A new cyclic hexapeptide and a new isocoumarin derivative from the marine sponge-associated fungus Aspergillus similanensis KUFA 0013

Marine Drugs
Chadaporn PrompanyaAnake Kijjoa

Abstract

A new isocoumarin derivative, similanpyrone C (1), a new cyclohexapeptide, similanamide (2), and a new pyripyropene derivative, named pyripyropene T (3) were isolated from the ethyl acetate extract of the culture of the marine sponge-associated fungus Aspergillus similanensis KUFA 0013. The structures of the compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compound 2 the stereochemistry of its amino acid constituents was determined by chiral HPLC analysis of the hydrolysate by co-injection with the d and l amino acids standards. Compounds 2 and 3 were evaluated for their in vitro growth inhibitory activity against MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A373 (melanoma) cell lines, as well as antibacterial activity against reference strains and the environmental multidrug-resistant isolates (MRS and VRE). Only compound 2 exhibited weak activity against the three cancer cell lines, and neither of them showed antibacterial activity.

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Citations

Jan 19, 2016·Frontiers in Microbiology·Jens C Frisvad, Thomas O Larsen
Sep 9, 2015·Journal of Natural Products·Yuichi MasudaTakayuki Doi
Jun 14, 2017·Chirality·Carla FernandesMadalena M M Pinto
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Feb 1, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ye' Zaw PhyoMadalena M M Pinto
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Jun 19, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Allan M PriorDianqing Sun
Feb 23, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mei-Mei ChengGuo-Qiang Li
Oct 28, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·You-Min YingZha-Jun Zhan
Mar 14, 2017·Marine Drugs·Huawei ZhangHong Wang
Mar 16, 2017·Natural Product Reports·John W BluntMichèle R Prinsep
Aug 22, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Muna Ali Abdalla, Lyndy J McGaw
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Dec 16, 2020·Organic & Biomolecular Chemistry·Minghua JiangSenhua Chen

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Methods Mentioned

BETA
X-ray

Software Mentioned

OMNIC
Shimadzu LCMS Lab Solutions

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