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(4bS,8aS)-1-异丙基-4b,8,8-三甲基-4b,5,6,7,8,8a,9,10-八氢菲-2-基乙酸酯

(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa-hydro-phenan-thren-2-yl acetate.

作者信息

Oubabi Radouane, Auhmani Aziz, Ait Itto My Youssef, Auhmani Abdelwahed, Daran Jean-Claude

机构信息

Laboratoire de Synthése Organique et Physico-Chimie Moléculaire, Département de Chimie, Faculté des Sciences, Semlalia, BP 2390, Marrakech 40000, Morocco.

Laboratoire de Chimie de Coordination, 205 route de Narbonne, 31077 Toulouse Cedex 04, France.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2014 Feb 19;70(Pt 3):o317. doi: 10.1107/S1600536814002748. eCollection 2014 Mar 1.

DOI:10.1107/S1600536814002748
PMID:24765017
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3998421/
Abstract

The hemisynthesis of the title compound, C22H32O2, was carried out through direct acetyl-ation reaction of the naturally occurring diterpene totarol [systematic name: (4bS,8aS)-4b,8,8-trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexa-hydro-phen-an-thren-2-ol]. The mol-ecule is built up from three fused six membered rings, one saturated and two unsaturated. The central unsaturated ring has a half-chair conformation, whereas the other unsaturated ring displays a chair conformation. The absolute configuration is deduced from the chemical pathway. The value of the Hooft parameter [-0.10 (6)] allowed this absolute configuration to be confirmed.

摘要

通过天然存在的二萜托塔酚[系统名称:(4bS,8aS)-4b,8,8-三甲基-1-丙-2-基-5,6,7,8a,9,10-六氢菲-2-醇]的直接乙酰化反应,进行了标题化合物C22H32O2的半合成。该分子由三个稠合的六元环构成,一个饱和环和两个不饱和环。中心不饱和环具有半椅式构象,而另一个不饱和环呈椅式构象。绝对构型由化学途径推导得出。胡夫特参数的值[-0.10(6)]使该绝对构型得以确认。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/855a/3998421/8ad362630235/e-70-0o317-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/855a/3998421/8ad362630235/e-70-0o317-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/855a/3998421/8ad362630235/e-70-0o317-fig1.jpg

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引用本文的文献

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本文引用的文献

1
Synthesis, biological evaluation and mechanistic studies of totarol amino alcohol derivatives as potential antimalarial agents.托罗醇氨基醇衍生物的合成、生物评价及作用机制研究作为潜在的抗疟药物。
Bioorg Med Chem. 2012 Jan 15;20(2):893-902. doi: 10.1016/j.bmc.2011.11.060. Epub 2011 Dec 3.
2
(4aS,10aS)-7-Hydr-oxy-8-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthrene: a new diterpenoid compound.
Acta Crystallogr Sect E Struct Rep Online. 2008 Feb 20;64(Pt 3):o604-5. doi: 10.1107/S1600536808004546.
3
Structure validation in chemical crystallography.化学晶体学中的结构验证
Acta Crystallogr D Biol Crystallogr. 2009 Feb;65(Pt 2):148-55. doi: 10.1107/S090744490804362X. Epub 2009 Jan 20.
4
A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.
5
Antineoplastic agents. 529. Isolation and structure of nootkastatins 1 and 2 from the Alaskan yellow cedar Chamaecyparis nootkatensis.抗肿瘤药物。529. 从阿拉斯加黄杉(黄扁柏)中分离出诺特卡他汀1和2及其结构。
J Nat Prod. 2004 Sep;67(9):1476-82. doi: 10.1021/np0304161.
6
Diterpenoids from Tetraclinis articulata that inhibit various human leukocyte functions.
J Nat Prod. 2003 Jun;66(6):844-50. doi: 10.1021/np0204949.
7
A MAS-NMR study of the location of (+)-totarol, a diterpenoid bioactive molecule, in phospholipid model membranes.
Chem Phys Lipids. 2002 Oct;119(1-2):33-9. doi: 10.1016/s0009-3084(02)00050-6.
8
Mode of antibacterial action of totarol, a diterpene from Podocarpus nagi.罗汉松酚(一种来自竹柏的二萜)的抗菌作用模式。
Planta Med. 1996 Apr;62(2):122-5. doi: 10.1055/s-2006-957832.