title: Stachybotrysin, an Osteoclast Differentiation Inhibitor from the Marine-Derived Fungus Stachybotrys sp. KCB13F013.
abstract: Two new phenylspirodrimane derivatives, stachybotrysin (1) and stachybotrylactone B (2), were isolated from the cultures of the marine-derived fungus Stachybotrys sp. KCB13F013. The structures were determined by analyzing the spectroscopic data (1D and 2D NMR and MS) and chemical transformation, including the modified Mosher's method and single-crystal X-ray structure analysis. Compound 1 exhibited an inhibitory effect on osteoclast differentiation in bone marrow macrophage cells via suppressing the RANKL-induced activation of p-ERK, p-JNK, p-p38, c-Fos, and NFATc1.
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Jong Won
authors.initials: JW
authors.lastname: Kim
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Sung-Kyun
authors.initials: SK
authors.lastname: Ko
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Hye-Min
authors.initials: HM
authors.lastname: Kim
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Gun-Hee
authors.initials: GH
authors.lastname: Kim
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Sangkeun
authors.initials: S
authors.lastname: Son
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Gil Soo
authors.initials: GS
authors.lastname: Kim
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Gwi Ja
authors.initials: GJ
authors.lastname: Hwang
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Eun Soo
authors.initials: ES
authors.lastname: Jeon
authors.affiliation: Industrial Bio-materials Research Center , Daejeon 34141, South Korea.
authors.forename: Kee-Sun
authors.initials: KS
authors.lastname: Shin
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: In-Ja
authors.initials: IJ
authors.lastname: Ryoo
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Young-Soo
authors.initials: YS
authors.lastname: Hong
authors.affiliation: College of Pharmacy, Wonkwang University , Iksan 54538, South Korea.
authors.forename: Hyuncheol
authors.initials: H
authors.lastname: Oh
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Kyung Ho
authors.initials: KH
authors.lastname: Lee
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Nak-Kyun
authors.initials: NK
authors.lastname: Soung
authors.affiliation: Materials Characterization Support Unit, RIKEN Center for Emergent Matter Science (CEMS) , Wako, Saitama 351-0198, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Hashizume
authors.affiliation: Chemical Biology Research Group, RIKEN CSRS , Wako, Saitama 351-0198, Japan.
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Nogawa
authors.affiliation: Chemical Biology Research Group, RIKEN CSRS , Wako, Saitama 351-0198, Japan.|RIKEN-KRIBB Joint Research Unit, RIKEN Global Research Cluster , Wako, Saitama 351-0198, Japan.
authors.forename: Shunji
authors.initials: S
authors.lastname: Takahashi
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Bo Yeon
authors.initials: BY
authors.lastname: Kim
authors.affiliation: Chemical Biology Research Group, RIKEN CSRS , Wako, Saitama 351-0198, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Osada
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Jae-Hyuk
authors.initials: JH
authors.lastname: Jang
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.|Department of Biomolecular Science, University of Science and Technology , Daejeon 34113, South Korea.
authors.forename: Jong Seog
authors.initials: JS
authors.lastname: Ahn
mesh_terms: D000818:Animals; D001854:Bone Marrow Cells / Q000187:drug effects; D002454:Cell Differentiation / Q000187:drug effects; D018920:Coculture Techniques; D015536:Down-Regulation / Q000187:drug effects; D008264:Macrophages / Q000187:drug effects; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D016328:NF-kappa B / Q000037:antagonists & inhibitors; D010006:Osteoblasts / Q000187:drug effects; D010010:Osteoclasts / Q000187:drug effects*; D016760:Proto-Oncogene Proteins c-fos / Q000235:genetics; D053245:RANK Ligand / Q000494:pharmacology; D015398:Signal Transduction / Q000187:drug effects; D013191:Stachybotrys / Q000737:chemistry*
chemical_list: D016328:NF-kappa B; D016760:Proto-Oncogene Proteins c-fos; D053245:RANK Ligand; C505688:TNFSF11 protein, human