2007
DOI: 10.1080/10826060601039436
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Diphenylether and Macrotriolides Occurring in a Fungal Isolate from the Antarctic LichenNeuropogon

Abstract: The fungus, Tritirachium sp. HKI 0317, was isolated from the Antarctic lichen Neuropogon sp. Fermentation of this strain, extraction of the culture broth, and preparative separation of produced compounds furnished 4-carboxy-5,5'-dihydroxy-3,3'-dimethyldiphenylether (1), macrosphelide A (2), and macrosphelide J (3). The structures were elucidated on the basis of MS and NMR measurements, and the previously published data for this compounds.

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Cited by 15 publications
(10 citation statements)
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“…S15†): δ = 21.1, 22.3, 102.7, 104.0, 111.0, 111.4, 111.4, 112.3, 140.5, 141.7, 156.0, 158.6, 160.0, 161.9, 171.8. 1 H and 13 C NMR data (DMSO- d 6 ), were similar with the published data, but there were discrepancies of as much as 0.25 ppm for 1 H NMR and 4.8 ppm for 13 C NMR 35. We performed additional NMR experiments (DEPT, HMQC, HMBC, COSY), which corroborated our assignment of 5 as 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoic acid.…”
Section: Methodssupporting
confidence: 84%
“…S15†): δ = 21.1, 22.3, 102.7, 104.0, 111.0, 111.4, 111.4, 112.3, 140.5, 141.7, 156.0, 158.6, 160.0, 161.9, 171.8. 1 H and 13 C NMR data (DMSO- d 6 ), were similar with the published data, but there were discrepancies of as much as 0.25 ppm for 1 H NMR and 4.8 ppm for 13 C NMR 35. We performed additional NMR experiments (DEPT, HMQC, HMBC, COSY), which corroborated our assignment of 5 as 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoic acid.…”
Section: Methodssupporting
confidence: 84%
“…Several species of lichens have been used for various remedies in folk medicine since ancient time and variety of biologically active lichen metabolites, including antimycobacterial, antiviral, antioxidant and antiherbivore properties, have been described [50,51]. Antarctic lichens may have evolved unique secondary metabolites to help in surviving the extreme environment in which they live [52,53,54]. …”
Section: Lichenmentioning
confidence: 99%
“…Furthermore, the marker at m / z 273.1 (calculated for C 15 H 13 O 5 , [M − H] − ) connecting diorcinol and another targeted lead at m / z 377.1 possessed fragmentation losses similar to those of diorcinol, revealing that they shared a common structural core. This lead which differs a carboxyl group from diorcinol was presumed as 4‐carboxydiorcinol ( 5 ), another diphenyl ether, which has been previously reported as a product of Hypocera citrina and Aspergillus fumigatus (Ivanova et al ., ). The co‐culture induction of 4‐carboxydiorcinol was still visible as its production was enhanced by a factor up to 8 compared with the monoculture ( Supporting information Table S1).…”
Section: Resultsmentioning
confidence: 97%