Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci

Two new α-pyrone derivatives, violapyrones H (1) and I (2), along with known violapyrones B (3) and C (4) were isolated from the fermentation broth of a marine actinomycete Streptomyces sp. The strain was derived from a crown-of-thorns starfish, Acanthaster planci, collected from Chuuk, Federated St...

Full description

Bibliographic Details
Main Authors: Hee Jae Shin, Hwa-Sun Lee, Jong Seok Lee, Junho Shin, Min Ah Lee, Hyi-Seung Lee, Yeon-Ju Lee, Jieun Yun, Jong Soon Kang
Format: Article
Language:English
Published: MDPI AG 2014-05-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/12/6/3283
_version_ 1828358523574026240
author Hee Jae Shin
Hwa-Sun Lee
Jong Seok Lee
Junho Shin
Min Ah Lee
Hyi-Seung Lee
Yeon-Ju Lee
Jieun Yun
Jong Soon Kang
author_facet Hee Jae Shin
Hwa-Sun Lee
Jong Seok Lee
Junho Shin
Min Ah Lee
Hyi-Seung Lee
Yeon-Ju Lee
Jieun Yun
Jong Soon Kang
author_sort Hee Jae Shin
collection DOAJ
description Two new α-pyrone derivatives, violapyrones H (1) and I (2), along with known violapyrones B (3) and C (4) were isolated from the fermentation broth of a marine actinomycete Streptomyces sp. The strain was derived from a crown-of-thorns starfish, Acanthaster planci, collected from Chuuk, Federated States of Micronesia. The structures of violapyrones were elucidated by the analysis of 1D and 2D NMR and HR-ESIMS data. Violapyrones (1–4) exhibited cytotoxicity against 10 human cancer cell lines with GI50 values of 1.10–26.12 μg/mL when tested using sulforhodamine B (SRB) assay. This is the first report on the cytotoxicity of violapyrones against cancer cell lines and the absolute configuration of violapyrone C.
first_indexed 2024-04-14T03:31:08Z
format Article
id doaj.art-99792cba7ac84d309c13707fb1f3df88
institution Directory Open Access Journal
issn 1660-3397
language English
last_indexed 2024-04-14T03:31:08Z
publishDate 2014-05-01
publisher MDPI AG
record_format Article
series Marine Drugs
spelling doaj.art-99792cba7ac84d309c13707fb1f3df882022-12-22T02:14:58ZengMDPI AGMarine Drugs1660-33972014-05-011263283329110.3390/md12063283md12063283Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planciHee Jae Shin0Hwa-Sun Lee1Jong Seok Lee2Junho Shin3Min Ah Lee4Hyi-Seung Lee5Yeon-Ju Lee6Jieun Yun7Jong Soon Kang8Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, KoreaBio-Evaluation Center, Korea Research Institute of Bioscience and Biotechnology, 30 Yeongudanjiro, Cheongwon 323-883, KoreaBio-Evaluation Center, Korea Research Institute of Bioscience and Biotechnology, 30 Yeongudanjiro, Cheongwon 323-883, KoreaTwo new α-pyrone derivatives, violapyrones H (1) and I (2), along with known violapyrones B (3) and C (4) were isolated from the fermentation broth of a marine actinomycete Streptomyces sp. The strain was derived from a crown-of-thorns starfish, Acanthaster planci, collected from Chuuk, Federated States of Micronesia. The structures of violapyrones were elucidated by the analysis of 1D and 2D NMR and HR-ESIMS data. Violapyrones (1–4) exhibited cytotoxicity against 10 human cancer cell lines with GI50 values of 1.10–26.12 μg/mL when tested using sulforhodamine B (SRB) assay. This is the first report on the cytotoxicity of violapyrones against cancer cell lines and the absolute configuration of violapyrone C.http://www.mdpi.com/1660-3397/12/6/3283Streptomyces sp.violapyronesanti-cancer activityα-pyronesstarfish
spellingShingle Hee Jae Shin
Hwa-Sun Lee
Jong Seok Lee
Junho Shin
Min Ah Lee
Hyi-Seung Lee
Yeon-Ju Lee
Jieun Yun
Jong Soon Kang
Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
Marine Drugs
Streptomyces sp.
violapyrones
anti-cancer activity
α-pyrones
starfish
title Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
title_full Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
title_fullStr Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
title_full_unstemmed Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
title_short Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci
title_sort violapyrones h and i new cytotoxic compounds isolated from streptomyces sp associated with the marine starfish acanthaster planci
topic Streptomyces sp.
violapyrones
anti-cancer activity
α-pyrones
starfish
url http://www.mdpi.com/1660-3397/12/6/3283
work_keys_str_mv AT heejaeshin violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT hwasunlee violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT jongseoklee violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT junhoshin violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT minahlee violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT hyiseunglee violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT yeonjulee violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT jieunyun violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci
AT jongsoonkang violapyroneshandinewcytotoxiccompoundsisolatedfromstreptomycesspassociatedwiththemarinestarfishacanthasterplanci