| chloropupukeananin, the first chlorinated pupukeanane derivative, and its precursors from pestalotiopsis fici. | chloropupukeananin (1), the first pupukeanane chloride with highly functionalized tricyclo-[4.3.1.03,7]-decane skeleton and its possible biosynthetic precursors iso-a82775c (2) and pestheic acid (3), have been isolated from the plant endophyte pestalotiopsis fici. the structure of 1 was determined by nmr spectroscopy and x-ray crystallography. biogenetically, 1 could be derived from the diels-alder adduct of 2 and 3. | 2008 | 18314997 |
| pestaloficiols a-e, bioactive cyclopropane derivatives from the plant endophytic fungus pestalotiopsis fici. | pestaloficiols a-e (1-5), five new cyclopropane derivatives, have been isolated from cultures of the plant endophyte pestalotiopsis fici. the structures of these compounds were determined by nmr spectroscopy, and the absolute configuration of 1 was assigned using the modified mosher method. compounds 1, 2, and 4 displayed inhibitory effects on hiv-1 replication in c8166 cells. | 2008 | 18468908 |
| pestalofones a-e, bioactive cyclohexanone derivatives from the plant endophytic fungus pestalotiopsis fici. | pestalofones a-e (1-5), five new cyclohexanone derivatives, have been isolated from cultures of the plant endophytic fungus pestalotiopsis fici, along with the known compounds, isosulochrin (6), isosulochrin dehydrate (7), and iso-a82775c (8). the structures of 1-5 were determined by nmr spectroscopy, and the absolute configuration of 1 was assigned using the modified mosher method. compounds 1, 2, and 5 displayed inhibitory effects on hiv-1 replication in c8166 cells, whereas 3 and 5 showed sig ... | 2009 | 19101157 |
| chloropestolide a, an antitumor metabolite with an unprecedented spiroketal skeleton from pestalotiopsis fici. | chloropestolide a (1), a highly functionalized spiroketal with an unprecedented skeleton derived from a chlorinated bicyclo-[2.2.2]-oct-2-en-5-one ring and a 2,6-dihydroxy-4-methylbenzoic acid unit, has been isolated from the scale-up fermentation extract of pestalotiopsis fici. the structure of 1 was elucidated by nmr spectroscopy and x-ray crystallography. 1 could be derived from the same diels-alder precursors as 2 and showed significant inhibitory effects on growth of two human cancer cell l ... | 2009 | 19496604 |
| isoprenylated chromone derivatives from the plant endophytic fungus pestalotiopsis fici. | pestaloficiols f-l (1-7), new isoprenylated chromone derivatives including one heterodimer (7), have been isolated from a scale-up fermentation extract of the plant endophytic fungus pestalotiopsis fici. the structures of these compounds were elucidated primarily by nmr and ms methods. the absolute configurations of 1 and 4 were assigned using the modified mosher method. compounds 1-3, 5, and 6 displayed inhibitory effects on hiv-1 replication in c8166 cells, whereas 4-7 showed cytotoxic activit ... | 2009 | 19618920 |
| unique metabolites of pestalotiopsis fici suggest a biosynthetic hypothesis involving a diels-alder reaction and then mechanistic diversification. | chloropupukeanolides a (1) and b (2), unprecedented spiroketal peroxides, and chloropupukeanone a (3), three highly functionalized metabolites featuring a chlorinated pupukeanane core, were isolated from an endophytic fungus pestalotiopsis fici, with 1 showing significant anti-hiv-1 and cytotoxic effects. | 2010 | 20066325 |
| chloropupukeanolides c-e: cytotoxic pupukeanane chlorides with a spiroketal skeleton from pestalotiopsis fici. | chloropupukeanolides c-e (8-10), three highly functionalized secondary metabolites featuring a novel spiroketal skeleton derived from the chlorinated tricyclo-[4.3.1.0(3,?7)]-decane (pupukeanane) and the 2,6-dihydroxy-4-methylbenzoic acid moieties, were isolated from the scale-up fermentation extract of the plant endophytic fungus pestalotiopsis fici. the constitutions of compounds 8-10 were elucidated primarily by nmr experiments. their relative configurations were deduced by analogy to metabol ... | 2011 | 21305627 |