title: Alkaloids from Pandanus amaryllifolius: Isolation and Their Plausible Biosynthetic Formation.
abstract: Pandanus amaryllifolius Roxb. (Pandanaceae) is used as a flavor and in folk medicine in Southeast Asia. The ethanolic crude extract of the aerial parts of P. amaryllifolius exhibited antioxidant, antibiofilm, and anti-inflammatory activities in previous studies. In the current investigation, the purification of the ethanolic extract yielded nine new compounds, including N-acetylnorpandamarilactonines A (1) and B (2); pandalizines A (3) and B (4); pandanmenyamine (5); pandamarilactones 2 (6) and 3 (7), and 5(E)-pandamarilactonine-32 (8); and pandalactonine (9). The isolated alkaloids, with either a γ-alkylidene-α,β-unsaturated-γ-lactone or γ-alkylidene-α,β-unsaturated-γ-lactam system, can be classified into five skeletons including norpandamarilactonine, indolizinone, pandanamine, pandamarilactone, and pandamarilactonine. A plausible biosynthetic route toward 1-5, 7, and 9 is proposed.
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
authors.forename: Yu-Chi
authors.initials: YC
authors.lastname: Tsai
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
authors.forename: Meng-Lun
authors.initials: ML
authors.lastname: Yu
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.|Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, Ain-Shams University , Organization of African Unity Street, Abassia, Cairo 11566, Egypt.
authors.forename: Mohamed
authors.initials: M
authors.lastname: El-Shazly
authors.affiliation: Institut fur Pharmazeutische Biologie, Technische Universitat Braunschweig , Mendelssohnstrasse 1, D-38106 Braunschweig, Germany.
authors.forename: Ludger
authors.initials: L
authors.lastname: Beerhues
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
authors.forename: Yuan-Bin
authors.initials: YB
authors.lastname: Cheng
authors.affiliation: Department of Nutrition, I-Shou University , Kaohsiung 840, Taiwan.
authors.forename: Lei-Chin
authors.initials: LC
authors.lastname: Chen
authors.affiliation: Graduate Institute of Natural Products, College of Medicine, Chang Gung University , Taoyuan 333, Taiwan.
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.affiliation: Department of Medical and Applied Chemistry, Kaohsiung Medical University , Kaohsiung 807 Taiwan.
authors.forename: Hui-Fen
authors.initials: HF
authors.lastname: Chen
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
authors.forename: Yu-Ming
authors.initials: YM
authors.lastname: Chung
authors.affiliation: Cancer Center, Kaohsiung Medical University Hospital , Kaohsiung 807, Taiwan.
authors.forename: Ming-Feng
authors.initials: MF
authors.lastname: Hou
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.|Chinese Medicine Research and Development Center, China Medical University Hospital , Taichung 404, Taiwan.|Center for Molecular Medicine, China Medical University Hospital , Taichung 404, Taiwan.|School of Chinese Medicine, College of Chinese Medicine, China Medical University , Taichung 404, Taiwan.
authors.forename: Yang-Chang
authors.initials: YC
authors.lastname: Wu
authors.affiliation: Graduate Institute of Natural Products, Kaohsiung Medical University , Kaohsiung 807, Taiwan.|Cancer Center, Kaohsiung Medical University Hospital , Kaohsiung 807, Taiwan.|Research Center for Natural Product and New Drug, Kaohsiung Medical University , Kaohsiung 807, Taiwan.|Department of Marine Biotechnology and Resources, National Sun Yat-sen University , Kaohsiung 804, Taiwan.
authors.forename: Fang-Rong
authors.initials: FR
authors.lastname: Chang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D031673:Pandanaceae / Q000737:chemistry*; D035261:Plant Components, Aerial / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D013237:Stereoisomerism; D013624:Taiwan
chemical_list: D000470:Alkaloids; D000975:Antioxidants; D005663:Furans; D007783:Lactones; D011759:Pyrrolidines; C544252:pandanamine