2016
DOI: 10.1016/j.bmcl.2016.08.093
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Abstract: a b s t r a c tCitrinovirin (1), a novel norditerpene with an unprecedented carbon skeleton along with three known compounds, cyclonerodiol (2), 3-(2-hydroxypropyl)-4-(hexa-2E,4E-dien-6-yl)furan-2(5H)-one (3), and 5-hydroxy-3-hydroxymethyl-2-methyl-7-methoxychromone (4), was isolated from the culture of a marine brown alga-endophytic strain (cf-27) of Trichoderma citrinoviride. The structure and relative configuration of 1 were identified by spectroscopic methods, including 1D/2D NMR and MS. Its absolute confi… Show more

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Cited by 37 publications
(31 citation statements)
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“…The relative configurations of exocyclic chiral centers were difficult to be determined. However, the rotation of a single bond between two asymmetric carbons was restricted to some extent, which enabled the assignment of relative configurations by coupling constants or NOE correlations [11,12]. NOE correlations of Me-14 with H-1 and of H-7 with H-1 and H-5b suggested the R * configuration of C-7, and the S * configuration of C-10 was speculated by comparison of NMR data with literature [13,14].…”
Section: Resultsmentioning
confidence: 99%
“…The relative configurations of exocyclic chiral centers were difficult to be determined. However, the rotation of a single bond between two asymmetric carbons was restricted to some extent, which enabled the assignment of relative configurations by coupling constants or NOE correlations [11,12]. NOE correlations of Me-14 with H-1 and of H-7 with H-1 and H-5b suggested the R * configuration of C-7, and the S * configuration of C-10 was speculated by comparison of NMR data with literature [13,14].…”
Section: Resultsmentioning
confidence: 99%
“…T. longibrachiatum is generally isolated from terrestrial soil and plants [11][12][13][14], being a rare marine resource [15]. Ji and co-workers isolated various Trichoderma species from marine alga which could produce structurally unique and biologically active metabolites [16][17][18][19], also indicating the research potential of marine-derived Trichoderma species.…”
Section: Introductionmentioning
confidence: 99%
“…Gliotoxin with a unique disulfide bridge is a representative fungal toxin that has been obtained from Trichoderma viride for the first time (Brian, 1944), and later this compound along with its analogues have also been found in some marine-derived fungi (Chen et al, 2015;Luo et al, 2017;Sun et al, 2012;Wang et al, 2012). In continuation of our efforts to search for the chemical diversity of marine algicolous Trichoderma species (Liang et al, 2016;Miao et al, 2012), an epiphytic strain (Y13-3) of T. virens obtained from the marine red alga Gracilaria vermiculophylla was examined. As a result, two naturally occurring gliotoxin derivatives, dehydroxymethylbis(dethio)bis(methylthio)gliotoxin (1) and (3S,6R)-6-(para-hydroxybenzyl)-1,4-dimethyl-3,6-bis(methylthio)piperazine-2,5-dione (2), together with three known analogues, (3R,6R)-6-(para-hydroxybenzyl)-1,4-dimethyl-3,6-bis(methylthio)piperazine-2,5dione (3) (Hanson and O'Leary, 1981), bis(dethio)bis(methylthio)gliotoxin (4) (Lee et al, 2001;Sun et al, 2012), and bis(dethio)bis(methylthio)-12,13-didehydrogliotoxin (5) (Forseth et al, 2011;Sun et al, 2012), were isolated and identified from the culture (Fig.…”
Section: Introductionmentioning
confidence: 99%