Structure elucidation and phytotoxicity of C13 nor-isoprenoids from Cestrum parqui

D’Abrosca, Brigida; DellaGreca, Marina; Fiorentino, Antonio; Monaco, Pietro; Oriano, Palma; Temussi, Fabio

doi:10.1016/j.phytochem.2003.11.018

Cited by 124 publications

(53 citation statements)

References 15 publications

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“…Megastigmatrienone-2 and megastigmatrienone-4 were detected now for the first time in Inula species. Megastigmatrienones are dinor-isoprenoids derived from carotenoids and have been found mainly in members of the Solanaceae (D'Abrosca et al, 2004;Osorio, 2003) but also have been identified in Lamiaceae (Stachys palustris) (Senatore et al, 2007) and Asteraceae (Bidens pilosa) (Deba et al, 2008) essential oils.…”

Section: Resultsmentioning

confidence: 99%

Chemical composition of volatile extract from Inula aschersoniana Janka var. aschersoniana growing in Bulgaria

2017

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The chemical composition of the volatile oil of Inula aschersoniana was studied by GC and GC-MS. Forty-five constituents representing 92.9% of the total oil were detected. The oil contained fatty acids (55.2%) and alkanes (14.1%), followed by oxygenated monoterpenes (9.6%), sesquiterpenoids (7.1%) and aromatic compounds (4.5%). It is characterized by relatively low content of terpenoids in total 16.7% only of which linalool (2.1%) and τ-cadinol (2.2%) were the dominant components in this class of compounds. Cluster analysis (CA) was used for determination of the relationship between the species in Inula verbascifolia aggregate.

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Section: Resultsmentioning

confidence: 99%

Chemical composition of volatile extract from Inula aschersoniana Janka var. aschersoniana growing in Bulgaria

2017

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“…The known compounds were identified as 3β-hydroxy-5α,6α-epoxy-7-megastigmen-9-one (3), 4 4,5-dihydroblumenol A (4), 5 (3S,4R)-3,4-dihydroxy-β-ionone (5), 6 (3S,5R,6S,7E,9R)-3,6-dihydroxy-5,6-dihydro--ionol (6), 7 blumenol A (7), 5 grasshopper ketone (8), 8 (3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one (9), 9 (+)-3-hydroxy-β-ionone (10), 10 (6R,7E)-4,7-megastigmadien-3,9-dione (11), 10 (S)-(+)-dehydrovomifoliol (12), 11 (3S,5R,6S,7E)-3,5,6-trihydroxy-7-megastigmen-9-one (13), 12 corchoionol C (14), 13 and (+)-boscialin (15), 14 respectively, by comparison with literature data. All these compounds were isolated from this genus for the first time.…”

Section: Resultsmentioning

confidence: 99%

Norsesquiterpenoids from the leaves of Croton tiglium

Shi

Yan

et al. 2011

Nat. Prod. Bioprospect.

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These authors contributed equally to this work. (2), together with 13 known norsesquiterpenes, were isolated from the leaves of Croton tiglium L. The structures of the new compounds were established by means of spectroscopic methods. The absolute configuration of badounoid B was determined by single-crystal X-ray diffraction analysis. All the known compounds were isolated from Croton plants for the first time which added a new chemical facet for this genus. The selected compounds were evaluated for their cytostatic activity against several cancer cell lines. None of them was found to be active.

