TY - JOUR
T1 - Wakodecalines A and B, new decaline metabolites isolated from a fungus Pyrenochaetopsis sp. RK10-F058
AU - Nogawa, Toshihiko
AU - Kato, Naoki
AU - Shimizu, Takeshi
AU - Okano, Akiko
AU - Futamura, Yushi
AU - Takahashi, Shunji
AU - Osada, Hiroyuki
N1 - Funding Information:
We thank Dr T Nakamura at RIKEN for the HRESITOFMS measurements; Ms H Aono, Ms M Tanaka, Dr J Otaka and Mr K Yamamoto at RIKEN for performing the activity tests; and Dr M Ueki, Ms N Morita and Mr T Abukawa at RIKEN for maintaining the RIKEN broth library. The computer calculation using the Gaussian 09 was performed using the HOKUSAI GreatWave at RIKEN. This work was supported in part by the JSPS KAKENHI, a grant-in-aid from the Research Program on Hepatitis from the Japan Agency for Medical Research and Development (AMED), and the Science and Technology Research Promotion Program for Agriculture, Forestry, Fisheries, and Food Industry.
Publisher Copyright:
© 2018 Japan Antibiotics Research Association All rights reserved.
PY - 2018/1/1
Y1 - 2018/1/1
N2 - Two new decaline metabolites, wakodecalines A and B, were isolated from a fungus, Pyrenochaetopsis sp. RK10-F058, by screening for structurally unique metabolites using LC/MS analysis. Their structures were determined on the basis of NMR and mass spectrometric measurements. The absolute structures were confirmed by a combination of chemical methods including chemical degradation, a modified Mosher's method and Marfey's method, and comparison of the experimental electronic CD (ECD) spectrum with calculated one. Both compounds had a cyclopentanone-fused decaline skeleton and an N-methylated amino acid moiety derived from a serine. They showed moderate antimalarial activity against the Plasmodium falciparum 3D7 strain.
AB - Two new decaline metabolites, wakodecalines A and B, were isolated from a fungus, Pyrenochaetopsis sp. RK10-F058, by screening for structurally unique metabolites using LC/MS analysis. Their structures were determined on the basis of NMR and mass spectrometric measurements. The absolute structures were confirmed by a combination of chemical methods including chemical degradation, a modified Mosher's method and Marfey's method, and comparison of the experimental electronic CD (ECD) spectrum with calculated one. Both compounds had a cyclopentanone-fused decaline skeleton and an N-methylated amino acid moiety derived from a serine. They showed moderate antimalarial activity against the Plasmodium falciparum 3D7 strain.
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U2 - 10.1038/ja.2017.103
DO - 10.1038/ja.2017.103
M3 - Article
AN - SCOPUS:85040251638
SN - 0021-8820
VL - 71
SP - 123
EP - 128
JO - Journal of Antibiotics
JF - Journal of Antibiotics
IS - 1
ER -