スワインソニン
| 分子式： | C8H15NO3 |
| その他の名称： | スワインソニン、Swainsonine、(1S,2α,8β,8aβ)-Octahydro-1,2,8-indolizinetriol、(-)-スワインソニン、(-)-Swainsonine、(1S,8aβ)-Octahydroindolizine-1α,2α,8β-triol、(-)-D-スワインソニン、(-)-D-Swainsonine、D-スワインソニン、D-Swainsonine |
| 体系名： | (8aβ)-オクタヒドロインドリジン-1α,2α,8β-トリオール、(1S,2α,8β,8aβ)-オクタヒドロ-1,2,8-インドリジントリオール、(1S,8aβ)-オクタヒドロインドリジン-1α,2α,8β-トリオール |
Ｌ‐スワインソニン
スワインソニン
出典: フリー百科事典『ウィキペディア（Wikipedia）』 (2024/03/12 02:17 UTC 版)
スワインソニン（英: swainsonine）はインドリジジンアルカロイドの一種。ゴルジαマンノシダーゼIIの強力な阻害剤、免疫調整剤であり、化学療法の候補薬である。Locoweed（Loco: 狂う + Weed: 草）の主要な毒成分であり[1]、また特に北アメリカにおいて畜産業に深刻な経済的損失を与える原因となっている。
- ^ Stegelmeier BL, Molyneux RJ, Elbein AD, James LF (1995). “The lesions of locoweed (Astragalus mollissimus), swainsonine, and castanospermine in rats”. Veterinary Pathology 32 (3): 289–98. PMID 7604496.
- ^ a b “A Spectroscopic Investigation of Swainsonine: An α-Mannosidase Inhibitor Isolated from Swainsona canescens”. Aust. J. Chem. 32: 2257-2264. (1979). doi:10.1071/CH9792257.
- ^ Molyneux, Russell J and James, Lynn F (1982). “Loco intoxication: indolizidine alkaloids of spotted locoweed (Astragalus lentiginosus)”. Science (American Association for the Advancement of Science) 216 (4542): 190-191. doi:10.1126/science.6801763. PMID 6801763.
- ^ a b Schneider, M. J.; Ungemach, F. S.; Broquist, H. P.; Harris, T. M. (1983). “(1S,2R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizine (swainsonine), an α-mannosidase inhibitor from Rhizoctonia leguminicola”. Tetrahedron 39 (1): 29-32. doi:10.1016/S0040-4020(01)97625-2.
- ^ Bates, R. W.; Dewey, M. R. (2009). “A Formal Synthesis of Swainsonine by Gold-Catalyzed Allene Cyclization”. Org. Lett. 11: 3706–3708. doi:10.1021/ol901094h. and references therein.
- ^ Panter KE, James LF, Stegelmeier BL, Ralphs MH, Pfister JA (1999). “Locoweeds: effects on reproduction in livestock”. J. Nat. Toxins 8 (1): 53–62. PMID 10091128.
- ^ Sun JY, Yang H, Miao S, Li JP, Wang SW, Zhu MZ, Xie YH, Wang JB, Liu Z, Yang Q (2009). “Suppressive effects of swainsonine on C6 glioma cell in vitro and in vivo”. Phytomedicine 16: 1070-1074. doi:10.1016/j.phymed.2009.02.012. PMID 19427771.
- ^ Sun JY, Zhu MZ, Wang SW, Miao S, Xie YH, Wang JB (2007). “Inhibition of the growth of human gastric carcinoma in vivo and in vitro by swainsonine”. Phytomedicine 14 (5): 353–9. doi:10.1016/j.phymed.2006.08.003. PMID 17097281.
- ^ Shaheen PE, Stadler W, Elson P, Knox J, Winquist E, Bukowski RM (2005). “Phase II study of the efficacy and safety of oral GD0039 in patients with locally advanced or metastatic renal cell carcinoma”. Investigational New Drugs 23 (6): 577–81. doi:10.1007/s10637-005-0793-z. PMID 16034517.
- ^ Das PC, Roberts JD, White SL, Olden K (1995). “Activation of resident tissue-specific macrophages by swainsonine”. Oncol. Res. 7 (9): 425–33. PMID 8835286.
- ^ Oredipe OA, Furbert-Harris PM, Laniyan I, Green WR, Griffin WM, Sridhar R (2003). “Mice primed with swainsonine are protected against doxorubicin-induced lethality”. Cellular and Molecular Biology (Noisy-le-Grand, France) 49 (7): 1089–99. PMID 14682391.
- ^ Oredipe OA, Furbert-Harris PM, Laniyan I, Green WR, Griffin WM, Sridhar R (2003). “Coadministration of swainsonine and doxorubicin attenuates doxorubicin-induced lethality in mice”. Cellular and Molecular Biology (Noisy-le-Grand, France) 49 (7): 1037–48. PMID 14682385.
- ^ Oredipe OA, Furbert-Harris PM, Laniyan I, Griffin WM, Sridhar R (2003). “Limits of stimulation of proliferation and differentiation of bone marrow cells of mice treated with swainsonine”. International Immunopharmacology 3 (10-11): 1537–47. doi:10.1016/S1567-5769(03)00186-3. PMID 12946451.
- ^ Klein JL, Roberts JD, George MD, Kurtzberg J, Breton P, Chermann JC, Olden K (1999). “Swainsonine protects both murine and human haematopoietic systems from chemotherapeutic toxicity”. Br. J. Cancer 80 (1-2): 87–95. doi:10.1038/sj.bjc.6690326. PMID 10389983.
- ^ Pritchard DH, Huxtable CR, Dorling PR (1990). “Swainsonine toxicosis suppresses appetite and retards growth in weanling rats”. Research in Veterinary Science 48 (2): 228–30. PMID 2110378.
[続きの解説]
「スワインソニン」の続きの解説一覧
- 1 スワインソニンとは
- 2 スワインソニンの概要
- 3 脚注
スワインソニンと同じ種類の言葉
固有名詞の分類
- スワインソニンのページへのリンク
