Flavanones from aerial parts of Cordia globosa (Jacq.) Kunth, Boraginaceae

Silva, Sâmia Andricia S. da; Agra, Maria de Fátima; Tavares, Josean Fechine; Cunha, Emídio Vasconcelos Leitão da; Barbosa-Filho, José Maria; Silva, Marcelo Sobral da

doi:10.1590/s0102-695x2010005000006

Cited by 17 publications

(12 citation statements)

References 14 publications

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“…The position of this additional methyl group was also confirmed by LREIMS analysis due the fragments at m/z 166 (C 8 H 6 O 4 ) and 134 (C 9 H 10 O), formed due to retro-Diels-Alder rearrangement. Comparison with spectral data with those described in the literature (Agrawal, 1989;Silva et al, 2009), allowed the identification of 3 as 5-hydroxy-7,4 0 -dimethoxyflavanone (sakuranetin 4 0 -methyl ether).…”

Section: Resultsmentioning

confidence: 80%

In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae)

Grecco

Reimão

Tempone

et al. 2012

Experimental Parasitology

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Leishmaniasis and Chagas' are parasitic protozoan diseases that affect the poorest population in the world, causing a high mortality and morbidity. As a result of highly toxic and long-term treatments, novel, safe and more efficacious drugs are essential. In this work, the CH(2)Cl(2) phase from MeOH extract from the leaves of Baccharis retusa DC. (Asteraceae) was fractioned to afford two flavonoids: naringenin (1) and sakuranetin (2). These compounds were in vitro tested against Leishmania spp. promastigotes and amastigotes and Trypanosoma cruzi trypomastigotes and amastigotes. Compound 2 presented activity against Leishmania (L.) amazonensis, Leishmania (V.) braziliensis, Leishmania (L.) major, and Leishmania (L.) chagasi with IC(50) values in the range between 43 and 52 μg/mL and against T. cruzi trypomastigotes (IC(50)=20.17 μg/mL). Despite of the chemical similarity, compound 1 did not show antiparasitic activity. Additionally, compound 2 was subjected to a methylation procedure to give sakuranetin-4'-methyl ether (3), which resulted in an inactive compound against both Leishmania spp. and T. cruzi. The obtained results indicated that the presence of one hydroxyl group at C-4' associated to one methoxyl group at C-7 is important to the antiparasitic activity. Further drug design studies aiming derivatives could be a promising tool for the development of new therapeutic agents for Leishmaniasis and Chagas' disease.

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Section: Resultsmentioning

confidence: 80%

In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae)

Grecco

Reimão

Tempone

et al. 2012

Experimental Parasitology

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“…Previous investigations led to the isolation of cytotoxic monoterpenes from the roots of C. curassavica and C. globosa [3,4], meroterpenoid naphthoquinones from the roots of C. linnaei [6], anti-inflammatory sesquiterpenes from C. trichotoma and C. verbenacea [5,22], abietane type diterpenes from C. latifolia [23], triterpenes from C. spinescens, C. multispicata and from C. verbenacea [24,25,26], saponins from C. piauhiensis [27,28,29],antifungal and larvicidal phenylpropanoid derivatives from the root bark of C. alliodora [2], essential oils from C. cylindrostachya [30], flavonoids from C. dichotoma , C. obliqua and from the flowers of C. dentate [31,32,33], flavonones from the aerial parts of C. glosbosa , C. oblique , C. francisci , C. martinicensis , C. myxa and C. serratifolia [34], pyrrolizidine alkaloids from C. myxa and glutarimide alkaloids from C. globifera [35,36], lignan from C. rufescens [37], rosmarinic acid from C. americana and different aromatic compounds from C. latifolia and C. dentate [38,39,40]. The present study reported the isolation of compounds 1– 9 from the aerial parts of C. sinensis .…”

