Synthetic studies on highly oxygenated quassinoids: Total synthesis of (±)-14β,15β-dihydroxyklaineanone

Grieco, Paul A.; Cowen, Scott D.; Mohammadi, Farahnaz

doi:10.1016/0040-4039(96)00340-1

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Quassinoids1

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Cited by 7 publications

(1 citation statement)

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“…104 A total synthesis of 14b,15b-dihydroxyklaineanone has been achieved. 105 The alleged aglycone of bruceoside C has been synthesised but is different from the aglycone obtained from the natural compound. 106…”

Section: Quassinoidsmentioning

confidence: 99%

Triterpenoids

Connolly¹,

Hill²

1999

Nat. Prod. Rep.

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Section: Quassinoidsmentioning

confidence: 99%

Triterpenoids

Connolly¹,

Hill²

1999

Nat. Prod. Rep.

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Synthetic medicinal chemistry of selected antimalarial natural products

Kumar

Mahajan

Chibale

2009

Bioorganic & Medicinal Chemistry

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LC–MS/MS-based metabolites of Eurycoma longifolia (Tongkat Ali) in Malaysia (Perak and Pahang)

Chua

Amin

Neo

et al. 2011

Journal of Chromatography B

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A number of three LC-MS/MS hybrid systems (QTof, TripleTof and QTrap) has been used to profile small metabolites (m/z 100-1000) and to detect the targeted metabolites such as quassinoids, alkaloids, triterpene and biphenylneolignans from the aqueous extracts of Eurycoma longifolia. The metabolite profiles of small molecules showed four significant clusters in the principle component analysis for the aqueous extracts of E. longifolia, which had been collected from different geographical terrains (Perak and Pahang) and processed at different extraction temperatures (35°C and 100°C). A small peptide of leucine (m/z 679) and a new hydroxyl methyl β-carboline propionic acid have been identified to differentiate E. longifolia extracts that prepared at 35°C and 100°C, respectively. From the targeted metabolites identification, it was found that 3,4ɛ-dihydroeurycomanone (quassinoids) and eurylene (squalene-type triterpene) could only be detected in the Pahang extract, whereas canthin-6-one-3N-oxide could only be detected in the Perak extract. Overall, quassinoids were present in the highest concentration, particularly eurycomanone and its derivatives compared to the other groups of metabolites. However, the concentration of canthin-6-one and β-carboline alkaloids was significantly increased when the roots of the plant samples were extracted at 100°C.

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Synthetic studies on highly oxygenated quassinoids: Total synthesis of (±)-14β,15β-dihydroxyklaineanone

Cited by 7 publications

References 5 publications

Triterpenoids

Triterpenoids

Synthetic medicinal chemistry of selected antimalarial natural products

LC–MS/MS-based metabolites of Eurycoma longifolia (Tongkat Ali) in Malaysia (Perak and Pahang)

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