Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate

In the course of our continuous interest in identifying bioactive compounds from marine microbes, we have investigated a tunicate-derived fungus, Penicillium sp. CYE-87. A new compound with the 1,4-diazepane skeleton, terretrione D (2), together with the known compounds, methyl-2-([2-(1H-indol-3-yl...

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Main Authors: Lamiaa A. Shaala, Diaa T. A. Youssef
Format: Article
Language:English
Published: MDPI AG 2015-03-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/13/4/1698
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spelling doaj-feca139b1f714cc6a651d03823b2d3852020-11-24T23:52:20ZengMDPI AGMarine Drugs1660-33972015-03-011341698170910.3390/md13041698md13041698Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine TunicateLamiaa A. Shaala0Diaa T. A. Youssef1Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi ArabiaDepartment of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi ArabiaIn the course of our continuous interest in identifying bioactive compounds from marine microbes, we have investigated a tunicate-derived fungus, Penicillium sp. CYE-87. A new compound with the 1,4-diazepane skeleton, terretrione D (2), together with the known compounds, methyl-2-([2-(1H-indol-3-yl)ethyl]carbamoyl)acetate (1), tryptamine (3), indole-3-carbaldehyde (4), 3,6-diisobutylpyrazin-2(1H)-one (5) and terretrione C (6), were isolated from Penicillium sp. CYE-87. The structures of the isolated compounds were established by spectral analysis, including 1D (1H, 13C) and 2D (COSY, multiplicity edited-HSQC and HMBC) NMR and HRESIMS, as well as comparison of their NMR data with those in the literature. The compounds were evaluated for their antimigratory activity against the human breast cancer cell line (MDA-MB-231) and their antiproliferation activity against HeLa cells. Compounds 2 and 6 showed significant antimigratory activity against MDA-MB-231, as well as antifungal activity against C. albicans.http://www.mdpi.com/1660-3397/13/4/1698 Penicillium sp.indole alkaloids1,4-diazepane derivativesterretriones C and Dantimigrationantiproliferationantimicrobial activity
collection DOAJ
language English
format Article
sources DOAJ
author Lamiaa A. Shaala
Diaa T. A. Youssef
spellingShingle Lamiaa A. Shaala
Diaa T. A. Youssef
Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
Marine Drugs
Penicillium sp.
indole alkaloids
1,4-diazepane derivatives
terretriones C and D
antimigration
antiproliferation
antimicrobial activity
author_facet Lamiaa A. Shaala
Diaa T. A. Youssef
author_sort Lamiaa A. Shaala
title Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
title_short Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
title_full Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
title_fullStr Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
title_full_unstemmed Identification and Bioactivity of Compounds from the Fungus Penicillium sp. CYE-87 Isolated from a Marine Tunicate
title_sort identification and bioactivity of compounds from the fungus penicillium sp. cye-87 isolated from a marine tunicate
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2015-03-01
description In the course of our continuous interest in identifying bioactive compounds from marine microbes, we have investigated a tunicate-derived fungus, Penicillium sp. CYE-87. A new compound with the 1,4-diazepane skeleton, terretrione D (2), together with the known compounds, methyl-2-([2-(1H-indol-3-yl)ethyl]carbamoyl)acetate (1), tryptamine (3), indole-3-carbaldehyde (4), 3,6-diisobutylpyrazin-2(1H)-one (5) and terretrione C (6), were isolated from Penicillium sp. CYE-87. The structures of the isolated compounds were established by spectral analysis, including 1D (1H, 13C) and 2D (COSY, multiplicity edited-HSQC and HMBC) NMR and HRESIMS, as well as comparison of their NMR data with those in the literature. The compounds were evaluated for their antimigratory activity against the human breast cancer cell line (MDA-MB-231) and their antiproliferation activity against HeLa cells. Compounds 2 and 6 showed significant antimigratory activity against MDA-MB-231, as well as antifungal activity against C. albicans.
topic Penicillium sp.
indole alkaloids
1,4-diazepane derivatives
terretriones C and D
antimigration
antiproliferation
antimicrobial activity
url http://www.mdpi.com/1660-3397/13/4/1698
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