Kaurane-type diterpenoids from Chromoleana odorata, their X-ray diffraction studies and potent α-glucosidase inhibition of 16-kauren-19-oic acid

• Published in: Fitoterapia Vol. 82; no. 4; pp. 642 - 646
• Main Authors: Wafo, Pascal, Kamdem, Ramsay S.T., Ali, Zulfiqar, Anjum, Shazia, Begum, Afshan, Oluyemisi, Ogbole O., Khan, Shamsun N., Ngadjui, Bonaventure T., Etoa, Xavier F., Choudhary, Muhammed Iqbal
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01.06.2011; Elsevier
• Subjects: 15-angeloyloxy-1617-epoxy-19-kauronic acid; alpha-glucosidase; Anti-Bacterial Agents - analysis; Antibacterial; antibacterial properties; Asteraceae; Bacillus subtilis; Biological and medical sciences; Chromolaena - chemistry; Chromoleana odorata; Diterpenes, Kaurane - chemistry; Diterpenes, Kaurane - isolation & purification; diterpenoids; Escherichia coli; General pharmacology; Glycoside Hydrolase Inhibitors; Medical sciences; metabolites; Microbial Sensitivity Tests; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Roots - chemistry; roots; X-Ray Diffraction; α-glucosidase inhibition; α-glucosidase inhibition; 15-angeloyloxy-1617-epoxy-19-kauronic acid; Chromoleana odorata; Antibacterial; Asteraceae; Terpenoid; Enzyme; Pharmacognosy; 15-angeloyloxy-16; Compositae; Medicinal plant; Glycosylases; α-Glucosidase; Dicotyledones; Glycosidases; Angiospermae; Plant origin; Diterpene; Hydrolases; Spermatophyta; 17-epoxy-19-kauronic acid; Antibacterial agent
• ISSN: 0367-326X; 1873-6971
• DOI: 10.1016/j.fitote.2011.02.003

A new diterpenoid, 15-angeloyloxy-16,17-epoxy-19-kauronic acid ( 1), along with five known metabolites, 16-kauren-19-oic acid ( 2), 6′-hydroxy-2′,3′,4,4′-tetramethoxychalcone ( 3), isosakuranetin ( 4), acacetin ( 5), and kaempferide ( 6) was isolated from the organic extracts of the roots of Chromoleana odorata. Their structures were determined by spectroscopic evidences. The structures of 1 and 2 were further confirmed by single-crystal X-ray diffraction studies. Compound 2 exhibited significant α-glucosidase inhibitory and antibacterial activities against Escherichia coli and Bacillus subtilis. A new diterpenoid, 15-angeloyloxy-16,17-epoxy-19-kauronic acid, along with five known metabolite, 16-kauren-19-oic acid, was isolated from the organic extracts of the roots of Chromoleana odorata and confirmed by single-crystal X-ray diffraction studies. 16-Kauren-19-oic acid exhibited significant α-glucosidase inhibitory activity. [Display omitted]