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Tytuł:
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Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp.
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Autorzy:
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Moon K; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.; College of Pharmacy, Chonnam National University, Gwangju 61186, Republic of Korea.
Cui J; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Kim E; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Riandi ES; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Park SH; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Byun WS; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Kal Y; Department of Chemistry, Dongguk University, Seoul 04620, Republic of Korea.
Park JY; Department of Chemistry, Dongguk University, Seoul 04620, Republic of Korea.
Hwang S; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Shin D; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Sun J; Department of Agricultural Biotechnology, College of Agriculture & Life Sciences, Seoul National University, Seoul 08826, Republic of Korea.
Oh KB; Department of Agricultural Biotechnology, College of Agriculture & Life Sciences, Seoul National University, Seoul 08826, Republic of Korea.
Cha S; Department of Chemistry, Dongguk University, Seoul 04620, Republic of Korea.
Shin J; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Lee SK; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Yoon YJ; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
Oh DC; Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
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Źródło:
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Organic letters [Org Lett] 2020 Jul 17; Vol. 22 (14), pp. 5358-5362. Date of Electronic Publication: 2020 Jul 06.
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Typ publikacji:
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Journal Article; Research Support, Non-U.S. Gov't
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Język:
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English
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Imprint Name(s):
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Original Publication: Washington, DC : American Chemical Society, c1999-
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MeSH Terms:
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Antineoplastic Agents/*chemistry
Antineoplastic Agents/*metabolism
Macrolides/*chemistry
Macrolides/*metabolism
Streptomyces/*metabolism
Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Humans ; Macrolides/pharmacology
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Substance Nomenclature:
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0 (Antineoplastic Agents)
0 (Macrolides)
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Entry Date(s):
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Date Created: 20200707 Date Completed: 20210702 Latest Revision: 20210702
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Update Code:
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20240105
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DOI:
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10.1021/acs.orglett.0c01249
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PMID:
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32628027
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Pulvomycins B-D ( 1 - 3 ) were discovered from an estuarine Streptomyces strain along with the known pulvomycin ( 4 ). The 22-membered macrocyclic lactone structures of 1 - 3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher's method, and Kishi's bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans -acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.