title: Biseokeaniamides A, B, and C, Sterol O-Acyltransferase Inhibitors from an Okeania sp. Marine Cyanobacterium.
abstract: Biseokeaniamides A, B, and C (1-3), structurally novel sterol O-acyltransferase (SOAT) inhibitors, were isolated from an Okeania sp. marine cyanobacterium. Their structures were elucidated by spectroscopic analyses and degradation reactions. Biseokeaniamide B (2) exhibited moderate cytotoxicity against human HeLa cancer cells, and compounds 1-3 inhibited both SOAT1 and SOAT2, not only at an enzyme level but also at a cellular level. Biseokeaniamides (1-3) are the first linear lipopeptides that have been shown to exhibit SOAT-inhibitory activity.
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Arihiro
authors.identifier: 0000-0002-3775-5066
authors.initials: A
authors.lastname: Iwasaki
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Takato
authors.initials: T
authors.lastname: Tadenuma
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Shimpei
authors.initials: S
authors.lastname: Sumimoto
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kitasato University , 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Taichi
authors.initials: T
authors.lastname: Ohshiro
authors.affiliation: Faculty of Education, University of the Ryukyus , 1 Senbaru, Nishihara, Okinawa 903-0213, Japan.
authors.forename: Kaori
authors.initials: K
authors.lastname: Ozaki
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kitasato University , 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Kobayashi
authors.affiliation: Faculty of Education, University of the Ryukyus , 1 Senbaru, Nishihara, Okinawa 903-0213, Japan.
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Teruya
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kitasato University , 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomoda
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Kiyotake
authors.identifier: 0000-0001-5343-5890
authors.initials: K
authors.lastname: Suenaga
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053148:Caspase 3 / Q000378:metabolism; D000458:Cyanobacteria / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D055666:Lipopeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D002785:Sterol O-Acyltransferase / Q000037:antagonists & inhibitors*
chemical_list: D000970:Antineoplastic Agents; D055666:Lipopeptides; C000621403:biseokeaniamide A; C000621404:biseokeaniamide B; C000621405:biseokeaniamide C; D002785:Sterol O-Acyltransferase; D053148:Caspase 3