2000
DOI: 10.1016/s0031-9422(00)00323-x
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Anthrone and oxanthrone C , O -diglycosides from Picramnia teapensis

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Cited by 17 publications
(20 citation statements)
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“…Based on the J value 7.9 Hz of the doublet of H-1 000 , the anomeric configuration of glucose was . In order to locate 970 T. Rˇezanka and V. M. Dembitsky the glucosylated hydroxy group (OH-1 0 , OH-3, OH-6, OH-6 0 , OH-8, OH-8 0 , OH-11, or OH-11 0 ) the 13 C NMR data of 1 were compared with those of the reference compounds, described in literature i.e., positions 1 and 8 [27], position 6 [28], and positions 3 and 11 [29], where the position direct bound (without methylene) were excluded on the basis of the chemical shifts. The glucopyranose moiety was determined to be O-linked at position 11 0 due to the downfield shift of this carbon signal to 58.…”
Section: Resultsmentioning
confidence: 99%
“…Based on the J value 7.9 Hz of the doublet of H-1 000 , the anomeric configuration of glucose was . In order to locate 970 T. Rˇezanka and V. M. Dembitsky the glucosylated hydroxy group (OH-1 0 , OH-3, OH-6, OH-6 0 , OH-8, OH-8 0 , OH-11, or OH-11 0 ) the 13 C NMR data of 1 were compared with those of the reference compounds, described in literature i.e., positions 1 and 8 [27], position 6 [28], and positions 3 and 11 [29], where the position direct bound (without methylene) were excluded on the basis of the chemical shifts. The glucopyranose moiety was determined to be O-linked at position 11 0 due to the downfield shift of this carbon signal to 58.…”
Section: Resultsmentioning
confidence: 99%
“…In continuation of our search for compounds to be used in the control of leaf-cutting ants [5 -15], we have investigated the dichloromethane extract of the stems of P. grandiflorus leading to the isolation of a new imidazole alkaloid (1) in addition to the known compounds germanicol (2) [16], β -amiryn (3) [17], ocotillone (4) [18], β -sitosterol (5) [19], stigmast-4-en-3-one (6) [20], 3β -hydroxy-stigmast-5-en-7-one (7) [21], 6β -hydroxy-stigmast-4-en-3-one (8) [22], sy-ringaresinol (9) [23], syringaldehyde (10) [24], syringic acid (11) [25], vanillic acid (12) [26], scopoletin The known compounds were identified by comparison of their physical and spectral data with those already reported in the literature. The new imidazole alkaloid had its structure determined on the basis of chemical and spectral evidence.…”
Section: Resultsmentioning
confidence: 99%
“…We have previously described our findings on the chemical study of P. teapensis, a tree found in Central America 2,3 . The study of the ethyl acetate extract of the stem bark from this plant has led to the isolation and characterization of two C-glycosylated anthrones (picramniosides D, E); two C-glycosylated oxanthrones (mayoside and mayoside B); a C,O-diglycosylated anthrone (picramnioside F); a C,O-diglycosylated oxanthrone (mayoside C); two anthraquinone glycosides (1-O-b-Dglucopyranosyl emodin and 8-O-b-D-glucopyranosyl emodin) as well as emodin and umbelliferone 2,3 .…”
Section: Introductionmentioning
confidence: 93%
“…The study of the ethyl acetate extract of the stem bark from this plant has led to the isolation and characterization of two C-glycosylated anthrones (picramniosides D, E); two C-glycosylated oxanthrones (mayoside and mayoside B); a C,O-diglycosylated anthrone (picramnioside F); a C,O-diglycosylated oxanthrone (mayoside C); two anthraquinone glycosides (1-O-b-Dglucopyranosyl emodin and 8-O-b-D-glucopyranosyl emodin) as well as emodin and umbelliferone 2,3 . Some of them showed antifungal activity against Leucoagaricus gongylophorus the symbiotic fungus cultivated by the leafcutting ants Atta sexdens L 3 .…”
Section: Introductionmentioning
confidence: 99%