title: (9βH)-Pimaranes and Derivatives from the Tuber of Icacina trichantha.
abstract: New 17-nor-pimaranes (1, 2), (9βH)-pimaranes (3, 4), and 17-nor-(9βH)-pimarane (5) were isolated from the tuber of Icacina trichantha. The structures were elucidated based on spectroscopic and HRMS data. The absolute configurations of 3 and 5 were determined by single-crystal X-ray diffraction. Compound 5 possesses a unique 19,20-δ-lactone moiety. Compound 3 showed cytotoxicity against MDA-MB-435 (human melanoma cancer) cells with an IC50 value of 7.04 μM. A plausible biogenetic pathway for compounds 1-5 is proposed.
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Ming
authors.initials: M
authors.lastname: Zhao
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.|Department of Veterinary Pharmacology and Toxicology, Faculty of Veterinary Medicine, University of Abuja , Abuja 920001, Nigeria.
authors.forename: Monday M
authors.initials: MM
authors.lastname: Onakpa
authors.affiliation: Center for Pharmaceutical Biotechnology and Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago , Chicago, Illinois 60607, United States.
authors.forename: Bernard D
authors.initials: BD
authors.lastname: Santarsiero
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Wei-Lun
authors.initials: WL
authors.lastname: Chen
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Karina M
authors.initials: KM
authors.lastname: Szymulanska-Ramamurthy
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.|School of Pharmacy, University of Wisconsin-Madison , Madison, Wisconsin 53705, United States.
authors.forename: Steven M
authors.initials: SM
authors.lastname: Swanson
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Joanna E
authors.initials: JE
authors.lastname: Burdette
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Chun-Tao
authors.initials: CT
authors.lastname: Che
mesh_terms: D045784:Abietanes / Q000737:chemistry / Q000302:isolation & purification*; D018360:Crystallography, X-Ray; D006801:Humans; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D009549:Nigeria; D019906:Nuclear Magnetic Resonance, Biomolecular; D035281:Plant Tubers / Q000737:chemistry
chemical_list: C000605753:14alpha-methoxyhumirianthol; D045784:Abietanes; C433018:pimarane