Flavonols and an oxychromonol from Piliostigma reticulatum

Babajide, Olalekan J.; Babajide, Omotola; Daramola, A. O.; Mabusela, Wilfred T.

doi:10.1016/j.phytochem.2008.05.003

Cited by 33 publications

(26 citation statements)

References 24 publications

(35 reference statements)

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“…The characteristically chelated 5-OH group was observed at δ 12.92 while that of 4'-OH was observed δ 10.90. By careful comparison of the 13 C NMR data of 4 with existing literature (Roitman and James, 1985;Breitmeier and Voelter, 1990;Babajide et al, 2008), the 4'-substituent was assigned to a hydroxyl hydroxyl group while that at the 3' position was assigned as a methoxyl group. Corroboration of this deduction was evident from chemical shifts of the substituted carbons, viz., C-3' at δ 147.2 and C-4' at 148.5.…”

Section: Discussion and Resultsmentioning

confidence: 87%

“…The brine shrimp lethality biossay was carried out as previously described ( Babajide et al, 2008( Babajide et al, , 2010 where about 2 g of the Brine shrimp eggs (Artemia salina Leach) were hatched in 2 L of sea water using a large plastic case as an artificially partitioned dam. The number of dead nauplii were counted and recorded (lethality data) after 24 h. The numbers of dead nauplii were used for calculating the LC 50 at 95% confidence limit by the Finney Probit analysis program.…”

Section: Brine Shrimp Lethality Biossaymentioning

confidence: 99%

“…High fungicidal effect was recorded for 5 while the activities were generally low for compound 4. The observed biological activities of extracts from this plant may thus be due to the presence of both alkaloids and flavonoids, as these compounds are generally known to exhibit a wide range of activities which include anti inflammatory, antithrombotic, anticancer and antiviral, where some of these may be associated with their ability to scavenge free-radicals (Babajide et al, 2008;Shai et al, 2008;Rahman et al, 2007;Liu et al, 1990).…”

Section: Antimicrobial Activity Evaluationsmentioning

confidence: 99%

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Some alkaloids and flavonoids from Cissampelos capensis

Babajide¹,

Mabusela²,

Green³

2015

J. Med. Plants Res.

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Following the screening of several plant species from an inventory of common medicinal plants from South Africa for medicinal properties, Cissampelos capensis was selected for further investigation due to its interesting and useful ethnomedicinal properties. This study attempts to relate specific constituents present in this plant with its widespread ethnomedicinal uses. Six compounds were isolated and their structures were unambiguously established by spectroscopic methods. The compounds are: 5,6-dehydro-4,5-dihydroxy-1,3,6-trimethoxy-17-methylmorphinan-7-one (1); 1,2-methylenedioxy-3-hydroxy -9,10-dimethoxyaporphine (2); 5,6-didehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one (3); 3,7,8,3'-tetramethoxy-6 -C-methyl-5,4'-dihydroxyflavone (6 -Cmethylquercetin 3, 3',7, 8 -tetramethyl ether) (4); 5, 7, 8 -trihydroxy-2′, 5′-dimethoxy-3′,4′-methylenedioxyisoflavanone (5); 3 -methoxy-6 -C-methyl-3',4',5,7,8 -pentahydroxyflavone (6 -Cmethylquercetin -3-methyl ether) (6). Five of the isolated compounds, (viz., 1,2,4,5 and 6) have, to our knowledge, not been reported previously. The crude fractions and isolates were tested for cytotoxicity using the brine shrimp lethality test and for antimicrobial properties using nine microbes, including three Gram -ve, three Gram +ve bacteria and three fungi. The Gram-negative bacteria were Pseudomonas aeruginosa (NCTC 10332), Proteus vulgaris (NCTC 4175) and Escherichia coli Sero type 1 (NCTC 09001), while the Gram-positive bacteria were Bacillus subtilis (NCTC 8236), Staphylococcus aureus (NCTC 13134) and Bacillus licheniformis (NCTC 01097). The Fungal species used were Candida albicans (ATCC 90028), Candida eropiralis (ATCC 750) and Aspergillus niger (ATCC 10578). The n-Hex fractions were not active while the highest activities were found in the methanolic extracts. The total tertiary alkaloid fraction (TTA) showed the highest activity against the Bacillus substillis. Compounds 1, 2 and 5 appear to be the most promising with regards to the prospects of drug development.

