Pterocarpans from Bituminaria morisiana and Bituminaria bituminosa.

Pistelli, Luisa; Noccioli, Cecilia; Appendino, Giovanni; Bianchi, Federica; Sterner, Olov; Ballero, Mauro

doi:10.1002/chin.200402233

Cited by 12 publications

(22 citation statements)

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“…Taken together, these data show that the extracts from P. morisiana show remarkable antioxidant activity. This plant is a rich source of pterocarpans, a relatively rare type of flavonoids with agricultural potential as pest control agents [4]. Erybraedin C plays a critical role in the antioxidant activity of P. morisiana and, on account of its powerful activity, high concentration (,1% of the aerial parts) and straightforward isolation, qualifies as a new and interesting antioxidant, warranting further investigations in vivo.…”

Section: Discussionmentioning

confidence: 99%

“…Erybraedin C, plicatin B, and bitucarpin A were quantified in the petroleum ether, EtOAc, and MeOH extracts (1 mg/ mL in MeOH solution) by reversed-phase HPLC as previously described for linoleic acid. Identification was carried out comparing their retention times with those of reference pure compounds [4].…”

Section: Hplc Analyses Of Extractsmentioning

confidence: 99%

“…A large number of plants have been screened as a viable source of these compounds [3]. The polymorphous and cosmopolitan genus Psoralea L. (Papilionatae) is firmly entrenched in phytochemistry as a source of furanocoumarins (psoralen, isopsoralen, bakuchicin and angelicin), flavonoids (corylin, bavachin, bavachinin, isobavachin and daidzein), phenolic cinnamates, and meroterpenoids (bakuchiol) [3][4][5][6][7][8][9]. Various species of Psoralea are used in traditional medicine, especially in India and China, and extracts from the aerial part of Psoralea glandulosa showed anti-inflammatory and antipyretic activities [5].…”

Section: Introductionmentioning

confidence: 99%

“…Literature on this plant is scarce because of its limited distribution and rarity [4,10]. Earlier research on the secondary metabolites of the flower aerial parts of P. morisiana [4] led to the isolation of large amounts of the antimicrobial prenylated pterocarpan erybraedin C, as the major constituent, and the chemopreventive prenylated cinnamate plicatin B, accompanied by lower amounts of bitucarpin A, the 5'-deprenyl dimethylerybraedin C. Erybraedin C showed antibacterial activity against Staphylococcus aureus [11], and plicatin B was active in the modified Ames test against mutations induced in Salmonella typhimurium strain TA100 by the direct-acting mutagen ethyl methansulfonate [12]. Erybraedin C and bitucarpin A showed no clastogenic activity in cultured human lymphocytes, but were endowed with anti-clastogenic effect against mitomycin B [13].…”

Section: Introductionmentioning

confidence: 99%

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Antioxidant properties of extracts and compounds from Psoralea morisiana

Rosa

Deiana

Corona

et al. 2005

Euro J Lipid Sci & Tech

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The antioxidant activity of various extracts (MeOH, petroleum ether, EtOAc) from the aerial parts of Psoralea morisiana, an endemic Sardinian plant, was evaluated during autoxidation and iron-mediated oxidation of linoleic acid at 37 7C and during cholesterol oxidation at 140 7C, in the absence of solvent. The activity of erybraedin C, bitucarpin A and plicatin B, isolated from the extracts, was investigated under the same experimental conditions and compared to that of BHT and a-tocopherol. All the extracts, erybraedin C (major constituent of the extracts) and plicatin B showed powerful antioxidant properties. None of the extracts and pure compounds showed any prooxidant activity. The cytotoxicity of the extracts, erybraedin C, and plicatin B was further evaluated in VERO cells, a line of fibroblasts derived from monkey kidney. Erybraedin C, at non-cytotoxic concentrations, showed a strong inhibition of FeCl 3 -induced oxidation in VERO cells.

