Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18

Four new ansamycins, named divergolides T&#8211;W (<b>1</b>&#8211;<b>4</b>), along with two known analogs were isolated from the fermentation broth of the mangrove-derived actinomycete <i>Streptomyces</i> sp. KFD18. The structures of the compounds, includi...

Full description

Bibliographic Details
Main Authors: Li-Man Zhou, Fan-Dong Kong, Qing-Yi Xie, Qing-Yun Ma, Zhong Hu, You-Xing Zhao, Du-Qiang Luo
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/17/4/219
_version_ 1811277964461998080
author Li-Man Zhou
Fan-Dong Kong
Qing-Yi Xie
Qing-Yun Ma
Zhong Hu
You-Xing Zhao
Du-Qiang Luo
author_facet Li-Man Zhou
Fan-Dong Kong
Qing-Yi Xie
Qing-Yun Ma
Zhong Hu
You-Xing Zhao
Du-Qiang Luo
author_sort Li-Man Zhou
collection DOAJ
description Four new ansamycins, named divergolides T&#8211;W (<b>1</b>&#8211;<b>4</b>), along with two known analogs were isolated from the fermentation broth of the mangrove-derived actinomycete <i>Streptomyces</i> sp. KFD18. The structures of the compounds, including the absolute configurations of their stereogenic carbons, were determined by spectroscopic data and single-crystal X-ray diffraction analysis. Compounds <b>1</b>&#8211;<b>4</b> showed cytotoxic activity against the human gastric cancer cell line SGC-7901, the human leukemic cell line K562, the HeLa cell line, and the human lung carcinoma cell line A549, with <b>1</b> being the most active while compounds <b>5</b> and <b>6</b> were inactive against all the tested cell lines. Compounds <b>1</b> and <b>3</b> showed very potent and specific cytotoxic activities (IC<sub>50</sub> 2.8 and 4.7 &#181;M, respectively) against the SGC-7901 cells. Further, the apoptosis-inducing effect of <b>1</b> and <b>3</b> against SGC-7901 cells was demonstrated by two kinds of staining methods for the first time.
first_indexed 2024-04-13T00:26:13Z
format Article
id doaj.art-eeb404d1dac940af81b96516c328c84c
institution Directory Open Access Journal
issn 1660-3397
language English
last_indexed 2024-04-13T00:26:13Z
publishDate 2019-04-01
publisher MDPI AG
record_format Article
series Marine Drugs
spelling doaj.art-eeb404d1dac940af81b96516c328c84c2022-12-22T03:10:37ZengMDPI AGMarine Drugs1660-33972019-04-0117421910.3390/md17040219md17040219Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18Li-Man Zhou0Fan-Dong Kong1Qing-Yi Xie2Qing-Yun Ma3Zhong Hu4You-Xing Zhao5Du-Qiang Luo6College of Life Science, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, ChinaHainan Key Laboratory for Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaHainan Key Laboratory for Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaHainan Key Laboratory for Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaGuangdong Provincial Key Laboratory of Marine Biotechnology, Department of Biology, Shantou University, Shantou 515063, ChinaHainan Key Laboratory for Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaCollege of Life Science, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, ChinaFour new ansamycins, named divergolides T&#8211;W (<b>1</b>&#8211;<b>4</b>), along with two known analogs were isolated from the fermentation broth of the mangrove-derived actinomycete <i>Streptomyces</i> sp. KFD18. The structures of the compounds, including the absolute configurations of their stereogenic carbons, were determined by spectroscopic data and single-crystal X-ray diffraction analysis. Compounds <b>1</b>&#8211;<b>4</b> showed cytotoxic activity against the human gastric cancer cell line SGC-7901, the human leukemic cell line K562, the HeLa cell line, and the human lung carcinoma cell line A549, with <b>1</b> being the most active while compounds <b>5</b> and <b>6</b> were inactive against all the tested cell lines. Compounds <b>1</b> and <b>3</b> showed very potent and specific cytotoxic activities (IC<sub>50</sub> 2.8 and 4.7 &#181;M, respectively) against the SGC-7901 cells. Further, the apoptosis-inducing effect of <b>1</b> and <b>3</b> against SGC-7901 cells was demonstrated by two kinds of staining methods for the first time.https://www.mdpi.com/1660-3397/17/4/219mangrove-derived actinomyceteansamycinsdivergolidesapoptosis-inducing activity
spellingShingle Li-Man Zhou
Fan-Dong Kong
Qing-Yi Xie
Qing-Yun Ma
Zhong Hu
You-Xing Zhao
Du-Qiang Luo
Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
Marine Drugs
mangrove-derived actinomycete
ansamycins
divergolides
apoptosis-inducing activity
title Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
title_full Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
title_fullStr Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
title_full_unstemmed Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
title_short Divergolides T–W with Apoptosis-Inducing Activity from the Mangrove-Derived Actinomycete <i>Streptomyces</i> sp. KFD18
title_sort divergolides t w with apoptosis inducing activity from the mangrove derived actinomycete i streptomyces i sp kfd18
topic mangrove-derived actinomycete
ansamycins
divergolides
apoptosis-inducing activity
url https://www.mdpi.com/1660-3397/17/4/219
work_keys_str_mv AT limanzhou divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT fandongkong divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT qingyixie divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT qingyunma divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT zhonghu divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT youxingzhao divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18
AT duqiangluo divergolidestwwithapoptosisinducingactivityfromthemangrovederivedactinomyceteistreptomycesispkfd18