| Autor: |
Pérez-Bonilla M; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Sánchez-Hidalgo M; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., González I; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Oves-Costales D; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Martín J; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Murillo-Alba J; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Tormo JR; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Cho A; Institut Pasteur Korea, 16, Daewangpangyo-ro 712 beon-gil, Bundang-gu, Seongnam-si 13488, Gyeonggi-do, Republic of Korea., Byun SY; Institut Pasteur Korea, 16, Daewangpangyo-ro 712 beon-gil, Bundang-gu, Seongnam-si 13488, Gyeonggi-do, Republic of Korea., No JH; Institut Pasteur Korea, 16, Daewangpangyo-ro 712 beon-gil, Bundang-gu, Seongnam-si 13488, Gyeonggi-do, Republic of Korea., Shum D; Institut Pasteur Korea, 16, Daewangpangyo-ro 712 beon-gil, Bundang-gu, Seongnam-si 13488, Gyeonggi-do, Republic of Korea., Ioset JR; Drugs for Neglected Diseases Initiative, 15 Chemin Camille-Vidart, 1202 Geneva, Switzerland., Genilloud O; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain., Reyes F; Fundación MEDINA, Avda. del Conocimiento 34, 18016 Granada, Spain. |
| Abstrakt: |
Madurastatins are a group of pentapeptides containing an oxazoline moiety, and, in a few cases, an imidazolidinone ring as an additional structural feature. In our search for new potential antiparasitic metabolites from natural sources, we studied the acetone extracts from a culture of Actinomadura sp. CA-135719. The LC/HRMS analysis of this extract identified the presence of the known madurastatins C1 ( 1 ), D1 ( 4 ), and D2 ( 5 ) together with additional members of the family that were identified as the new madurastatins H2 ( 2 ) and 33- epi -D1 ( 3 ) after isolation and spectroscopic analysis. The planar structures of the new compounds were established by HRMS, ESI-qTOF-MS/MS, and 1D and 2D NMR data, and their absolute configuration was proposed using Marfey's and bioinformatic analyses of the biosynthetic gene cluster (BGC). A revision of the absolute configuration of madurastatins D1 and D2 is proposed. Additionally, madurastatins containing imidazolidinone rings are proved to be artifacts originating during acetone extraction of the bacterial cultures. |
