Acremine T

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Acremine T
Category Others
Catalog number BBF-05010
CAS 1807564-51-7
Molecular Weight 210.27
Molecular Formula C12H18O3

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Description

Acremine T is a benzofuran derivative isolated from the fungus Acremonium persicinum KUFA 1007.

Specification

Synonyms 5-Cyclohexene-1,2,4-triol, 2-methyl-5-[(1E)-3-methyl-1,3-butadien-1-yl]-, (1S,2R,4S)-
IUPAC Name (1S,2R,4S)-2-methyl-5-[(1E)-3-methylbuta-1,3-dienyl]cyclohex-5-ene-1,2,4-triol
Canonical SMILES CC(=C)C=CC1=CC(C(CC1O)(C)O)O
InChI InChI=1S/C12H18O3/c1-8(2)4-5-9-6-11(14)12(3,15)7-10(9)13/h4-6,10-11,13-15H,1,7H2,2-3H3/b5-4+/t10-,11-,12+/m0/s1
InChI Key VHGODEKVNIYJQC-QCLDYOLQSA-N

Properties

Boiling Point 364.5±42.0°C (Predicted)
Density 1.230±0.06 g/cm3 (Predicted)

Reference Reading

1. A New Meroterpene, A New Benzofuran Derivative and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Acremonium persicinum KUFA 1007 and Their Anticholinesterase Activities
Ana J S Alves, José A Pereira, Tida Dethoup, Sara Cravo, Sharad Mistry, Artur M S Silva, Madalena M M Pinto, Anake Kijjoa Mar Drugs. 2019 Jun 25;17(6):379. doi: 10.3390/md17060379.
Previously unreported meroterpene, acremine S (1), and benzopyran derivative, acremine T (2), were isolated, together with lumichrome (3), ergosterol (4) and ergosterol 5,8-endoperoxide, from cultures of the marine sponge-associated fungus Acremonium persicinum KUF1007. The structure of the previously unreported compounds was established based on an extensive analysis of 1D and 2D NMR spectra as well as HRMS data. The absolute configurations of the stereogenic centers of 1 were established, unambiguously, based on NOESY correlations and comparison of calculated and experimental electronic circular dichroism (ECD) spectra. Compounds 1-3 were tested for their in vitro acetylcholinesterase and butyrylcholinesterase inhibitory activities.
2. Bisacremines A-D, Dimeric Acremines Produced by a Soil-Derived Acremonium persicinum Strain
Ping Wu, Lei Yao, Liangxiong Xu, Jinghua Xue, Xiaoyi Wei J Nat Prod. 2015 Sep 25;78(9):2161-6. doi: 10.1021/np501037x. Epub 2015 Aug 21.
Four dimeric acremines, bisacremines A-D (1-4), with a novel carbon skeleton and a new monomer, acremine T (5), were obtained from cultures of the soil-derived fungus Acremonium persicinum SC0105. Their structures were characterized by analysis of spectroscopic data, ECD/TDDFT computations, and X-ray diffraction. Compounds 1 and 2 exhibited weak cytotoxicity against HeLa cells, and 2 also showed modest activity against A549 and HepG2 cells.

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