title: Phenalenone derivatives and the unusual tricyclic sesterterpene acid from the marine fungus Lophiostoma bipolare BCC25910.
abstract: Ten compounds including nine phenalenone derivatives (five bipolarides and four bipolarols) and a sesterterpene acid (bipolarenic acid), were isolated from a marine isolated of the fungus Lophiostoma bipolare (BCC25910), along with the known compounds, (-)-scleroderolide, (-)-sclerodin, and oxasetin. Chemical structures were elucidated based on NMR spectroscopic data and HRESIMS analysis. In addition, the absolute configurations of the phenalenones were resolved using specific rotations and chemical means, while the relative configuration of bipolarenic acid was confirmed by X-ray crystallographic analysis. The compounds were evaluated for biological activity against the Plasmodium falciparum K-1 strain, Candida albicans, and Bacillus cereus, and for cytotoxicity against both cancerous and non-cancerous cells.
authors.affiliation: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Paholyothin Road, Klong Luang, Pathumthani 12120, Thailand.
authors.forename: Chakapong
authors.initials: C
authors.lastname: Intaraudom
authors.affiliation: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Paholyothin Road, Klong Luang, Pathumthani 12120, Thailand.
authors.forename: Sutichai
authors.initials: S
authors.lastname: Nitthithanasilp
authors.affiliation: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Paholyothin Road, Klong Luang, Pathumthani 12120, Thailand.
authors.forename: Pranee
authors.initials: P
authors.lastname: Rachtawee
authors.affiliation: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Paholyothin Road, Klong Luang, Pathumthani 12120, Thailand.
authors.forename: Tanapong
authors.initials: T
authors.lastname: Boonruangprapa
authors.affiliation: Department of Chemistry, Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand; Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand.
authors.forename: Samran
authors.initials: S
authors.lastname: Prabpai
authors.affiliation: Department of Chemistry, Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand; Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand.
authors.forename: Palangpon
authors.initials: P
authors.lastname: Kongsaeree
authors.affiliation: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Paholyothin Road, Klong Luang, Pathumthani 12120, Thailand. Electronic address: pattamap@biotec.or.th.
authors.forename: Pattama
authors.initials: P
authors.lastname: Pittayakhajonwut
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry; D001203:Ascomycota / Q000737:chemistry*; D001409:Bacillus cereus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D043803:Phenalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010963:Plasmodium falciparum / Q000187:drug effects; D054830:Sesterterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013785:Thailand
chemical_list: D000900:Anti-Bacterial Agents; D043803:Phenalenes; D054830:Sesterterpenes; C038036:phenalen-1-one
keywords: Antibacterial; Lophiostoma; Marine fungus; Phenalenones; Sesterterpene