A Bioactive Tetraprenylphenol from Lactarius lignyotus

Vidari, Giovanni; Finzi, Paola Vita; Zanocchi, Anna Maria; Noy, Guido Pedrali

doi:10.1021/np50120a011

Cited by 12 publications

(5 citation statements)

References 10 publications

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“…Therefore, it can be hypothesized that the basidiocarps from L. indigo contain a wide spectrum of antibacterial compounds. It has been previously established that compounds with antibacterial activity extracted from species in the genus Lactarius are mainly sesquiterpenes (Anke et al, 1989;Vidari et al, 1995). Further studies are now needed to elucidate the chemical structure of the antibacterial compounds extracted from basidiocarps of L. indigo.…”

Section: Discussionmentioning

confidence: 99%

Antibacterial and cytotoxic activity from basidiocarp extracts of the edible mushroom Lactarius indigo (Schw.) Fr. (Russulaceae)

Alej

Ochoa-Zarzosa

Vazquez-Garciduentilde

et al. 2011

Afr. J. Pharm. Pharmacol.

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Aqueous and organic basidiocarp extracts of the edible mushroom Lactarius indigo were evaluated for their antibacterial and cytotoxic effects. 10, 20 and 30 mg of organic extracts were tested against diarrheagenic Escherichia coli strains (EIEC, EPEC, ETEC-LT and ETEC-ST), Pseudomonas aeruginosa, Enterobacter cloacae, Staphylococcus aureus and Salmonella enterica. 10 mg of hexane extract showed activity against ETEC-LT (18.8 mm zone of inhibition) and P. aeruginosa (10.5 mm). All levels of the ethyl acetate extract inhibited all the strains, with stronger activity against EIEC (19.0 mm) and P. aeruginosa (21.0 mm) at 30 mg. Methanol extract inhibited all bacterial growth, but E. cloacae. 100 µg/ml of aqueous extract showed antiproliferative activity against MCF7 cells, but not on HeLa, A549 and normal bovine mammary epithelium cells. Methanol and ethyl acetate extracts inhibited proliferation of HeLa cells (50 to 1000 ng/ml) but increased proliferation of A549 (100 ng/ml), as did methanol extract (500 ng/ml). Methanol extract did not inhibit normal rabbit serum fibroblast cells, while hexane and ethyl acetate extracts showed an inhibitory effect with 50 and 100 ng/ml, respectively, less than in proliferation of HeLa cells. These results show that L. indigo basidiocarps contain substances with antibacterial and cytotoxic activities.

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Section: Discussionmentioning

confidence: 99%

Antibacterial and cytotoxic activity from basidiocarp extracts of the edible mushroom Lactarius indigo (Schw.) Fr. (Russulaceae)

Alej

Ochoa-Zarzosa

Vazquez-Garciduentilde

et al. 2011

Afr. J. Pharm. Pharmacol.

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“…2-Geranylgeranyl-1,4-dihydroxybenzene isolated from the fruiting bodies of Lactarius lignyotus was highly active in the brine shrimp test. It showed significant inhibitory activity on DNA, RNA, and protein synthesis in HeLa and HL-60 cell lines [7]. Recently, a green pigment blennione and a red pigment lilacinone were isolated from Lactarius blennius and Lactarius lilacinus, respectively [8,9].…”

Section: Introductionmentioning

confidence: 99%

Rufuslactone, a New Antifungal Sesquiterpene from the Fruiting Bodies of the Basidiomycete Lactarius rufus

et al. 2005

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A new lactarane sesquiterpene, rufuslactone (1), was isolated from the fruiting bodies of the basidiomycete Lactarius rufus. Rufuslactone (1) is an isomer of a previously described lactarane 3,8-oxa-13-hydroxylactar-6-en-5-oic acid g-lactone (2) from Lactarius necatar. Its structure was elucidated on the basis of spectroscopic data. Rufuslactone (1) showed antifungal properties against plant pathogenic fungi.

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“…The majority of marasmane sesquiterpenes found in nature have been isolated from basidiomycete species belonging to the genus Lactarius . Since a considerable number of these secondary metabolites exhibit antifeedant, antifungal, and antibacterial activities, these sesquiterpenes may take part in the chemical defense system of the basidiomycete against predators .…”

Section: Introductionmentioning

confidence: 99%

“…Since a considerable number of these secondary metabolites exhibit antifeedant, antifungal, and antibacterial activities, these sesquiterpenes may take part in the chemical defense system of the basidiomycete against predators . Despite their interesting physiological activities and unusual tricyclic cyclopropa[ e ]indene framework, relatively few total syntheses of natural marasmanes have been published 1b …”

Section: Introductionmentioning

confidence: 99%

A Novel Route to the Marasmane Skeleton via a Tandem Rearrangement−Cyclopropanation Reaction. Total Synthesis of (+)-Isovelleral

2001

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A general and efficient route to the marasmane skeleton is described. Total syntheses of two simple marasmanes (35 and 37) in racemic form were achieved using a MgI2-catalyzed rearrangement-cyclopropanation reaction of trimethylsilyl enol ether 31 derived from naphthalenone 30. The reaction proceeds in high yield with complete diastereoselectivity and does not require the use of special cyclopropanation reagents. Application of this novel route to the marasmane framework was extended to the synthesis of naturally occurring (+)-isovelleral (41).

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A Bioactive Tetraprenylphenol from Lactarius lignyotus

Cited by 12 publications

References 10 publications

Antibacterial and cytotoxic activity from basidiocarp extracts of the edible mushroom Lactarius indigo (Schw.) Fr. (Russulaceae)

Antibacterial and cytotoxic activity from basidiocarp extracts of the edible mushroom Lactarius indigo (Schw.) Fr. (Russulaceae)

Rufuslactone, a New Antifungal Sesquiterpene from the Fruiting Bodies of the Basidiomycete Lactarius rufus

A Novel Route to the Marasmane Skeleton via a Tandem Rearrangement−Cyclopropanation Reaction. Total Synthesis of (+)-Isovelleral

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