2016
DOI: 10.1016/j.bmcl.2016.01.074
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New antibacterial isocoumarin glycosides from a wetland soil derived fungal strain Metarhizium anisopliae

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Cited by 24 publications
(17 citation statements)
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“…Thus, the planar structure of 7 was obtained, which was confirmed by the 1 H- 1 H COSY and HMBC correlations ( Figure 2 ). The CD spectrum of compound 7 showed a positive Cotton effect at 268 nm (Δε = +0.01), indicating the R configuration of C-3 [ 20 , 21 ]. Thus, the structure of 7 was determined and named as (2 E )-3-[(3 R )-3,4-dihydro-6,8-dihydroxy-1-oxo-1H-2-benzopyran-3-yl]-2-propenoic acid.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Thus, the planar structure of 7 was obtained, which was confirmed by the 1 H- 1 H COSY and HMBC correlations ( Figure 2 ). The CD spectrum of compound 7 showed a positive Cotton effect at 268 nm (Δε = +0.01), indicating the R configuration of C-3 [ 20 , 21 ]. Thus, the structure of 7 was determined and named as (2 E )-3-[(3 R )-3,4-dihydro-6,8-dihydroxy-1-oxo-1H-2-benzopyran-3-yl]-2-propenoic acid.…”
Section: Resultsmentioning
confidence: 99%
“…The NMR data of C-9 and C-10 shifted from δ H 6.68 (1H, dd, J =15.6, 4.1 Hz, H-9)/δ C 140.1 (C-9) and δ H 6.00 (1H, d, J = 15.6 Hz, H-10)/δ C 126.6 (C-10) (in 7 ) to δ H 1.92 (2H, m, H 2 -9)/δ C 29.6 (C-9) and δ H 2.35 (2H, m, H 2 -10)/δ C 29.6 (C-10) (in 8 ), indicating that the double bond in 7 was reduced to two methylene groups. In addition, compound 8 had an S configuration at C-3 according to the ECD result ( Figure 4 ) and positive cotton effect at 268 nm in the CD spectrum [ 20 , 21 ]. Thus, the structure of 8 was determined and named as 3-[(3 S )-3,4-dihydro-6,8-dihydroxy-1-oxo-1H-2-benzopyran-3-yl]-propanoic acid.…”
Section: Resultsmentioning
confidence: 99%
“…Compound 93 exhibited strong antibacterial activity against Pseudomonas aeruginosa by inhibiting its quorum sensing system, reducing biofilm formation and the secretion of the virulence factors pyocyanine and rhamnolipids. 122 Four known isocoumarins, cytogenin (101), peyroisocoumarin D (102), diaportinol (103), and (+)-mucoricoumarin C (104) were isolated from the crude extract of cultures of the wasp-pathogen Ophiocordyceps sphecocephala BCC 2661. 123 A series of isocoumarins were isolated from various strains of the scale insect pathogen Conoideocrella tenuis.…”
Section: 13mentioning
confidence: 99%
“…Fungal species isolated from the wetland environments have attracted increasing attention due to their ability to produce a variety of bioactive secondary metabolites. Examples include stachybisbins A and B [ 2 ], flaviphenalenones A–C, aspulvinones P and Q, methybutyrolactone III [ 3 , 4 ], 5-hydroxymethylasterric acid, 3,5-dichlorosulochrin [ 4 ], and isocoumarin glycosides [ 5 ]. Based on this consideration, we initiated chemical studies of the wetland-soil-derived fungal species in the genus of Paraconiothyrium , which was reclassified as a separate genus as Paraconiothyrium by Verkley in 2004 [ 6 ].…”
Section: Introductionmentioning
confidence: 99%