2007
DOI: 10.3998/ark.5550190.0008.f22
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Indole alkaloid from the Red Sea sponge Hyrtios erectus

Abstract: Indole-3-carbaldehyde and 5-deoxyhyrtiosine A are reporterd for the first time in the genus Hertios, in addition to other indole alkaloids and three scalarane sesterterpenes, from the Red Sea sponge Hertios erectus. The isolated compounds were tested for their cytotoxic and antimicrobial activities.

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Cited by 35 publications
(11 citation statements)
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“…Previously reported longer wavelength bands for CTLP, DHEP and the peroxides of their provitamin D precursors are not likely to be correct [19]. Ashour et al gave λ max at 204 nm, for ProP in methanol [25], but their 243 nm peak is not supported by our spectrum. The spectrum for DHEP by Albro et al of end absorption with a shoulder at 222 nm [26] is closer to our own.…”
Section: Photochemical Observationscontrasting
confidence: 82%
See 1 more Smart Citation
“…Previously reported longer wavelength bands for CTLP, DHEP and the peroxides of their provitamin D precursors are not likely to be correct [19]. Ashour et al gave λ max at 204 nm, for ProP in methanol [25], but their 243 nm peak is not supported by our spectrum. The spectrum for DHEP by Albro et al of end absorption with a shoulder at 222 nm [26] is closer to our own.…”
Section: Photochemical Observationscontrasting
confidence: 82%
“…Thus, the biological properties of the RP photoproducts are unknown. On the other hand, isolated as natural products, the peroxide photoproducts have been shown to be moderately cytotoxic against a variety of cancer cells [19,25,55,59]. It has also been speculated that endoperoxide formation in exposed skin may account for the tumor promoting action of UVA (λ > 315 nm) [26].…”
Section: Discussionmentioning
confidence: 99%
“…J. endophytica 161111 was found to produce alkaloids in a saline culture medium by thin layer chromatography (TLC) visualizing with Dragendorff’s reagent. Chemical investigations on the ethyl acetate (EtOAc) extract of fermentation broth of strain 161111 resulted in the isolation and identification of three pyrazine derivatives, 2-(furan-2-yl)-6-(2 S ,3 S ,4-trihydroxybutyl)pyrazine ( 1 ) and 2-(furan-2-yl)-5-(2 S ,3 S ,4-trihydroxybutyl) pyrazine ( 2 ) [ 6 ] and lumichrome ( 10 ) [ 7 ]; four pyrrololactones, ( S )-4-isobutyl-3-oxo-3,4-dihydro-1 H -pyrrolo[2,1- c ][1,4]oxazine-6-carbaldehyde ( 3 ) [ 8 ], ( S )-4-isopropyl-3-oxo-3,4-dihydro-1 H -pyrrolo[2,1- c ][1,4]oxazine-6-carbaldehyde ( 4 ) [ 8 ], (4 S )-4-(2-methylbutyl)-3-oxo-3,4-dihydro-1 H -pyrrolo[2,1- c ][1,4]oxazine-6-carbaldehyde ( 5 ) [ 8 , 9 ] and ( S )-4-benzyl-3-oxo-3,4-dihydro-1 H -pyrrolo[2,1- c ][1,4]oxazine-6-carbaldehyde ( 6 ) [ 10 ]; three β-carbolines, flazin ( 7 ) [ 11 ], perlolyrine ( 8 ) [ 12 ] and 1-hydroxy-β-carboline ( 9 ) [ 13 ]; along with 1 H -indole-3-carboxaldehyde ( 11 ) [ 14 , 15 ], 2-hydroxy-1-(1 H -indol-3-yl) ethanone ( 12 ) [ 14 , 15 ], and 5-(methoxymethyl)-1 H -pyrrole-2-carbaldehyde ( 13 ) [ 16 ] ( Figure 1 ). Compounds 8 – 11 showed anti-influenza A (H1N1) virus activity with the half maximal inhibitory concentration ( IC 50 ) and selectivity index ( SI ) values of 38.3(±1.2)/25.0(±3.6)/39.7(±5.6)/45.9(±2.1) μg/mL and 3.0/16.1/3.1/11.4, respectively.…”
Section: Introductionmentioning
confidence: 99%
“…The other compounds were identified as (22 E )-ergosta-7,22,25-triene-3 β ,5 α ,6 β -triol ( 2 ), 19,22 3 β -hydroxycholest-5ene-7-one ( 3 ), 24 cholesterol sulfate ( 4 ), 25 3-formamidotheonellin ( 5 ), 26 para- hydroxybenzylideneacetone ( 6 ), 27 indole-3-carbaldehyde ( 7 ), 28 thymidine ( 8 ), and adenosine ( 9 ) 29 (The experimental data for compounds 2 - 9 are shown in Supplemental Material). Their NMR and physical data were compared with those reported in the literature and found to match them very well.…”
Section: Resultsmentioning
confidence: 99%