The isolation and structure of 13,18-dehydroglaucarubinone, a new antineoplastic quassinoid fromSimarouba amara

Polonsky, Judith; Varon, Zoīa; Jacquemin, Henry; Pettit, George R.

doi:10.1007/bf01922904

Cited by 45 publications

(35 citation statements)

References 10 publications

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“…It grows up to 20 m height and has a trunk 50 to 80 cm in diameter. It produces bright green leaves 20 to 50 cm in length, small white flowers, and small yellowreddish fruits (Polonsky, 1978). The root system is shallow and suitable for mountain soils.…”

Section: Descriptionmentioning

confidence: 99%

Phytochemical analyses and comparative in vitro antioxidant studies of aqueous, methanol and ethanol stem bark extracts of Simarouba glauca DC. (Paradise tree)

Osagie-Eweka¹

2018

Afr. J. Plant Sci.

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This study was conducted to evaluate selected phytochemicals (antioxidant potentials of aqueous, methanol and ethanol stem bark extracts of Simarouba glauca) relative to standard antioxidants. Sample was harvested, air dried, pulverized and extracted with aqueous and absolute methanol and ethanol; freeze dried at the National Energy Commission Centre, University of Benin. Alkaloids, phenols and tannins were identified, a n d also flavonoid was detected. 2,2-Diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, reducing power activity, total antioxidant activity, hydroxyl radical activity, trolox equivalent antioxidant activity and nitric oxide (NO • ) radical scavenging activity of stem bark extracts of S. glauca were evaluated, and all t h e experiment were conducted in a dose dependent manner. Butylated hydroxytuolene (BHT), ascorbate and trolox were introduced as positive controls (antioxidant). DPPH radical scavenging activity of stem bark extracts did not exhibit anti-radical activity at 50% inhibition but demonstrated less anti-radical activity at percentage inhibition lower than 50%. Extracts yielded significant reducing power and total antioxidant activities (FRAP). Hydroxyl radical scavenging activities of extracts was substantial; extracts exhibited significant anti-radical activity when trolox was introduced as positive antioxidant control, while nitric oxide scavenging activities was unprecedented. The presence of phytochemicals and antioxidant principles proffer high medicinal value to S. glauca.

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Section: Descriptionmentioning

confidence: 99%

Phytochemical analyses and comparative in vitro antioxidant studies of aqueous, methanol and ethanol stem bark extracts of Simarouba glauca DC. (Paradise tree)

Osagie-Eweka¹

2018

Afr. J. Plant Sci.

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“…Antioxidants are able to protect the body from cancer, neurodegenerative disorders, atherosclerosis, inflammations, aging etc. The toxic side effects of synthetic antioxidants insist the search for natural free radical scavengers (Radulovic et al, 2007) Fig 3: DPPH scavenging activity of SGS in comparison with ascorbic acid. SGS exhibited IC50 value of 100.88ug/ml while standard antioxidant Ascorbic acid exhibited IC50 value of 5.66ug/ml.…”

Section: Antioxidant Activitymentioning

confidence: 99%

“…The bark and leaf extract of Simarouba is well known for its different types of pharmacological properties like anticancerous, analgesic, antipyretic, antimicrobial, antioxidant, anti haemorrhagic etc (Manasi and Gaikwad,2011;Umesh,2015;Lakshmi et al, 2014). Quassinoids, which belong to the triterpene chemical family and alkaloids have been reported as active ingredients responsible for the properties of S. glauca (Polonsky et al, 1978;Rivero-Cruz et al, 2005). In the present study endophytic fungi isolated from S. glauca were evaluated for their bioactivities.…”

Section: Introductionmentioning

confidence: 99%

Pharmacological evaluation of endophytic Penicillium pimiteouiense SGS isolated from Simarouba glauca DC

2017

J App Pharm Sci

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Medicinal plants are recently being recognized as resources of endophytes with interesting bioactive compounds. In the present study, pharmacological properties of the endophytic fungus Penicillium pimiteouiense SGS isolated from the medicinal plant Simarouba glauca DC were evaluated. Endophytes were isolated using surface sterilization procedure. The crude extract of cultured fungus was prepared in ethyl acetate and was evaluated for antimicrobial, antioxidant and anti hyperglycaemic activities. Phytochemical composition of the crude extract was also studied by standard qualitative assays. The extract of P. pimiteouiense SGS was found to have antimicrobial and antioxidant properties. Anti hyper glycaemic activity was also revealed by its inhibitory activities on alpha amylase and alpha glucosidase enzymes. Qualitative phyto chemical analysis of the crude extract showed presence of flavanoids, triterpenes, alkaloids and carbohydrates. The medicinal plant S. glauca needs to be explored further as a resource of rare endophytes with bio active compounds.

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“…The cake obtained from the extraction for the oil contains proteins used for cattle feed after the removal of the toxic and bitter constituents (Monseur and Motte, 1983). In previous work, the seeds of S. glauca have afforded quassinoids (Ham et al, 1954;Polonsky et al, 1978;Waterman and Ampofo, 1984;Dou et al, 1996), fatty acids (Lognay et al, 1981a;1981b;Bhatnagar et al, 1984;Jeyarani and Reddy, 2001) and an alkaloid, 8-hydroxycanthin-6-one (Waterman and Ampofo, 1984). A dichloromethane extract of the bark of S. glauca was found to be toxic in the brine shrimp test and a potent inhibitor of the growth of Plasmodium falciparum.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in Southern Florida

Rivero-Cruz

Lezutekong

Lobo-Echeverri

et al. 2005

Phytotherapy Research

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Activity-guided fractionation of a chloroform-soluble extract of Simarouba glauca twigs collected from a plot in southern Florida, and monitored with a human epidermoid (KB) tumor cell line, afforded six canthin-6-one type alkaloid derivatives, canthin-6-one (1), 2-methoxycanthin-6-one (2), 9-methoxycanthin-6-one (3), 2-hydroxycanthin-6-one (4), 4,5-dimethoxycanthin-6-one (5) and 4,5-dihydroxycanthin-6-one (6), a limonoid, melianodiol (7), an acyclic squalene-type triterpenoid, 14-deacetyleurylene (8), two coumarins, scopoletin (9) and fraxidin (10), and two triglycerides, triolein (11) and trilinolein (12). Among these isolates, compounds 1-4, 7 and 8 exhibited cytotoxic activity against several human cancer cell lines. 14-Deacetyleurylene (8) was selectively active against the Lu1 human lung cancer cell line, but was inactive in an in vivo hollow fiber assay using this same cell type.

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The isolation and structure of 13,18-dehydroglaucarubinone, a new antineoplastic quassinoid fromSimarouba amara

Cited by 45 publications

References 10 publications

Phytochemical analyses and comparative in vitro antioxidant studies of aqueous, methanol and ethanol stem bark extracts of Simarouba glauca DC. (Paradise tree)

Phytochemical analyses and comparative in vitro antioxidant studies of aqueous, methanol and ethanol stem bark extracts of Simarouba glauca DC. (Paradise tree)

Pharmacological evaluation of endophytic Penicillium pimiteouiense SGS isolated from Simarouba glauca DC

Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in Southern Florida

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