Monohydroxy- and 2,5-Dihydroxy Terephthalic Acids, Two Unusual Phenolics Isolated from Centaurium erythraea and Identified in Other Gentianaceae Members

Hatjimanoli, Marianna; Favre-Bonvin, Jean; Kaouadji, Mourad; Mariotte, Anne‐Marie

doi:10.1021/np50059a030

Cited by 24 publications

(8 citation statements)

References 1 publication

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“…The UV spectrum exhibited maxima at 215,240, and 323 nm. Alkaline hydrolysis afforded adoxosidic acid (7) and a phenolic derivative which on HPLC analysis (diode array detection) showed a spectrum (A,,, 248, 325 nm) in accordance with that reported for 2-hydroxyterephthalic acid [7]. The NMR data definitely confirmed esterification of adoxosidic acid by 2-hydroxyterephthalic acid [7].…”

supporting

confidence: 82%

“…P-Configuration at C(8) was confirmed by comparing the C(9) (6 42.44) and C(10) shifts with those reported for acylated epimeric pairs, in particular 8cr-and 8P-dihydrogeniposide pentaacetate [6]. The presence of a 2,s-dihydroxyterephthalic-acid residue was suggested by the 'H-and 13C-NMR data and the strong yellowish green fluorescence [7]. Final proof of structure 1 was obtained by alkaline hydrolysis which afforded 2,5-dihydroxyterephthalic acid and adoxosidic acid (7).…”

mentioning

confidence: 56%

“…On the other hand, terephthalic-acid derivatives are rather uncommon in plants. However, 2-hydroxyterephthalic acid and 2,Sdihydroxyterephthalic acid have been identified in some Gentianaceae species [7]. Antioxidant activity of a few iridoids has been reported : picroside-I and kutkoside from Picrorrhiza kurroa (Scrophulariaceae) had free radical scavenging properties [13].…”

Section: -O-(6-deoxy-~-~-mannopyranosyl)-~-~-glucopyranosyl]oxy}-2-(3mentioning

confidence: 99%

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Iridoid Glucosides with Free Radical Scavenging Properties from Fagraea blumei

Cuendet

Hostettmann

Potterat

et al. 1997

Helvetica Chimica Acta

672

223

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supporting

confidence: 82%

mentioning

confidence: 56%

Section: -O-(6-deoxy-~-~-mannopyranosyl)-~-~-glucopyranosyl]oxy}-2-(3mentioning

confidence: 99%

See 1 more Smart Citation

Iridoid Glucosides with Free Radical Scavenging Properties from Fagraea blumei

Cuendet

Hostettmann

Potterat

et al. 1997

Helvetica Chimica Acta

672

223

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“…These results have shown that low levels of BAP were necessary for maximum shoot proliferation; this observation was different from those obtained with other medicinal species (Mederos-Molina 2002a, b;Dutta Gupta and Ibaraki 2006). In contrast, at concentrations higher than 2.0 mg/l BAP, the explants tended to develop adventitious shoots instead of axillary shoots without the intervention of callus, while in other medicinal species the behavior was different (George 1993). Moreover, MS medium with BAP in combination with KN, resulted a high frequency of shoot proliferation (83.3%) on shoot tip cultures (Table 2).…”

Section: Resultsmentioning

confidence: 98%

Micropropagation of Swertia chirata Buch.-Hams. ex Wall.: a critically endangered medicinal herb

Balaraju¹,

Agastian²,

Ignacimuthu³

2008

Acta Physiol Plant

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An efficient in vitro plant regeneration protocol for Swertia chirata Buch.-Ham. ex Wall (Gentianaceae), a critically endangered Himalayan medicinal herb, was developed using shoot tip explants derived from in vitro grown seedlings. Media with 2% sucrose and various types of hormones markedly influenced in vitro propagation of S. chirata. An in vitro shootlet production system using Murashige and Skoog (MS) medium with various hormones such as BAP, KN and TDZ was established. BAP at 1.0 mg/l and KN, 0.1 mg/l induced highest number of multiple shoots (42.16 ± 1.05) per explant. Micro-proliferated shoots were transferred to elongation medium amended with GA 3 (0.1 mg/l) and hormone free basal medium, after which they were transferred to rooting medium. The highest frequency of rooting (22.48 ± 1.08) was obtained in half-strength MS medium supplemented with NAA, 0.1 mg/l after testing with different auxins at various concentrations within 4 weeks of transfer to the rooting medium. Hardening was successfully attained under controlled conditions inside the plant tissue culture room. This method could effectively be applied for the conservation and clonal propagation to meet the pharmaceutical demands.

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“…Centaurium erythraea has been the subject of several phytochemical investigations, which have resulted in the isolation and identification of a variety of compounds, including, centauroside, centapicrin, flavonoids, gentiopicrin, gentiopicroside, isocoumarin, phenolic acids, swertiamarin, triterpenes, wertiamarine, and xanthones (Van Der Sluis and Labadie, 1981;Takagi et al, 1982;Kaouadji et al, 1986;Hatjimanoli et al, 1988;Schimmer and Mauthner, 1994;Jovanović et al, 2009;Valentão et al, 2000;Valentão et al, 2002;Kumarasamy et al, 2003a;Valentão et al, 2003a;Van Wyk and Wink, 2004;Schimmer and Mauthner, 1996;Bellakhdar, 2006). In addition, several steroids (␤-sitosterol, stigmasterol, campesterol, brassicasterol and ␦ 7 -stigmasterol), and essential amino acids (alanine, leucine, phenylalanine and tryptophan) have also been identified in centaury (Aquino et al, 1985).…”

Section: Introductionmentioning

confidence: 99%