Glycosylated piericidins from an endophytic streptomyces with cytotoxicity and antimicrobial activity

Two new glycosylated piericidins, glucopiericidinol A 3 ( 1 ) and 7-demethyl-glucopiericidin A ( 2 ), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxici...

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Published inJournal of antibiotics Vol. 71; no. 7; pp. 672 - 676
Main Authors Shang, Ning-Ning, Zhang, Zhouxin, Huang, Jian-Ping, Wang, Li, Luo, Jianying, Yang, Jing, Peng, Teng, Yan, Yijun, Ma, Ya-Tuan, Huang, Sheng-Xiong
Format Journal Article
LanguageEnglish
Published London Nature Publishing Group UK 01.07.2018
Springer Nature
Nature Publishing Group
Subjects
631/326/22/1290
639/638/309/2144
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Antibiotics, Antineoplastic - isolation & purification
Antibiotics, Antineoplastic - pharmacology
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Antimicrobial agents
Bacteriology
Biomedical and Life Sciences
Bioorganic Chemistry
Biotechnology & Applied Microbiology
Brief Communication
Cell Line, Tumor
Cytotoxicity
Endophytes - chemistry
Fermentation
Humans
Immunology
Life Sciences
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
Medicinal Chemistry
Microbial Sensitivity Tests
Microbiology
Organic Chemistry
Penicillium - drug effects
Pharmacology & Pharmacy
Science & Technology
Streptomyces - chemistry
Xanthomonas - drug effects
ANTIBIOTICS
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Abstract Two new glycosylated piericidins, glucopiericidinol A 3 ( 1 ) and 7-demethyl-glucopiericidin A ( 2 ), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxicity on HL-60, SMMC-772, A-549, MCF-7, and SW480 cell lines, as well as antimicrobial activities was evaluated. The results showed that glucopiericidin A ( 4 ) has potent cytotoxicity against HL-60, SMMC-772, A-549, and MCF-7 cell lines with IC 50 values of 0.34, 0.65, 0.60, and 0.50 μ m , respectively. For the antimicrobial activity, piericidin A ( 6 ) showed most powerful inhibitory activities against Xanthomonas oryzae pv . oryzicola , and Penicillium decumbens .
AbstractList Two new glycosylated piericidins, glucopiericidinol A (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxicity on HL-60, SMMC-772, A-549, MCF-7, and SW480 cell lines, as well as antimicrobial activities was evaluated. The results showed that glucopiericidin A (4) has potent cytotoxicity against HL-60, SMMC-772, A-549, and MCF-7 cell lines with IC values of 0.34, 0.65, 0.60, and 0.50 μM, respectively. For the antimicrobial activity, piericidin A (6) showed most powerful inhibitory activities against Xanthomonas oryzae pv. oryzicola, and Penicillium decumbens.
Two new glycosylated piericidins, glucopiericidinol A3 (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxicity on HL-60, SMMC-772, A-549, MCF-7, and SW480 cell lines, as well as antimicrobial activities was evaluated. The results showed that glucopiericidin A (4) has potent cytotoxicity against HL-60, SMMC-772, A-549, and MCF-7 cell lines with IC50 values of 0.34, 0.65, 0.60, and 0.50 μM, respectively. For the antimicrobial activity, piericidin A (6) showed most powerful inhibitory activities against Xanthomonas oryzae pv. oryzicola, and Penicillium decumbens.
Two new glycosylated piericidins, glucopiericidinol A(3) (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxicity on HL-60, SMMC-772, A-549, MCF-7, and SW480 cell lines, as well as antimicrobial activities was evaluated. The results showed that glucopiericidin A (4) has potent cytotoxicity against HL-60, SMMC-772, A-549, and MCF-7 cell lines with IC50 values of 0.34, 0.65, 0.60, and 0.50 mu M, respectively. For the antimicrobial activity, piericidin A (6) showed most powerful inhibitory activities against Xanthomonas oryzae pv. oryzicola, and Penicillium decumbens.
Two new glycosylated piericidins, glucopiericidinol A 3 ( 1 ) and 7-demethyl-glucopiericidin A ( 2 ), along with four known analogs were isolated from the culture broth of Streptomyces sp. KIB-H1083. The chemical structures of new compounds were elucidated by spectroscopic analyses. Their cytotoxicity on HL-60, SMMC-772, A-549, MCF-7, and SW480 cell lines, as well as antimicrobial activities was evaluated. The results showed that glucopiericidin A ( 4 ) has potent cytotoxicity against HL-60, SMMC-772, A-549, and MCF-7 cell lines with IC 50 values of 0.34, 0.65, 0.60, and 0.50 μ m , respectively. For the antimicrobial activity, piericidin A ( 6 ) showed most powerful inhibitory activities against Xanthomonas oryzae pv . oryzicola , and Penicillium decumbens .
Author Zhang, Zhouxin
Luo, Jianying
Ma, Ya-Tuan
Wang, Li
Yan, Yijun
Yang, Jing
Peng, Teng
Shang, Ning-Ning
Huang, Jian-Ping
Huang, Sheng-Xiong
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– sequence: 8
  givenname: Yijun
  surname: Yan
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  givenname: Sheng-Xiong
  surname: Huang
  fullname: Huang, Sheng-Xiong
  email: sxhuang@mail.kib.ac.cn
  organization: State Key Laboratory of Phytochemistry and Plant Resources in West China, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences
BackLink https://www.ncbi.nlm.nih.gov/pubmed/29651143$$D View this record in MEDLINE/PubMed
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PublicationSubtitle Official journal of the Society for Actinomycetes, Japan
PublicationTitle Journal of antibiotics
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Snippet Two new glycosylated piericidins, glucopiericidinol A 3 ( 1 ) and 7-demethyl-glucopiericidin A ( 2 ), along with four known analogs were isolated from the...
Two new glycosylated piericidins, glucopiericidinol A(3) (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture...
Two new glycosylated piericidins, glucopiericidinol A (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture...
Two new glycosylated piericidins, glucopiericidinol A3 (1) and 7-demethyl-glucopiericidin A (2), along with four known analogs were isolated from the culture...
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SubjectTerms 631/326/22/1290
639/638/309/2144
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Antibiotics, Antineoplastic - isolation & purification
Antibiotics, Antineoplastic - pharmacology
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Antimicrobial agents
Bacteriology
Biomedical and Life Sciences
Bioorganic Chemistry
Biotechnology & Applied Microbiology
Brief Communication
Cell Line, Tumor
Cytotoxicity
Endophytes - chemistry
Fermentation
Humans
Immunology
Life Sciences
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
Medicinal Chemistry
Microbial Sensitivity Tests
Microbiology
Organic Chemistry
Penicillium - drug effects
Pharmacology & Pharmacy
Science & Technology
Streptomyces - chemistry
Xanthomonas - drug effects
Title Glycosylated piericidins from an endophytic streptomyces with cytotoxicity and antimicrobial activity
URI https://link.springer.com/article/10.1038/s41429-018-0051-1
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