title: 3-Keto umbilicagenin A and B, new sapogenins from Allium umbilicatum Boiss.
abstract: Two sapogenins, named 3-keto umbilicagenin A and B (1 and 2), possessing a novel chemical structure with a 3-keto group on the spirostane skeleton, have been isolated from Allium umbilicatum Boiss. Their chemical structure has been established through a combination of extensive spectroscopic analysis, mainly nuclear magnetic resonance and mass spectrometry, and chemical methods as (25R)-3-keto-spirostan-2α,5α,6β-triol (1) and (25R)-3-keto-spirostan-2α,5α-diol (2). The isolated compounds were tested for cytotoxic activity on J-774, murine monocyte/macrophage, and WEHI-164, murine fibrosarcoma cell lines.
authors.affiliation: Department of Pharmacognosy, Isfahan University of Medical Sciences, Hezar Jerib Avenue, 73461 Isfahan, Iran.
authors.forename: Masoud
authors.initials: M
authors.lastname: Sadeghi
authors.affiliation: Department of Pharmacognosy, Isfahan University of Medical Sciences, Hezar Jerib Avenue, 73461 Isfahan, Iran.
authors.forename: Behzad
authors.initials: B
authors.lastname: Zolfaghari
authors.affiliation: Dipartimento di Agraria, Università di Napoli Federico II, Via Università 100, 80055 Portici, Naples, Italy.
authors.forename: Raffaele
authors.initials: R
authors.lastname: Troiano
authors.affiliation: Dipartimento di Agraria, Università di Napoli Federico II, Via Università 100, 80055 Portici, Naples, Italy. Electronic address: lanzotti@unina.it.
authors.forename: Virginia
authors.initials: V
authors.lastname: Lanzotti
mesh_terms: D000490:Allium / Q000737:chemistry*; D000818:Animals; D002460:Cell Line; D035264:Flowers / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D015394:Molecular Structure; D012502:Sapogenins / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D012502:Sapogenins; C000598401:umbilicagenin A; C000598402:umbilicagenin B
keywords: 3-Keto spirostanol; Allium; Cytotoxic activity; NMR; Steroidal sapogenins