2011
DOI: 10.1007/s13659-011-0011-y
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Chemical investigation on the cultures of the fungus Xylaria carpophila

Abstract: Abstract:A chemical investigation on the cultures of Xylaria carpophila led to the isolation of one known cyclopeptide (1), five new sesquiterpenes, named as xylcarpins AE (26), and another known compound (7). The structures were determined by extensive NMR and MS spectroscopic analysis. The absolute configuration of 1 was established by use of Marfey's method and ROESY spectroscopic data. All compounds were tested for their cytotoxicities against five human cancer cell lines. Compound 7 showed week inhibito… Show more

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Cited by 20 publications
(15 citation statements)
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References 22 publications
(26 reference statements)
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“…They also inhibited mammalian cell growth with high potency as demonstrated in the Vero monkey cell-growth inhibition (XTT) assay for cytotoxicity with IC 50 values of 0.46 for 66 and 1.9 mg/ml for 67 [25]. Xylariaquinone A (111) showed weak cytotoxicity against four of the tests cell lines, HL-60, SMMC-7721, A-549, and MCF-7 [15]. (À)-Xylariamide A (94) was 0 and 71% lethal to brine shrimp at 20 and 200 mg/ml, respectively [33].…”
Section: Cytotoxic Activity 34 Other Activities 4 Conclusionmentioning
confidence: 99%
See 1 more Smart Citation
“…They also inhibited mammalian cell growth with high potency as demonstrated in the Vero monkey cell-growth inhibition (XTT) assay for cytotoxicity with IC 50 values of 0.46 for 66 and 1.9 mg/ml for 67 [25]. Xylariaquinone A (111) showed weak cytotoxicity against four of the tests cell lines, HL-60, SMMC-7721, A-549, and MCF-7 [15]. (À)-Xylariamide A (94) was 0 and 71% lethal to brine shrimp at 20 and 200 mg/ml, respectively [33].…”
Section: Cytotoxic Activity 34 Other Activities 4 Conclusionmentioning
confidence: 99%
“…Benzoquinones. (4S,5S,6S)-5,6-Epoxy-4-hydroxy-3-methoxy-5-methylcyclohexen-1-one (112) was isolated from Xylaria carpophila [15]. 101 [39].…”
Section: Cytotoxic Activity 34 Other Activities 4 Conclusionmentioning
confidence: 99%
“…Compound 1 also showed cytotoxicity against HL‐60, A‐549, MCF‐7 and SW480 with IC 50 values of 23·1, 35·7, 28·5 and 29·0 μ mol/l respectively (Yin et al . ). In contrast, it did not show activity against Plasmodium falciparum K1 (Tansuwan et al .…”
Section: Discussionmentioning
confidence: 97%
“…Driman-7a,8a,11-triol has been synthesized in diastereomerically pure form. 84 Another three compounds of this type 105-107 have been found in extracts of fungal endophytes, which had been isolated from Pinus strobus. 83 5 Bisabolane, macrocarpane, sesquithujene and heliannane group Xylacarpins D 103 and E 104 are two new bisabolane derivatives, which have been obtained from cultures of the fungus Xylaria carpophila.…”
Section: Bicyclofarnesanementioning
confidence: 99%
“…122 Another species of this genus, Laurencia dendroidea, contains several chamigrane sesquiterpenes with leishmanicidal activity. 84 A goldand copper-catalyzed cycloisomerization has been used in the synthesis of thujopsane-like compounds. 124 The thujopsane derivatives xylcarpins C-E 147-149 have been isolated from cultures of the fungus Xylaria carpophila.…”
Section: Chamigrane and Thujopsanementioning
confidence: 99%