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“…The reasons for using them that they contain variety of chemical compounds usually secondary metabolites with therapeutic values [5]. Cestrum parqui is belonging to the family Solanaceae, usually known as "green or Chilean cestrum" in Tunisia, are rich in various secondary metabolites such as saponins, polyhydroxylated terpenes (C13 norisoprenoids, sesquiterpenes, spirostanes and pseudosapogenins) and ent-kaurene glycosides (parquin and carboxyparquin) [6][7][8]. Several scientific reports demonstrate that C. parqui exhibits a wide spectrum of pharmacological activity when administered systemically or in isolated organ preparations.…”

Section: Introductionmentioning

confidence: 99%

“…Several scientific reports demonstrate that C. parqui exhibits a wide spectrum of pharmacological activity when administered systemically or in isolated organ preparations. For example, it is used to treat headache, rheumatic pain, scabies, dermatosis, diarrhaea and metrorraghia [7]. The plant is also used in Chilean folk Abstract Background: In our time, there is an urgent need to discover natural anticancer products without toxic side's effects.…”

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confidence: 99%

Apoptosis Induction by Cestrum parqui L’Hér. leaves on HL-60 Cell Line: Identification of Active Phytomolecules

Chenni¹,

Torres²,

Estévez³

et al. 2015

IJCR

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IntroductionCancer, one of the leading causes of human death, has attracted more attention due to the complexity of etiology, diagnosis and treatment [1]. In recent years, chemotherapeutic management against various types of cancer including leukemia has been increased rapidly though some times cancer cells resistance against chemotherapy [2,3]. In this respect, search for effective anticancer agent that inhibit the proliferation of the cells as well as inhibit the resistance nature of the cancer cells and induce differentiation of the monocytes is an ongoing challenge. Therefore to find out anticancer agent with multi-target efficacies, attention has been focused on plant products as the plant products have been used as remedies for several human diseases including cancer from ancient times with lower side effects [4]. The reasons for using them that they contain variety of chemical compounds usually secondary metabolites with therapeutic values [5]. Cestrum parqui is belonging to the family Solanaceae, usually known as "green or Chilean cestrum" in Tunisia, are rich in various secondary metabolites such as saponins, polyhydroxylated terpenes (C13 norisoprenoids, sesquiterpenes, spirostanes and pseudosapogenins) and ent-kaurene glycosides (parquin and carboxyparquin) [6][7][8]. Several scientific reports demonstrate that C. parqui exhibits a wide spectrum of pharmacological activity when administered systemically or in isolated organ preparations. For example, it is used to treat headache, rheumatic pain, scabies, dermatosis, diarrhaea and metrorraghia [7]. The plant is also used in Chilean folk Abstract Background: In our time, there is an urgent need to discover natural anticancer products without toxic side's effects. Objective: The present study was conducted to investigate the anticancer activity of the methanolic extract of Cestrum parqui leaves as well as identification of the active compounds in this concern. Materials and Methods: Eight column chromatographic fractions were tested against human leukaemia cell line (HL-60) and the cell viability was measured by dimethylthiazol tetrazolium assay. Studies of apoptosis, cell cycle and DNA fragmentation were carried out following the standard protocol. Effective fractions were analysed by high performance liquid chromatography-ultra violet, HPLC-evaporative light scattering detector and preparative-HPLC. Finally the active compounds were identified by gas chromatography coupled to mass spectrometry. Results: Out of eight, fraction II showed remarkable inhibition on the growth of HL-60 cell line and fraction I showed moderate activity on such inhibition. Mechanisms of the inhibition were identified as cell cycle arrestation and apoptosis induction by the said fractions. Chromatographic and mass spectrometric analysis of the fraction II indicated the presence of oleanolic and ursolic acids as biologically active compounds. Conclusion: This study is the first investigation that shows Cestrum parqui has anticancer activity and the responsible compounds are olea...

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Structure elucidation and phytotoxicity of C13 nor-isoprenoids from Cestrum parqui

Cited by 124 publications

References 15 publications

Chemical composition of volatile extract from Inula aschersoniana Janka var. aschersoniana growing in Bulgaria

Chemical composition of volatile extract from Inula aschersoniana Janka var. aschersoniana growing in Bulgaria

Norsesquiterpenoids from the leaves of Croton tiglium

Apoptosis Induction by Cestrum parqui L’Hér. leaves on HL-60 Cell Line: Identification of Active Phytomolecules

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