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Section: Discussion and Resultsmentioning

confidence: 87%

Section: Brine Shrimp Lethality Biossaymentioning

confidence: 99%

Section: Antimicrobial Activity Evaluationsmentioning

confidence: 99%

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Some alkaloids and flavonoids from Cissampelos capensis

Babajide¹,

Mabusela²,

Green³

2015

J. Med. Plants Res.

View full text Add to dashboard Cite

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“…In addition, piliostigmin, a 2-phenoxychromone, quercetin, quercitrin, 6-C-methylquercetin 3-methyl ether, 6-C-methylquercetin 3,7,3'-trimethyl ether, 6,8-di-C-methylkaempferol 3-methyl ether and 6,8-di-C-methylkaempferol 3,7-dimethyl ether were isolated from the leaves of P. thonningii (Ibewuike et al, 1996). Similar C-methylated flavonols and the oxychromonol isolated from Piliostigma reticulatum showed antimicrobial activity and toxicity in brine shrimp lethality assay (Babajide et al, 2008). Flavonol glycosides afzelin, quercitrin and myricitrin isolated from another plant, e.g.…”

Section: Resultsmentioning

confidence: 91%

In vitroantiplasmodial activity and toxicity assessment of some plants from Nigerian ethnomedicine

Abiodun

Gbotosho

Ajaiyeoba

et al. 2010

Pharmaceutical Biology

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“…To the best of our knowledge, the antidiarrhoeal properties of the stem bark of this plant have not been investigated. However, chemical compounds isolated from P. reticulatum, such as flavonols (6-C-methylquercetin-3-methyl ether-5; 6,8-di-Cmethylkaempferol-3-methyl ether-6 and 6-C-methylquercetin-3,3',7-trimethyl ether-7) and oxychromonol (6-C-methyl-2-p-hydroxyphenyloxychromonol, or piliostigmol), have been shown to exhibit antimicrobial activities against bacteria (Escherichia coli and Bacillus subtilis) and fungi (Aspergillus niger and Candida albicans) that cause infectious diarrhoeas (Babajide et al, 2008). Furthermore, antidiarrhoeal activity of the roots of P. reticulatum has been reported by Salawu et al (2007).…”

Section: Introductionmentioning

confidence: 99%

Antidiarrhoeal Activity of an Ethanol Extract of the Stem Bark of <i>Piliostigma reticulatum</i> (Caesalpiniaceae) in Rats

Dosso

N’guessan²,

Bidié³

et al. 2012

Afr. J. Trad. Compl. Alt. Med.

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Piliostigma reticulatum (Caesalpiniaceae) is used in Africa as a traditional medicine for the treatment of many diseases, such as malaria, tuberculosis and diarrhoea. We investigated the antidiarrhoeal properties of a crude ethanol extract from the stem bark of Piliostigma reticulatum (EEPR) in Wistar albino rats to substantiate its traditional use and to determine its phytochemical constituents. The antidiarrhoeal activity of the plant extract was evaluated in a castor oil-induced diarrhoea model in rats and compared with loperamide. The effect of the extract on gastrointestinal motility was also determined by the oral administration of charcoal meal and castor oil-induced intestinal fluid accumulation (enteropooling). EEPR showed remarkable dose-dependent antidiarrhoeal activity evidenced by a reduction of defecation frequency and change in consistency. Extracts at 250, 500 and 1000 mg/kg body weight significantly reduced diarrhoeal faeces. EEPR also significantly inhibited gastrointestinal motility and castor oil-induced enteropooling at 500 and 1000 mg/kg, similar to the inhibition obtained in control rats treated by atropine. Phytochemical screening revealed the presence of tannins, flavonoids, polyphenols and reducing sugars in the stem bark of P. reticulatum. No mortality or visible signs of general weakness were observed in the rats following administration of the crude extract in doses up to 6000 mg/kg body weight in an acute toxicity study. Our results show that the stem bark of P. reticulatum possesses antidiarrhoeal activity and strongly suggest that its use in traditional medicine practice could be justified.

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Flavonols and an oxychromonol from Piliostigma reticulatum

Cited by 33 publications

References 24 publications

Some alkaloids and flavonoids from Cissampelos capensis

Some alkaloids and flavonoids from Cissampelos capensis

In vitroantiplasmodial activity and toxicity assessment of some plants from Nigerian ethnomedicine

Antidiarrhoeal Activity of an Ethanol Extract of the Stem Bark of <i>Piliostigma reticulatum</i> (Caesalpiniaceae) in Rats

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