Stachybotrysin, an Osteoclast Differentiation Inhibitor from the Marine-Derived Fungus Stachybotrys sp. KCB13F013

Stachybotrysin, an Osteoclast Differentiation Inhibitor from the Marine-Derived Fungus Stachybotrys sp. KCB13F013

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, inc...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2016-10, Vol.79 (10), p.2703-2708
Hauptverfasser: Kim, Jong Won, Ko, Sung-Kyun, Kim, Hye-Min, Kim, Gun-Hee, Son, Sangkeun, Kim, Gil Soo, Hwang, Gwi Ja, Jeon, Eun Soo, Shin, Kee-Sun, Ryoo, In-Ja, Hong, Young-Soo, Oh, Hyuncheol, Lee, Kyung Ho, Soung, Nak-Kyun, Hashizume, Daisuke, Nogawa, Toshihiko, Takahashi, Shunji, Kim, Bo Yeon, Osada, Hiroyuki, Jang, Jae-Hyuk, Ahn, Jong Seog
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Bone Marrow Cells - drug effects
Cell Differentiation - drug effects
Coculture Techniques
Down-Regulation - drug effects
Macrophages - drug effects
Marine Biology
Mice
Molecular Structure
NF-kappa B - antagonists & inhibitors
Osteoblasts - drug effects
Osteoclasts - drug effects
Proto-Oncogene Proteins c-fos - genetics
RANK Ligand - pharmacology
Signal Transduction - drug effects
Stachybotrys - chemistry
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Zusammenfassung: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.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.6b00641