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Section: Discussionmentioning

confidence: 99%

Section: Hplc Analyses Of Extractsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Antioxidant properties of extracts and compounds from Psoralea morisiana

Rosa

Deiana

Corona

et al. 2005

Euro J Lipid Sci & Tech

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“…Allo-Aromadendrene (1) u (Azzouzi et al, 2014a(Azzouzi et al, , 2014bBertoli et al, 2004;Innocenti et al, 1998;Khatune et al, 2004;Pazos-Navarro et al, 2011;Pistelli et al, 2003;Tava et al, 2007) […”

Section: Whole Plantunclassified

Genus Psoralea: A review of the traditional and modern uses, phytochemistry and pharmacology

Koul

Taak

Kumar

et al. 2019

Journal of Ethnopharmacology

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A B S T R A C TEthnopharmacological relevance: The genus Psoralea (Fabaceae) harbours 105 accepted species that are extensively used by local peoples and medicinal practitioners of China, India, and other countries for treatment of tooth decay, psoriasis, leucoderma, leprosy, kidney problems, tuberculosis, indigestion, constipation and impotence. Presently, pharmacological research reports are available on only few species namely Bituminaria bituminosa (Syn: P. bituminosa), P. canescens, P. corylifolia, P. esculenta, P. plicata and P. glandulosa which are valued for their chemical constituents and traditional uses. Aim of the review: This review article provides explicit information on traditional uses, phytochemistry, and pharmacological activities of selected Psoralea species. The possible trends and perspectives for future research on these plants are also discussed. Materials and methods: An extensive and systematic review of the extant literature was carried out, and the data under various sections were identified using a computerized bibliographic search via the PubMed, Web of Science and Google Scholar, CAB Abstracts, MEDLINE, EMBASE, INMEDPLAN, NATTS as well as several websites. Key findings: A total of 291 bioactive compounds from 06 species of genus Psoralea have been isolated and characterized. However, P. bituminosa alone possess nearly 150 compounds. These bioactive compounds belong to different chemical classes, including flavonoids, coumarins, furanocoumarins, chalcones, quinines, terpenoids and some others due to which these species exhibit significant anti-oxidant, anti-bacterial, anti-fungal, anti-viral, anti-helmintic, anti-diabetic, diuretic, hepatoprotective, anti-cancer and anti-tumor activities. P. corylifolia L. (Babchi), a Chinese traditional medicinal plant has been used in traditional medicine for many decades for its healing properties against numerous skin diseases such as leprosy, psoriasis and leucoderma. Conclusions: The in vitro studies and in vivo models have provided a simple bio-scientific justification for various ethnopharmacological uses of Psoralea species. From the toxicological perspective, the root, leaf, and seed extracts and their preparations have been proven to be safe when consumed in the recommended doses. But, meticulous studies on the pharmaceutical standardization, mode of action of the active constituents, and sustainable conservation of Psoralea species are needed, to meet the growing demands of the pharmaceutical industries, and to fully exploit their preventive and therapeutic potentials.

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New Cytotoxic Prenylated Isoflavonoids fromBituminaria morisiana

et al. 2005

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Using cytotoxicity against KB cancer cells as a lead, bioguided-fractionation of the petroleum ether and ethyl acetate extracts of Bituminaria morisiana leaves led to the isolation of two new pterocarpans, namely 3,9-dihydroxy-4-(3,3-dimethylallyl) [6a R, 11a R]-pterocarpan, 3-hydroxy-4-(3,3-dimethylallyl)-4'',5''-dehydropyrano[8,9:2'',3''][6a R,11a R]-pterocarpan and one new isoflavone identified as 4',5''-dihydroxy-6''-methoxy-4'',4''-dimethyl-4'',5''-dihydro-6'' H-pyrano[2'',3'':7,8]-isoflavone. Moreover, two known pterocarpans, erybraedin C and bitucarpin A, three known isoflavones, daidzein, 8-prenyldaidzein and bidwillon C, one known furocoumarin, pseudoisopsoralen and one known coumestan, coumestrol were isolated. The structures of the isolated compounds were established by means of 1D and 2D NMR spectroscopy, as well as mass spectrometry. Further cytotoxicity tests against cells related to the immune system (Jurkat T, Mono-Mac-6 and polymorphonuclear cells) showed a moderate activity of the known pterocarpan erybraedin C against all cell lines used (IC (50) values between 17.6-28.8 microM). In addition, erybraedin C was found to induce necrosis in leukaemia Jurkat T cells.

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Pterocarpans from Bituminaria morisiana and Bituminaria bituminosa.

Cited by 12 publications

References 1 publication

Antioxidant properties of extracts and compounds from Psoralea morisiana

Antioxidant properties of extracts and compounds from Psoralea morisiana

Genus Psoralea: A review of the traditional and modern uses, phytochemistry and pharmacology

New Cytotoxic Prenylated Isoflavonoids fromBituminaria morisiana

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