title: Roseopurpurins: Chemical Diversity Enhanced by Convergent Biosynthesis and Forward and Reverse Michael Additions.
abstract: Cultures of the estuarine fungus Penicillium roseopurpureum (CMB-MF038) yielded a diverse array of polyketides, many of which were related via a highly convergent biosynthetic pathway. In addition to revising and assigning structures, and documenting chemical and biological properties, pro-drug cytotoxic properties were attributed to roseopurpurins H (10) and I (11) on the basis of in situ reverse Michael addition to a cytotoxic Michael acceptor (12).
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Zhuo
authors.initials: Z
authors.lastname: Shang
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Zeinab
authors.initials: Z
authors.lastname: Khalil
authors.affiliation: Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College , Beijing 100050, China.
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Angela A
authors.initials: AA
authors.lastname: Salim
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Michelle
authors.initials: M
authors.lastname: Quezada
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Pabasara
authors.initials: P
authors.lastname: Kalansuriya
authors.affiliation: Institute for Molecular Bioscience, The University of Queensland , St. Lucia, QLD 4072, Australia.
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Capon
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D006801:Humans; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry / Q000378:metabolism*; D061065:Polyketides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011355:Prodrugs / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D061065:Polyketides; D011355:Prodrugs