BIOMAT Database Logo BIOMAT Database Logo

Isoquinoline alkaloids from Asimina triloba. 2019

Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
a National Center for Natural Products Research, School of Pharmacy, University of Mississippi University , MS , USA.

A new aporphine glycoside, (-)-anolobine-9-O-β-D-glucopyranoside was isolated from the twigs of pawpaw (Asimina triloba) along with 7 known alkaloids including five aporphine alkaloids (anolobine, nornuciferine, norushinsunine, liriodenine, and lysicamine), a proaporhine alkaloid (stepharine), and a tetrahydrobenzylisoquinoline alkaloid (coclaurine). Among these compounds, nornuciferine, lysicamine, stepharine, and coclaurine are reported for the first time from this plant. The structure of the new compound was elucidated by spectroscopic methods, including 1 D, 2 D NMR, and HRESI-MS. The absolute configuration of compounds 1, 2, 7 and 8 was determined by CD experiment.

UI MeSH Term Description Entries
D007546 Isoquinolines A group of compounds with the heterocyclic ring structure of benzo(c)pyridine. The ring structure is characteristic of the group of opium alkaloids such as papaverine. (From Stedman, 25th ed)
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D000470 Alkaloids Organic nitrogenous bases. Many alkaloids of medical importance occur in the animal and vegetable kingdoms, and some have been synthesized. (Grant & Hackh's Chemical Dictionary, 5th ed) Alkaloid,Plant Alkaloid,Plant Alkaloids,Alkaloid, Plant,Alkaloids, Plant
D001060 Aporphines Dibenzoquinolines derived in plants from (S)-reticuline (BENZYLISOQUINOLINES).
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D021241 Spectrometry, Mass, Electrospray Ionization A mass spectrometry technique used for analysis of nonvolatile compounds such as proteins and macromolecules. The technique involves preparing electrically charged droplets from analyte molecules dissolved in solvent. The electrically charged droplets enter a vacuum chamber where the solvent is evaporated. Evaporation of solvent reduces the droplet size, thereby increasing the coulombic repulsion within the droplet. As the charged droplets get smaller, the excess charge within them causes them to disintegrate and release analyte molecules. The volatilized analyte molecules are then analyzed by mass spectrometry. ESI Mass Spectrometry,Electrospray Ionization Mass Spectrometry,Mass Spectrometry, ESI,Spectrometry, ESI Mass
D031042 Asimina A plant genus of the family ANNONACEAE. It has edible fruit and seeds which contain asitrocin, asitrilobins, and other tetrahydrofuran acetogenins. Pawpaw,Asiminas,Pawpaws

Related Publications

Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
[ALKALOIDS OF ASIMINA TRILOBA DUNAL].
January 1965, Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Additional bioactive annonaceous acetogenins from Asimina triloba (Annonaceae).
March 1997, Bioorganic & medicinal chemistry,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Biologically active acetogenins from stem bark of Asimina triloba.
July 1993, Phytochemistry,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Lipids of the pawpaw fruit: Asimina triloba.
October 1999, Lipids,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Annonacin in Asimina triloba fruit: implication for neurotoxicity.
January 2012, Neurotoxicology,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Agrobacterium rhizogenes mediated-transformation of Asimina triloba L. cuttings.
January 2007, Pakistan journal of biological sciences : PJBS,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Asimin, asiminacin, and asiminecin: novel highly cytotoxic asimicin isomers from Asimina triloba.
June 1994, Journal of medicinal chemistry,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Guinea pig maximization test of the bark extract from pawpaw, Asimina triloba (Annonaceae).
July 1993, Contact dermatitis,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Three new adjacent bis-tetrahydrofuran acetogenins with four hydroxyl groups from Asimina triloba.
November 1996, Journal of natural products,
Taghreed A Majrashi, and Fazila Zulfiqar, and Amar G Chittiboyina, and Zulfiqar Ali, and Ikhlas A Khan
Antiangiogenic Activity and Chemical Derivatization of the Neurotoxic Acetogenin Annonacin Isolated from Asimina triloba.
August 2018, Journal of natural products,
Copied contents to your clipboard!