Section: Resultsmentioning

confidence: 99%

Antioxidant, Anti-Glycation and Anti-Inflammatory Activities of Phenolic Constituents from Cordia sinensis

et al. 2011

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Nine compounds have been isolated from the ethyl acetate soluble fraction of C. sinensis, namely protocatechuic acid (1), trans-caffeic acid (2), methyl rosmarinate (3), rosmarinic acid (4), kaempferide-3-O-β-D-glucopyranoside (5), kaempferol-3-O-β-D-glucopyranoside (6), quercetin-3-O-β-D-glucopyranoside (7), kaempferide-3-O-α-L-rhamnopyranosyl (1→6)-β-D-glucopyranoside (8) and kaempferol-3-O-α-L-rhamno-pyranosyl (1→6)-β-D-glucopyranoside (9), all reported for the first time from this species. The structures of these compounds were deduced on the basis of spectroscopic studies, including 1D and 2D NMR techniques. Compounds 1–9 were investigated for biological activity and showed significant anti-inflammatory activity in the carrageen induced rat paw edema test. The antioxidant activities of isolated compounds 1–9 were evaluated by the DPPH radical scavenging test, and compounds 1, 2, 4 and 7–9 exhibited marked scavenging activity compared to the standard BHA. These compounds were further studied for their anti-glycation properties and some compounds showed significant anti-glycation inhibitory activity. The purity of compounds 2–5, 8 and 9 was confirmed by HPLC. The implications of these results for the chemotaxonomic studies of the genus Cordia have also been discussed.

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“…0 -Dihydroxy-3,7,4 0 -trimethoxyflavone (113) C. multispicata [79] Leaves Flavanone Eriodictyol (114) C. globosa [130] Aerial parts Distylin-3-xyloside (115) C. obliqua [131] Seed Narigenin-4 0 ,7-dimethyl ether (116) C. globosa [132] Aerial part Hesperetin-7-O-b-L-rhamnopyranoside C. obliqua [79] Root Hesperetin-7-rhamnoside C. obliqua [79,80] Seed 3 0 ,5-Dihydroxy-4 0 -methoxy flavanone-7-O-a-L-rhamnopyranoside C. obliqua [118] Stem bark Flavanonol 5,7-Dimethoxytaxifolin-3-O-a-L-rhamnopyranoside (117) C. obliqua [133] Root Taxifolin 3,5-dirhamnoside C. obliqua [80,118] Seed Isoflavone 7,4 0 -Dihydroxy-5 0 -carboxymethoxy isoflavone (118) C. verbenacea [134] Leaves 7,4 0 -Dihydroxy-5 0 -Me isoflavone (119) C. verbenacea [134] Leaves Retusin (120) C. multispicata [85] Leaves 2.9. Lignans Rufescidride (121) C. rufescens [130] Stem Rufescenolide (122) C. rufescens [130] Stem…”

Section: Abietane Diterpenesmentioning

confidence: 99%

Traditional uses, phytochemistry and pharmacology of the medicinal species of the genus Cordia (Boraginaceae)

Oza

Kulkarni

2017

Journal of Pharmacy and Pharmacology

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Objectives Cordia (family Boraginaceae) is a genus of deciduous flowering trees or shrubs comprising more than 300 species distributed widely in the tropical regions. The aim of this review was to provide exhaustive scientific information on traditional uses, phytochemistry and pharmacological activities of the 36 important species with medicinal value from the genus Cordia, to divulge prospects for further research on its therapeutic potential. Key findings Leaves, fruit, bark and seed of a majority of the species were found to possess abundant ethnomedicinal value, but leaves were found to be used most frequently to treat many ailments such as respiratory disorders, stomach pain, wound, inflammation, myalgia, cough, dysentery and diarrhoea. The phytochemical investigation of 36 species resulted in isolation of 293 chemical constituents from various chemical classes. The crude extracts, fractions, essential oils and pure compounds isolated from various Cordia species were reported to have a varied range of pharmacological activities. Summary Many of the traditional uses of the genus Cordia were supported by the results obtained from pharmacological studies performed using various extracts or pure compounds. More attention should be given to the biological evaluation using pure phytochemicals and to identify the mechanism of actions and exploring this genus for new drug discovery.

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Flavanones from aerial parts of Cordia globosa (Jacq.) Kunth, Boraginaceae

Cited by 17 publications

References 14 publications

In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae)

In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae)

Antioxidant, Anti-Glycation and Anti-Inflammatory Activities of Phenolic Constituents from Cordia sinensis

Traditional uses, phytochemistry and pharmacology of the medicinal species of the genus Cordia (Boraginaceae)

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