Accraspiroketides A-B, Phenylnaphthacenoid-Derived Polyketides with Unprecedented [6+6+6+6]+[5+5] Spiro-Architecture

Fleurdeliz Maglangit; Shan Wang; Arvin Moser; Kwaku Kyeremeh; Laurent Trembleau; Yongjun Zhou; David James Clark; Jioji Tabudravu; Hai Deng

doi:10.1021/acs.jnatprod.3c01012

Accraspiroketides A-B, Phenylnaphthacenoid-Derived Polyketides with Unprecedented [6+6+6+6]+[5+5] Spiro-Architecture

Fleurdeliz Maglangit^* (Corresponding Author)
, Shan Wang
, Arvin Moser^* (Corresponding Author)
, Kwaku Kyeremeh
, Laurent Trembleau
, Yongjun Zhou
, David James Clark
, Jioji Tabudravu^*
, Hai Deng^*

^*Corresponding author for this work

University of the Philippines
Shandong University
University of Ghana
Renji Hospital
University of Edinburgh
University of Central Lancashire

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

Two novel polyketides, accraspiroketides A (1) and B (2), which feature unprecedented [6 + 6+6 + 6] + [5 + 5] spiro chemical architectures, were isolated from Streptomyces sp. MA37 ΔaccJ mutant strain. Compounds 1-2 exhibit excellent activity against Gram-positive bacteria (MIC = 1.5-6.3 μg/mL). Notably, 1 and 2 have superior activity against clinically isolated Enterococcus faecium K60-39 (MIC = 4.0 μg/mL and 4.7 μg/mL, respectively) than ampicillin (MIC = 25 μg/mL).

Original language	English
Pages (from-to)	831-836
Number of pages	6
Journal	Journal of Natural Products
Volume	87
Issue number	4
Early online date	29 Mar 2024
DOIs	https://doi.org/10.1021/acs.jnatprod.3c01012
Publication status	Published - 26 Apr 2024

Funding

F.M. is thankful to the Department of Science and Technology (DOST) - National Research Council of the Philippines (NRCP), DOST-Collaborative Research and Development to Leverage Philippine Economy (CRADLE) (Project no. 8647), and Department of Agriculture – Bureau of Agricultural Research. S.W. thanks Qilu Youth Scholar Startup Funding of Shangdong University. H.D. and K.K. are grateful to Leverhulme Trust-Royal Society Africa award (AA090088) and the UK Medical Research Council–UK Department for International Development (MRC/DFID) Concordat Agreement African Research Leaders Award (MR/S00520X/1). H. D. and Y. Z are grateful to the National Natural Science Foundation of China (31929001).

Funders	Funder number
National Research Council of the Philippines	8647
Shandong University	Scholar Startup Funding
The Leverhulme Trust	AA090088
Medical Research Council	MR/S00520X/1
National Natural Science Foundation of China	31929001

Keywords

Bacteria
Carbon
Chemical structure
Chlorine
Metabolism

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10.1021/acs.jnatprod.3c01012Licence: Unspecified

Cite this

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title = "Accraspiroketides A-B, Phenylnaphthacenoid-Derived Polyketides with Unprecedented [6+6+6+6]+[5+5] Spiro-Architecture",

abstract = "Two novel polyketides, accraspiroketides A (1) and B (2), which feature unprecedented [6 + 6+6 + 6] + [5 + 5] spiro chemical architectures, were isolated from Streptomyces sp. MA37 ΔaccJ mutant strain. Compounds 1-2 exhibit excellent activity against Gram-positive bacteria (MIC = 1.5-6.3 μg/mL). Notably, 1 and 2 have superior activity against clinically isolated Enterococcus faecium K60-39 (MIC = 4.0 μg/mL and 4.7 μg/mL, respectively) than ampicillin (MIC = 25 μg/mL).",

keywords = "Bacteria, Carbon, Chemical structure, Chlorine, Metabolism",

author = "Fleurdeliz Maglangit and Shan Wang and Arvin Moser and Kwaku Kyeremeh and Laurent Trembleau and Yongjun Zhou and Clark, \{David James\} and Jioji Tabudravu and Hai Deng",

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doi = "10.1021/acs.jnatprod.3c01012",

language = "English",

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AU - Maglangit, Fleurdeliz

AU - Wang, Shan

AU - Moser, Arvin

AU - Kyeremeh, Kwaku

AU - Trembleau, Laurent

AU - Zhou, Yongjun

AU - Clark, David James

AU - Tabudravu, Jioji

AU - Deng, Hai

PY - 2024/4/26

Y1 - 2024/4/26

N2 - Two novel polyketides, accraspiroketides A (1) and B (2), which feature unprecedented [6 + 6+6 + 6] + [5 + 5] spiro chemical architectures, were isolated from Streptomyces sp. MA37 ΔaccJ mutant strain. Compounds 1-2 exhibit excellent activity against Gram-positive bacteria (MIC = 1.5-6.3 μg/mL). Notably, 1 and 2 have superior activity against clinically isolated Enterococcus faecium K60-39 (MIC = 4.0 μg/mL and 4.7 μg/mL, respectively) than ampicillin (MIC = 25 μg/mL).

AB - Two novel polyketides, accraspiroketides A (1) and B (2), which feature unprecedented [6 + 6+6 + 6] + [5 + 5] spiro chemical architectures, were isolated from Streptomyces sp. MA37 ΔaccJ mutant strain. Compounds 1-2 exhibit excellent activity against Gram-positive bacteria (MIC = 1.5-6.3 μg/mL). Notably, 1 and 2 have superior activity against clinically isolated Enterococcus faecium K60-39 (MIC = 4.0 μg/mL and 4.7 μg/mL, respectively) than ampicillin (MIC = 25 μg/mL).

KW - Bacteria

KW - Carbon

KW - Chemical structure

KW - Chlorine

KW - Metabolism

UR - https://www.scopus.com/pages/publications/85189241963

UR - https://clok.uclan.ac.uk/51080/

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DO - 10.1021/acs.jnatprod.3c01012

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SN - 0163-3864

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EP - 836

JO - Journal of Natural Products

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ER -

Accraspiroketides A-B, Phenylnaphthacenoid-Derived Polyketides with Unprecedented [6+6+6+6]+[5+5] Spiro-Architecture

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Keywords

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