and identification of seven guaianolides. These compounds exhibited good cytotoxic activities against HEP2 and HEPG2 cell lines.

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“…Two guaianolides were isolated, chlorohyssopifolin C (9) 8 and Repin (10) 9 .A reinvestigation afforded, in addition to these lactones, Janerin (11) 7 , chlorohyssopifolin A (12) 10 and two other lactones, which are the closely Guaianolides from Centaurea behen L. Centaurea behen L. native in Iran had not been investigated chemically. The aerial parts of this plant afforded several sesquiterpene lactones, the guaianolides cynaropicrin (16) 12 , arguerin B (18) 13 , desacylcynaropicrin (19) 14 , grosshemin (21) 15 and minor amounts of the ketone 23, which is closely related to solstitialin A, the absolute configuration of which had been established 16 . Structure 23 could only be isolated as its diacetate 24, which still was mixed with the acetate of 21.…”

Section: A Guaianolide From Jurinea Carduiformis Boissmentioning

confidence: 99%

Sesquiterpene Lactones of Iranian Compositae Family (Astraceae); Their Chemical Constituents and Anti-plasmodial Properties of Tehranolide (A.Review)

Rustaiyan¹,

Faridchehr²,

Bakhtiyar³

2017

Orient. J. Chem

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Sesquiterpene lactones constitute a large and diverse group of biologically active plant chemical that have been identified in the several plant families.The pharmacological properties of interest involving the sesquiterpene lactones are their antibacterial, antifungal and anti-plusmodial activities.Indeed, assessing the biological activities of the sesquiterpene lactones found in plants and their essential oil is of great medicinal importance because they could potentially be utilized as therapeutic agents for the treatment of such infections.

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A guaianolide from Centaurea behen

Cited by 47 publications

References 4 publications

Volatile Constituents ofCentaurea depressaM.B. andCarduus pycnocephalusL. Two Compositae Herbs Growing Wild in Iran

Volatile Constituents ofCentaurea depressaM.B. andCarduus pycnocephalusL. Two Compositae Herbs Growing Wild in Iran

Isolation of Bioactive Compounds From Centaurea Aegyptiaca

Sesquiterpene Lactones of Iranian Compositae Family (Astraceae); Their Chemical Constituents and Anti-plasmodial Properties of Tehranolide (A.Review)

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