title: Cytotoxic pentacyclic and tetracyclic aromatic sesquiterpenes from Phomopsis archeri.
abstract: Three new sesquiterpenes, named phomoarcherins A-C (1-3), and four known compounds, kampanol A (4), R-mevalonolactone, ergosterol, and ergosterol peroxide, were isolated from the endophytic fungus Phomopsis archeri. These structures were established on the basis of spectroscopic evidence. The structure and absolute configuration of 1 were confirmed by X-ray crystallographic analysis of its p-bromobenzoate derivative (1a). Compounds 1-4 showed cytotoxicity against five cholangiocarcinoma cell lines (0.1-19.6 μg/mL), while 1 and 2 exhibited weak cytotoxicity against the KB cell line with IC(50) values of 42.1 and 9.4 μg/mL, respectively. In addition, compound 2 showed antimalarial activity against Plasmodium falciparum with an IC(50) value of 0.79 μg/mL.
authors.affiliation: Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand.
authors.forename: Chulida
authors.initials: C
authors.lastname: Hemtasin
authors.forename: Somdej
authors.initials: S
authors.lastname: Kanokmedhakul
authors.forename: Kwanjai
authors.initials: K
authors.lastname: Kanokmedhakul
authors.forename: Chariya
authors.initials: C
authors.lastname: Hahnvajanawong
authors.forename: Kasem
authors.initials: K
authors.lastname: Soytong
authors.forename: Samran
authors.initials: S
authors.lastname: Prabpai
authors.forename: Palangpon
authors.initials: P
authors.lastname: Kongsaeree
mesh_terms: D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001203:Ascomycota / Q000737:chemistry; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D004875:Ergosterol / Q000031:analogs & derivatives / Q000302:isolation & purification; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D010963:Plasmodium falciparum / Q000187:drug effects*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013785:Thailand; D031669:Vanilla / Q000382:microbiology
chemical_list: D000962:Antimalarials; D000970:Antineoplastic Agents; D012717:Sesquiterpenes; C558973:phomoarcherin A; C558972:phomoarcherin B; C558974:phomoarcherin C; C036071:ergosterol-5,8-peroxide; D004875:Ergosterol