title: Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005.
abstract: During the chemical investigation of marine-derived fungus, an unusual diketopiperazine (DKP) alkaloid, haenamindole (1), was isolated from a culture of the marine-derived fungus Penicillium sp. KCB12F005. The structure of 1, which possesses benzyl-hydroxypiperazindione and phenyl-pyrimidoindole rings system in the molecule, was elucidated by analysis of NMR and MS data. The stereochemistry of 1 was determined by ROESY and advanced Marfey's method.
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; College of Pharmacy, Chungbuk National University, Chungbuk 362-763, Republic of Korea.
authors.forename: Jong Won
authors.initials: JW
authors.lastname: Kim
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea.
authors.forename: Sung-Kyun
authors.initials: SK
authors.lastname: Ko
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea.
authors.forename: Sangkeun
authors.initials: S
authors.lastname: Son
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea.
authors.forename: Kee-Sun
authors.initials: KS
authors.lastname: Shin
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea.
authors.forename: In-Ja
authors.initials: IJ
authors.lastname: Ryoo
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea.
authors.forename: Young-Soo
authors.initials: YS
authors.lastname: Hong
authors.affiliation: College of Pharmacy, Wonkwang University, Jeonbuk 570-749, Republic of Korea.
authors.forename: Hyuncheol
authors.initials: H
authors.lastname: Oh
authors.affiliation: College of Pharmacy, Chungbuk National University, Chungbuk 362-763, Republic of Korea.
authors.forename: Bang Yeon
authors.initials: BY
authors.lastname: Hwang
authors.affiliation: RIKEN-KRIBB Joint Research Unit, Global Research Cluster, RIKEN, Saitama 351-0198, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Hirota
authors.affiliation: RIKEN-KRIBB Joint Research Unit, Global Research Cluster, RIKEN, Saitama 351-0198, Japan.
authors.forename: Shunji
authors.initials: S
authors.lastname: Takahashi
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea.
authors.forename: Bo Yeon
authors.initials: BY
authors.lastname: Kim
authors.affiliation: Chemical Biology Research Group, RIKEN CSRS, Saitama 351-0198, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Osada
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea. Electronic address: jangjh@kribb.re.kr.
authors.forename: Jae-Hyuk
authors.initials: JH
authors.lastname: Jang
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, Chungbuk 363-883, Republic of Korea; Department of Biomolecular Science, University of Science and Technology, Daejeon 305-333, Republic of Korea. Electronic address: jsahn@kribb.re.kr.
authors.forename: Jong Seog
authors.initials: JS
authors.lastname: Ahn
mesh_terms: D059001:Aquatic Organisms / Q000737:chemistry*; D054659:Diketopiperazines / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D054659:Diketopiperazines; C000612925:haenamindole
keywords: Diketopiperazine alkaloid; Marine-derived fungus; Penicillium sp.; Pyrimidoindole; β-Phenylalanine