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Acremine F Sale

(Synonyms: Acremin F) 目录号 : GC48906

A fungal metabolite

Acremine F Chemical Structure

Cas No.:863480-61-9

规格 价格 库存 购买数量
500µg
¥3,169.00
现货
2.5mg
¥11,888.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

Acremine F is a fungal metabolite that has been found in Acremonium.1

1.Assante, G., Dallavalle, S., Malpezzi, L., et al.Acremines A-F, novel secondary metabolites produced by a strain of an endophytic Acremonium, isolated from sporangiophores of Plasmopara viticola in grapevine leavesTetrahedron61(32)7686-7592(2005)

Chemical Properties

Cas No. 863480-61-9 SDF
别名 Acremin F
Canonical SMILES CC(C)(O)/C=C/C1=C[C@H](O)[C@](C)(O)C[C@@H]1O
分子式 C12H20O4 分子量 228.3
溶解度 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 4.3802 mL 21.901 mL 43.802 mL
5 mM 0.876 mL 4.3802 mL 8.7604 mL
10 mM 0.438 mL 2.1901 mL 4.3802 mL
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Research Update

Synthesis of acremines A, B and F and studies on the bisacremines

Beilstein J Org Chem 2019 Sep 23;15:2271-2276.PMID:31598179DOI:10.3762/bjoc.15.219.

The acremines are a family of meroterpenoids isolated from fungi of the genus Acremonium. Here, we present the asymmetric total synthesis of Acremine F which hinges on a modestly enantioselective dihydroxylation and a subsequent kinetic resolution via a highly selective asymmetric reduction. Chemoselective oxidation of Acremine F gave access to acremines A and B. The dimerization of Acremine F to bisacremine E was investigated but could not be achieved, shedding light on the formation of the acremine dimers in nature.

Secondary metabolites of the sponge-derived fungus Acremonium persicinum

J Nat Prod 2013 Aug 23;76(8):1432-40.PMID:23883432DOI:10.1021/np4002114.

This study reports the isolation and characterization of six new acremine metabolites, 5-chloroacremine A (4), 5-chloroacremine H (5), and acremines O (6), P (7), Q (8), and R (9), together with the known acremines A (1), F (2), and N (3) from the fungus Acremonium persicinum cultured from the marine sponge Anomoianthella rubra. The relative configuration of Acremine F (2) was determined by analyses of proton coupling constant values and NOESY data, and the absolute configuration confirmed as (1S, 4S, 6R) by X-ray crystallographic analysis of the borate ester derivative 15. Acremines O, P, and R were each shown to be of 8R configuration by ¹H NMR analyses of MPA esters. The relative configurations suggested for acremines P and Q were each deduced by molecular modeling together with NOESY and coupling constant data. The ³J(H-C) values in acremine P were measured using the pulse sequence EXSIDE, and the observed ³J(H8-C4) of 5.4 Hz and small ³J(H-C) values (<1.5 Hz) from H-8 to C-10 and C-11 were fully consistent with stereoisomer 7a. For acremine Q, NOESY data combined with molecular modeling established the preferred diastereomer 8a.