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...
Main Authors: | , , , , , |
---|---|
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 |
_version_ | 1798024535977492480 |
---|---|
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. |
first_indexed | 2024-04-11T18:04:11Z |
format | Article |
id | doaj.art-6a5f213db7aa40d89de139bbc2993994 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-04-11T18:04:11Z |
publishDate | 2012-11-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
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 |
work_keys_str_mv | AT khalidaelsayed subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica AT ahmedifoudah subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica AT fathyabehery subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica AT mansoursulaiman subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica AT diaatayoussef subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica AT lamiaaashaala subereamollineaasapotentbreastcancermigrationinvasionandproliferationinhibitorandbioactivedibrominatedalkaloidsfromtheredseaspongepseudoceratinaarabica |