Molluscicidal Phloroglucinols from the Fern <i>Elaphoglossum piloselloides</i>

Socolsky, Cecilia; Borkosky, Susana; Asakawa, Yoshinori; Bardón, Alicia

doi:10.1021/np800724h

Cited by 18 publications

(61 citation statements)

References 14 publications

(26 reference statements)

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“…The acylphloroglucinols (Fig. 26) are found in E. lindbergii (Socolsky et al 2011a(Socolsky et al , 2016, E. yungense (Socolsky et al 2010a, b), E. piloselloides (Socolsky et al 2009) and E. gayanum (Socolsky et al 2010b). Specially, the prenylated acylphloroglucinols, elaphogayanin A-B, elaphopilosin C-E, lindbergins A-F and yungensins A-F were identified from E. gayanum (Socolsky et al 2010b), E. piloselloides (Socolsky et al 2010b), E. lindbergii (Socolsky et al 2011a(Socolsky et al , 2015 and E. yungense (Socolsky et al 2010a).…”

Section: Lindsaeaceaementioning

confidence: 99%

Phytochemicals from fern species: potential for medicine applications

et al. 2017

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Ferns are an important phytogenetic bridge between lower and higher plants. Historically they have been used in many ways by humans, including as ornamental plants, domestic utensils, foods, and in handicrafts. In addition, they have found uses as medicinal herbs. Ferns produce a wide array of secondary metabolites endowed with different bioactivities that could potentially be useful in the treatment of many diseases. However, there is currently relatively little information in the literature on the phytochemicals present in ferns and their pharmacological applications, and the most recent review of the literature on the occurrence, chemotaxonomy and physiological activity of fern secondary metabolites was published over 20 years ago, by Soeder (Bot Rev 51:442–536, 1985). Here, we provide an updated review of this field, covering recent findings concerning the bioactive phytochemicals and pharmacology of fern species

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Section: Lindsaeaceaementioning

confidence: 99%

Phytochemicals from fern species: potential for medicine applications

et al. 2017

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“…These crosspeaks are useful to identify the acyl group located at C-6 in acylphloroglucinol derivatives that possess an acylfilicinic acid-type ring. [2][3][4] This empirical observation can be useful to identify such residues in phloroglucinols containing three or more rings. The location of the acyl groups was established through HMBC correlations observed between 5-OH and both C-14 and C-14′′.…”

Section: Introductionmentioning

confidence: 95%

“…1 Our previous chemical studies on E. piloselloides, E. gayanum, and E. yungense showed that all of them contain acylphloroglucinols in their scales, rhizomes, and roots. [2][3][4] In the last decades, attention has been drawn to these compounds due to their various biological activities, such as antidepressant, 5 antibacterial, 6 and molluscicidal. 2 As part of our ongoing investigations on Elaphoglossum species, we examined the diethyl ether (Et 2 O) extract of E. lindbergii to isolate 4 new acylphloroglucinols.…”

Section: Introductionmentioning

confidence: 99%

Acylphloroglucinols from the fern Elaphoglossum lindbergii

Socolsky¹,

Cartagena²,

Asakawa³

et al. 2011

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Four new acylphloroglucinols have been isolated from a diethyl ether extract of the rhizomes and roots of the fern Elaphoglossum lindbergii. Their structures were elucidated by extensive analysis of spectroscopic data and comparison with those previously reported for other Elaphoglossum and Dryopteris acylphloroglucinols. These compounds showed mild antibacterial activity and altered biofilm formation of the Gram (+) bacterium Staphylococcus aureus at 100 µg/mL.

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“…The vermifuge activity of Dryopteris species has been related to the presence of phloroglucinol derivatives in extracts of these plants (Socolsky et al 2009). Characteristic phloroglucinol derivatives, such as aspidin (1) and flavaspidic acid (2) have been reported as major constituents of the genus Dryopteris, and they have been found to possess antioxidant, antibacterial, and antitumor promoting activities (Na et al 2006;Lee et al 2003;Kapadia et al 1996).…”

Section: Introductionmentioning

confidence: 99%

In vitro schistosomicidal effects of some phloroglucinol derivatives from Dryopteris species against Schistosoma mansoni adult worms

et al. 2009

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The rhizomes of Dryopteris species have popularly been used as vermifuge in flatworm infections. The aim of this work was to evaluate the in vitro schistosomicidal activity of some phloroglucinol compounds, obtained from the rhizomes of Dryopteris species, against Schistosoma mansoni adult worms. All worm pairs were dead after 24 h of incubation with aspidin 25 to 100 microM (1), flavaspidic acid 50 and 100 microM (2), methylene-bis-aspidinol 100 microM (3), and desaspidin 25 to 100 microM (4). Worms incubated with 1 (25 to 100 microM) and 2 (50 to 100 microM) showed decrease motor activity with tegumental alterations, while 3 (100 microM) and 4 (10 to 100 microM) showed decrease motor activity without tegumental alterations. Desaspidinol (5) and filicinic acid (6), at the tested concentrations (10 to 100 microM), did not show activity against adult worms of S. mansoni. Praziquantel (10 microM), used as positive control, caused death of the parasites and tegumental alterations without separation of worms. In the groups treated with 100 microM of compounds 1-4, the viability of the adult worms was similar to the positive control group, in which the worms were dead. Also, both the egg productions and the development of eggs produced by the adult worms were inhibited by the incubation with compounds 1-4 (10 and 100 microM) in comparison with the negative control (RPMI 1640 medium). It is suggested that the in vitro schistosomicidal effects of phloroglucinols derivatives 1, 2, 3, and 4 may be related to the inhibition of oxidative phosphorylation pathway in S. mansoni. The present results confirmed the traditional indications of rhizomes from Dryopteris species, which possess phloroglucinol compounds, in the treatment of tapeworm infections.

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Molluscicidal Phloroglucinols from the Fern Elaphoglossum piloselloides

Cited by 18 publications

References 14 publications

Phytochemicals from fern species: potential for medicine applications

Phytochemicals from fern species: potential for medicine applications

Acylphloroglucinols from the fern Elaphoglossum lindbergii

In vitro schistosomicidal effects of some phloroglucinol derivatives from Dryopteris species against Schistosoma mansoni adult worms

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