Antifungal Constituents from the Chinese MossHomalia trichomanoides

Wang, Xiaoning; Yu, Wentao; Lou, Hongxiang

doi:10.1002/cbdv.200490165

Cited by 46 publications

(25 citation statements)

References 12 publications

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“…In previous studies, PLE has been reported to have intrinsic antifungal activity in FLC‐susceptible C. albicans (Niu and Lou 2006). We have also observed that PLE analogues could inhibit the synthesis of ergosterol (Sun et al 2005; Wang and Lou 2005). Interestingly, in this study, we observed that PLE has the same MIC in FLC‐resistant C. albicans as in FLC‐susceptible C. albicans .…”

Section: Discussionmentioning

confidence: 78%

Plagiochin E, a botanic-derived phenolic compound, reverses fungal resistance to fluconazole relating to the efflux pump

et al. 2008

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Aim: In this study, we investigated the effect of plagiochin E (PLE), a botanic‐derived phenolic natural product, on reversal of fungal resistance to fluconazole (FLC) in vitro and the related mechanism. Methods and Results: A synergistic action of PLE and FLC was observed in the FLC‐resistant Candida albicans strains and was evaluated using the fractional inhibited concentration index. The effect of PLE on FLC intracellular uptake was investigated in FLC‐resistant C. albicans cells by liquid chromatography–tandem mass spectrometry, and the effect on efflux drug pump was assessed by measuring the efflux of Rhodamine 123 (Rh123). PLE significantly inhibited the efflux, but not the absorption, of Rh123 in FLC‐resistant strains in phosphate‐buffered saline with 5% glucose. Overexpression of the multidrug‐resistance gene CDR1 in FLC‐resistant C. albicans isolates was detected, and the introduction of PLE to the cells showed a significant reduction of the CDR1 expression in those FLC‐resistant isolates. Conclusions: These findings indicate that PLE could reverse the fungal resistant to FLC by inhibiting the efflux of FLC from C. albicans, and this effect may be related to the efflux pump. Significance and Impact of the Study: These results indicate that the combination of PLE and FLC may provide an approach for the clinical therapy of fungus infection induced by FLC‐resistant strains.

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Section: Discussionmentioning

confidence: 78%

Plagiochin E, a botanic-derived phenolic compound, reverses fungal resistance to fluconazole relating to the efflux pump

et al. 2008

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“…trichomanoides produced one novel p-terphenyl derivative trichomanin (4, 4''-dihydroxy-2', 3', 5', 6'-tetra- [31]. Its structure was determined on the basis of spectral data (1D, 2D-NMR and MS), X-ray crystallographic analysis (Fig.…”

Section: Aromatic Compoundsmentioning

confidence: 99%

Chemical Constituents from the Chinese Bryophytes and Their Reversal of Fungal Resistance

Xie¹,

Lou

2008

COC

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The search for new antifungal agents was essential because of opportunistic infections in immunocompromised individuals and the development of resistance to currently used agents. Bryophytes offer a rich source of rare and structurally unique molecules and can serve as a reserve of potentially antifungal compounds for further development as pharmaceuticals. This minireview covered the chemical and biological research of Chinese bryophytes recently finished in our laboratory. Totally about 120 compounds have been isolated and identified from 17 bryophyte species collected from North to South of China. The antifungal effect of these isolated compounds and their reversal of resistance of Candida albicans to fluconazole were evaluated. The possible reversal mechanisms were also preliminarily tested.

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“…Their structures including configurations were established on the basis of extensive spectroscopic analyses, and that of 1 was confirmed by a single-crystal X-ray diffraction analysis. As a part of our continuous search for antifungal natural products from the bryophytes and lichens [5] [6], a TLC-bioautography screening [5] and the same bioassay-guided phytochemical investigation for the antifungal constituents was conducted and led to the isolation of lobarialides A -C (1 -3, resp. -Lichens, the symbiotic organisms of fungi and algae, are distributed worldwide and can survive in various harsh environmental conditions.…”

mentioning

confidence: 99%

“…They are also resistant to microorganism infection due to the production of large numbers of unique secondary metabolites such as depsides, depsidones, lactones, and dibenzofuran derivatives [1] [2]. As a part of our continuous search for antifungal natural products from the bryophytes and lichens [5] [6], a TLC-bioautography screening [5] and the same bioassay-guided phytochemical investigation for the antifungal constituents was conducted and led to the isolation of lobarialides A -C (1 -3, resp. Previously, we have obtained six compounds from this species [4].…”

mentioning

confidence: 99%

“…The molecular formula was determined as C 29 H 42 O 3 from the molecular-ion peak at m/z 438.3160 in the HR-EI-MS (calc. Aldehyde 6 is further oxidized to retigeric acid B (5). The 1 H-and 13 C-NMR spectra of 3 ( Table 2) Taking into account the molecular formula of this compound, it was suggested that the 25,3-lactone ring was hydrolyzed, followed by decarboxylation of C(25) and concomitant formation of a C(5)¼C (10) bond.…”

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confidence: 99%

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ChemInform Abstract: Lobarialides A—C, Antifungal Triterpenoids from the Lichen Lobaria kurokawae

et al. 2009

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Three novel fernane-type triterpenoids, lobarialides A -C (1 -3, resp.), together with two known ones were isolated by antifungal bioassay-guided fractionation of the lichen Lobaria kurokawae. Their structures including configurations were established on the basis of extensive spectroscopic analyses, and that of 1 was confirmed by a single-crystal X-ray diffraction analysis. Antifungal tests of the five triterpenoids showed that the activity increased with the increment of the number of COO groups.Introduction. -Lichens, the symbiotic organisms of fungi and algae, are distributed worldwide and can survive in various harsh environmental conditions. They are also resistant to microorganism infection due to the production of large numbers of unique secondary metabolites such as depsides, depsidones, lactones, and dibenzofuran derivatives [1] [2]. Lobaria kurokawa Yoshim is a lichen which has been applied as a folk medicine for the treatment of hypopepsia, malnutritional stagnation, and abdominal distention in South China [3]. Previously, we have obtained six compounds from this species [4]. As a part of our continuous search for antifungal natural products from the bryophytes and lichens [5] [6], a TLC-bioautography screening [5] and the same bioassay-guided phytochemical investigation for the antifungal constituents was conducted and led to the isolation of lobarialides A -C (1 -3, resp.), three new triterpenoids with unprecedented hemiacetal, dilactone, and 25-norfernane structural features, respectively, together with the known retigeric acids A and B (4 and 5, resp.; cf. Scheme) [4]. Herein, we report the isolation, structure elucidation, and antifungal activity of these triterpenoids.

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Antifungal Constituents from the Chinese MossHomalia trichomanoides

Cited by 46 publications

References 12 publications

Plagiochin E, a botanic-derived phenolic compound, reverses fungal resistance to fluconazole relating to the efflux pump

Plagiochin E, a botanic-derived phenolic compound, reverses fungal resistance to fluconazole relating to the efflux pump

Chemical Constituents from the Chinese Bryophytes and Their Reversal of Fungal Resistance

ChemInform Abstract: Lobarialides A—C, Antifungal Triterpenoids from the Lichen Lobaria kurokawae

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