The granulation-inhibiting principles from Eucalyptus globulus Labill. III. The structures of euglobal-III,-IVb and -VII.

Kozuka, Mutsuo; Sawada, Tokunosuke; Mizuta, Eiji; Kasahara, Fumiko; Amano, Toshio; Komiya, Takeya; Goto, Minoru

doi:10.1248/cpb.30.1964

Cited by 53 publications

(39 citation statements)

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“…[4][5][6] In addition to the antioxidants, the chemical constituents of the leaves have been investigated extensively to reveal the presence of a wide array of compounds, including monoterpenes, such as 1,8-cineole, sesquiterpenephloroglucinol derivatives, flavonoids, tannins, and related polyphenols. 3,[7][8][9][10][11][12][13] As part of studies evaluating official food additives conducted by research groups of the Ministry of Health, Labour and Welfare of Japan since 2003, eucalyptus leaf extract was found to include gallic acid, quercetin 3-O--D-glucuronide, kaempferol 3-O--D-glucuronide, globuluside, cryptmeridiol, 4-epi-cryptmeridiol, 3,13-dihydroxyurs-11-en-28-oic acid, -eudesmol, and macrocarpal I, of which the first three were the main constituents.…”

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confidence: 99%

Marker Constituents of the Natural Antioxidant Eucalyptus Leaf Extract for the Evaluation of Food Additives

Amakura¹,

Yoshimura²,

Sugimoto³

et al. 2009

Bioscience, Biotechnology, and Biochemistry

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confidence: 99%

Marker Constituents of the Natural Antioxidant Eucalyptus Leaf Extract for the Evaluation of Food Additives

Amakura¹,

Yoshimura²,

Sugimoto³

et al. 2009

Bioscience, Biotechnology, and Biochemistry

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“…The NMR data (Tables 1 and 2) analysis revealed that eucalrobusones O-P ( 6–7 ) were two FPMs of the same carbon skeleton with euglobal-III19, possessing germacrane-type moieties. Yet the Me-15 existed as terminal double bond in both 6 and 7 due to the HMBC correlations from H 2 -3 to C-15 and from H 2 -2/H-6 to C-4.…”

Section: Resultsmentioning

confidence: 99%

New Formyl Phloroglucinol Meroterpenoids from the Leaves of Eucalyptus robusta

Shang

Yang

Liu

et al. 2016

Sci Rep

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Seven new formyl phloroglucinol meroterpenoids (FPMs), namely eucalrobusones J-P (1–7), as well as three known ones (8–10) were isolated from the leaves of Eucalyptus robusta. Their structures were elucidated by spectroscopic data analysis, and their absolute configurations were determined by applications of the Snatzke’s helicity rule and the electron circular dichroism (ECD) calculation. These FPMs are diverse in coupling patterns between phloroglucinol and sesquiterpenoid units, forming novel polycyclic ring systems. Compound 1 possesses a new carbon skeleton that a 1-oxaspiro[5.6]dodecane core is formed through C-14 rather than C-4 of the aromadendrane moiety. Compound 2 features a novel 6/7/5 ring-fused 6-oxabicyclo[3.2.2]nonane skeleton. Compounds 3–5 are rare aristolane-based FPMs. By forming different oxo bridges, compound 3 is the first sample of FPM with benzo-dihydrofuran structure, and compound 4 possesses a novel 6/6/6/6/3-fused pentacyclic skeleton. Compounds 1, 6, and 8 exhibited significant antifungal activities against Candida glabrata with MIC50 values of 2.57, 1.95, and 2.49 μg/mL, respectively.

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“…Leaves of E. excerta contain a-pinene in abundance (Gupta et al 1988), and this compound is also weIl represented in leaves of E. urophylla ) and E. globulus ssp. The stilbene derivative resveratrol (11) is weIl represented in E. sideroxylon stern tissues (Kuc and Shain 1977), while aromadendrene (12) and globulol (13) (Nishimura and Calvin 1979) and euglobal-III (14) (Kozuka et al 1982) are obtainable from the E. globulus fruit. The stilbene derivative resveratrol (11) is weIl represented in E. sideroxylon stern tissues (Kuc and Shain 1977), while aromadendrene (12) and globulol (13) (Nishimura and Calvin 1979) and euglobal-III (14) (Kozuka et al 1982) are obtainable from the E. globulus fruit.…”

Section: Pharmacological Compoundsmentioning

confidence: 99%

Medicinal and Aromatic Plants VIII

Bajaj¹

1995

Biotechnology in Agriculture and Forestry

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PrefaceThis series ofbooks on the biotechnology of Medicinal and Aromatic Plants provides a survey of the literature focusing on recent information and the state of the art in tissue culture and the in vitro production of secondary metabolites. This book, Medicinal and Aromatic Plants VIII, like the previous seven volumes published in 1988, 1989, 1991, 1993, and 1994, is unique in its approach. It comprises 26 chapters dealing with the distribution, importance, conventional propagation, micropropagation, tissue culture studies and the in vitro production of important medicinal and pharmaceutical compounds in various species of Achillea,

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The granulation-inhibiting principles from Eucalyptus globulus Labill. III. The structures of euglobal-III,-IVb and -VII.

Cited by 53 publications

References 1 publication

Marker Constituents of the Natural Antioxidant Eucalyptus Leaf Extract for the Evaluation of Food Additives

Marker Constituents of the Natural Antioxidant Eucalyptus Leaf Extract for the Evaluation of Food Additives

New Formyl Phloroglucinol Meroterpenoids from the Leaves of Eucalyptus robusta

Medicinal and Aromatic Plants VIII

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