Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica

A new collection of several Red Sea sponges was investigated for the discovery of potential breast cancer migration inhibitors. Extracts of the Verongid sponges Pseudoceratina arabica and Suberea mollis were selected. Bioassay-directed fractionation of both sponges, using the wound-healing assay, re...

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Main Authors: Khalid A. El Sayed, Ahmed I. Foudah, Fathy A. Behery, Mansour Sulaiman, Diaa T. A. Youssef, Lamiaa A. Shaala
Format: Article
Language:English
Published: MDPI AG 2012-11-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/10/11/2492
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author Khalid A. El Sayed
Ahmed I. Foudah
Fathy A. Behery
Mansour Sulaiman
Diaa T. A. Youssef
Lamiaa A. Shaala
author_facet Khalid A. El Sayed
Ahmed I. Foudah
Fathy A. Behery
Mansour Sulaiman
Diaa T. A. Youssef
Lamiaa A. Shaala
author_sort Khalid A. El Sayed
collection DOAJ
description A new collection of several Red Sea sponges was investigated for the discovery of potential breast cancer migration inhibitors. Extracts of the Verongid sponges Pseudoceratina arabica and Suberea mollis were selected. Bioassay-directed fractionation of both sponges, using the wound-healing assay, resulted into the isolation of several new and known brominated alkaloids. Active fractions of the sponge Pseudoceratina arabica afforded five new alkaloids, ceratinines A–E (2–6), together with the known alkaloids moloka’iamine (1), hydroxymoloka’iamine (7) and moloka’iakitamide (8). The active fraction of the sponge Suberea mollis afforded the three known alkaloids subereamolline A (9), aerothionin (10) and homoaerothionin (11). Ceratinine B (3) possesses an unprecedented 5,7-dibrominated dihydroindole moiety with an epoxy ring on the side chain of a fully substituted aromatic moiety. Ceratinines D (5) and E (6) possess a terminal formamide moiety at the ethylamine side chain. Subereamolline A (9) potently inhibited the migration and invasion of the highly metastatic human breast cancer cells MDA-MB-231 at the nanomolar doses. Subereamolline A and related brominated alkaloids are novel scaffolds appropriate for further future use for the control of metastatic breast cancer.
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spelling doaj.art-6a5f213db7aa40d89de139bbc29939942022-12-22T04:10:22ZengMDPI AGMarine Drugs1660-33972012-11-0110112492250810.3390/md10112492Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabicaKhalid A. El SayedAhmed I. FoudahFathy A. BeheryMansour SulaimanDiaa T. A. YoussefLamiaa A. ShaalaA new collection of several Red Sea sponges was investigated for the discovery of potential breast cancer migration inhibitors. Extracts of the Verongid sponges Pseudoceratina arabica and Suberea mollis were selected. Bioassay-directed fractionation of both sponges, using the wound-healing assay, resulted into the isolation of several new and known brominated alkaloids. Active fractions of the sponge Pseudoceratina arabica afforded five new alkaloids, ceratinines A–E (2–6), together with the known alkaloids moloka’iamine (1), hydroxymoloka’iamine (7) and moloka’iakitamide (8). The active fraction of the sponge Suberea mollis afforded the three known alkaloids subereamolline A (9), aerothionin (10) and homoaerothionin (11). Ceratinine B (3) possesses an unprecedented 5,7-dibrominated dihydroindole moiety with an epoxy ring on the side chain of a fully substituted aromatic moiety. Ceratinines D (5) and E (6) possess a terminal formamide moiety at the ethylamine side chain. Subereamolline A (9) potently inhibited the migration and invasion of the highly metastatic human breast cancer cells MDA-MB-231 at the nanomolar doses. Subereamolline A and related brominated alkaloids are novel scaffolds appropriate for further future use for the control of metastatic breast cancer.http://www.mdpi.com/1660-3397/10/11/2492verongid spongesPseudoceratina arabicaSuberea mollissubereamolline Abrominated alkaloidsbreast cancerantimigration and anti-invasion assays
spellingShingle Khalid A. El Sayed
Ahmed I. Foudah
Fathy A. Behery
Mansour Sulaiman
Diaa T. A. Youssef
Lamiaa A. Shaala
Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
Marine Drugs
verongid sponges
Pseudoceratina arabica
Suberea mollis
subereamolline A
brominated alkaloids
breast cancer
antimigration and anti-invasion assays
title Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
title_full Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
title_fullStr Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
title_full_unstemmed Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
title_short Subereamolline A as a Potent Breast Cancer Migration, Invasion and Proliferation Inhibitor and Bioactive Dibrominated Alkaloids from the Red Sea Sponge Pseudoceratina arabica
title_sort subereamolline a as a potent breast cancer migration invasion and proliferation inhibitor and bioactive dibrominated alkaloids from the red sea sponge pseudoceratina arabica
topic verongid sponges
Pseudoceratina arabica
Suberea mollis
subereamolline A
brominated alkaloids
breast cancer
antimigration and anti-invasion assays
url http://www.mdpi.com/1660-3397/10/11/2492
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