Two sesquiterpenoids, lucinone and glutinone, from Jasonia glutinosa

Castillo, Lucinda Villaescusa; Lanza, Ana M. Díaz; Faure, Robert; Debrauwer, Laurent; Élias, Riad; Balansard, G.

doi:10.1016/0031-9422(95)00377-j

Cited by 29 publications

(12 citation statements)

References 6 publications

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“…This H-6β resonated as a doublet of doublets and showed geminal coupling with H-6α (J = 11.5 Hz) and trans diaxial coupling with the methine proton H-7 at δ 1.61 (J = 10.5 Hz). The diaxial coupling permitted us to establish an αstereochemistry for H-7 and consequently the βconfiguration for the hydroxyisopropyl group at C-7, the same stereochemistry observed in the common sesquiterpenes of this genus [3,[7][8][9][10][11][12][13][14][15]. This result was further supported by the NOESY spectrum, which showed a strong NOE between H-6β and the methyl groups CH 3 -12 and CH 3 -13.…”

Section: The First Sequence a [-C(1)h 2 -C(2)h 2 -C(3)h 2 -] Wassupporting

confidence: 59%

Jasomontanone, a Novel Bicyclic Sesquiterpene from the Leaves of Jasonia montana

Mahmoud

2006

Natural Product Communications

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A novel rearranged eudesmane sesquiterpene with a new 5/7 membered bicyclic-ring-system, jasomontanone, was isolated from Jasonia montana. Its structure was determined as (3aR*, 6R*, 8aR)-3a-(hydroxymethyl)-6-(2-hydroxy-propan-2-yl)-8amethyl-octahydrazulen-4(5H)-one by analysis of spectroscopic data (IR, HR-MS, 1 H and 13 C NMR), including 2D NMR (1 H-1 H COSY, HMQC, HMBC and NOESY), chemical transformation, and biogenetic consideration.

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Section: The First Sequence a [-C(1)h 2 -C(2)h 2 -C(3)h 2 -] Wassupporting

confidence: 59%

Jasomontanone, a Novel Bicyclic Sesquiterpene from the Leaves of Jasonia montana

Mahmoud

2006

Natural Product Communications

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“…Deducting the acetyl group, the remaining fifteen carbons and the NMR data (Tables 2, 3) suggested 3 to be a sesquiterpene, similar to lucinone, which was an eudesmanoid-type terpene, isolated from Jasonia glutinosa. 16) In the HMBC experiment (Fig. 5), correlations from H-15 (δ H 2.17) to C-3 and C-4, and from H-1 (δ H 4.74) to the ester carbonyl carbon located the ketone carbonyl and the acetyl at C-4 and C-1, respectively.…”

mentioning

confidence: 99%

Disesquiterpenoid and Sesquiterpenes from the Flos of <i>Chrysanthemum indicum</i>

Zhou

Wang

Zhang

et al. 2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Several investigations on the chemical composition of Chiliadenus glutinosus have been published previously and have identified about one hundred different chemical compounds [ 24 , 25 , 26 ]. In the present study, it has been decided to select and analyze the following seven phytochemicals: camphor, borneol, lucinone, glutinone, kutdtriol, quercetin, and kaempferol, from the total of compounds, as they are present in greater proportions in the essential oil of Ch.…”

Section: Resultsmentioning

confidence: 99%

Ethnobotanical Research and Compilation of the Medicinal Uses in Spain and the Active Principles of Chiliadenus glutinosus (L.) Fourr. for the Scientific Validation of Its Therapeutic Properties

Etayo

Llamas

Acedo

2021

Plants

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The species Chiliadenus glutinosus (L.) Fourr. has a large number of therapeutic uses reported in the traditional Spanish medicine. The growing interest in preserving the ethnopharmacological knowledge related to the botanical diversity existing in Spain and the interest in achieving scientific validation of the therapeutic properties of medicinal species has led to the development of this study. To do it, all the known medicinal uses of Ch. glutinosus in Spain were compiled, then an exhaustive bibliographic research on its chemical composition was carried out, and finally, an in silico validation of the bioactive phytochemicals present in a higher proportion in the essential oil of Ch. glutinosus: camphor, borneol, lucinone, glutinone, quercetin, kutdtriol, and kaempferol; in an attempt to justify the reported traditional uses of the species. It was found that much of the traditional medicinal uses of Ch. glutinosus, along with the biological activity of its phytochemicals, are supported by scientific evidence. The results place this species in a prominent position to initiate possible lines of research to develop new, more effective drugs and improve therapies to treat conditions and diseases that affect the different organic systems of the human being.

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Two sesquiterpenoids, lucinone and glutinone, from Jasonia glutinosa

Cited by 29 publications

References 6 publications

Jasomontanone, a Novel Bicyclic Sesquiterpene from the Leaves of Jasonia montana

Jasomontanone, a Novel Bicyclic Sesquiterpene from the Leaves of Jasonia montana

Disesquiterpenoid and Sesquiterpenes from the Flos of <i>Chrysanthemum indicum</i>

Ethnobotanical Research and Compilation of the Medicinal Uses in Spain and the Active Principles of Chiliadenus glutinosus (L.) Fourr. for the Scientific Validation of Its Therapeutic Properties

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