title: A new benzophenanthridine alkaloid and other bioactive constituents from the stem bark of Zanthoxylum heitzii.
abstract: Heitziquinone (7), a new benzophenanthridine alkaloid, together with five known compounds; isoarnottianamide (5), rhoifoline B (6), isobauerenol (8), 6-hydroxypellitorine (9) and sylvamide (10), were isolated as minor compounds from the hexane extract of stem bark from Zanthoxylum heitzii. Four previously reported compounds (1-4) were found, as well. Compounds 5 and 7 were both found to exist as 4:1 mixtures of two atropisomers. The structures were elucidated by 1D and 2D NMR spectroscopy and by mass spectrometry. Compounds 5-10 were identified for the first time in this species, and they are all rare natural compounds. Pellitorine (4), one of the main compounds from the hexane bark extract, was found to be responsible for the brine shrimp larvae toxicity (LC50 37 μM, 8 μg/ml) of the crude extract (LC50 24 μg/ml). Low cytotoxicity against a macrophage cell line was observed.
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway. Electronic address: helle.wangensteen@farmasi.uio.no.
authors.forename: Helle
authors.initials: H
authors.lastname: Wangensteen
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway.
authors.forename: Giang Thanh Thi
authors.initials: GT
authors.lastname: Ho
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway.
authors.forename: Margey
authors.initials: M
authors.lastname: Tadesse
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway; Norwegian Veterinary Institute, P. O. Box 750 Sentrum, 0106 Oslo, Norway.
authors.forename: Christopher O
authors.initials: CO
authors.lastname: Miles
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway.
authors.forename: Nastaran
authors.initials: N
authors.lastname: Moussavi
authors.affiliation: National Polytechnic High School, Marien Ngouabi University, BP 69 Brazzaville, People's Republic of Congo.
authors.forename: Bertin
authors.initials: B
authors.lastname: Mikolo
authors.affiliation: School of Pharmacy, Department of Pharmaceutical Chemistry, Section Pharmacognosy, University of Oslo, P.O. Box 1068 Blindern, 0316 Oslo, Norway.
authors.forename: Karl Egil
authors.initials: KE
authors.lastname: Malterud
mesh_terms: D000818:Animals; D001156:Artemia / Q000187:drug effects; D053119:Benzophenanthridines / Q000737:chemistry* / Q000302:isolation & purification; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000302:isolation & purification; D051379:Mice; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D053284:Polyunsaturated Alkamides / Q000737:chemistry / Q000302:isolation & purification; D000067996:RAW 264.7 Cells; D018675:Toxicity Tests; D032106:Zanthoxylum / Q000737:chemistry*
chemical_list: D053119:Benzophenanthridines; D005231:Fatty Acids, Unsaturated; D010936:Plant Extracts; D053284:Polyunsaturated Alkamides; C008778:pellitorine
keywords: Alkaloids; Amides; Artemia salina; Cytotoxicity; Zanthoxylum heitzii