Ulleungdolin, a Polyketide-Peptide Hybrid Bearing a 2,4-Di--methyl-β-d-antiarose from sp. 13F051 Co-cultured with 15S071.

Gwi Ja Hwang, Mina Jang, Sangkeun Son, Gil Soo Kim, Byeongsan Lee, Kyung Taek Heo, Geum Jin Kim, Hyukjae Choi, Jae-Seoun Hur, Jun-Pil Jang, Sung-Kyun Ko, Young-Soo Hong, Jong Seog Ahn, Jae-Hyuk Jang

Journal: Journal of natural products 2024;85(10):2445-2453

PMID: 36197044

Abstract

A new secondary metabolite, ulleungdolin (), was isolated from the co-culture of an actinomycete, sp. 13F051, and a fungus, 15S071. Based on the NMR, UV, and MS data, it was deduced that the planar structure of comprised an isoindolinone (IsoID) with an octanoic acid, a tripeptide, and a sugar. The tripeptide has the unprecedented amino acids norcoronamic acid, 3-hydroxy-glutamine, and 4-hydroxy-phenylglycine and is linked by a C-N bond with IsoID. The absolute configurations were determined by chemical derivatization, extensive spectroscopic methods, and electronic circular dichroism calculations and supported by bioinformatic analyses. Bioactivity evaluation studies indicated that had an antimigration effect on MDA-MB-231 breast cancer cells.

Address: Chemical Biology Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, South Korea.; Department of Biomolecular Science, KRIBB School of Bioscience, University of Science and Technology, Daejeon 34141, South Korea.; New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation, Daegu 41061, South Korea.; Antimicrobial Discovery Center, Department of Biology, Northeastern University, Boston, Massachusetts 02115, United States.; College of Pharmacy and Institute of Cell Culture, Yeungnam University, Gyeongsan 38541, South Korea.; Korean Lichen Research Institute, Sunchon National University, Suncheon 57922, South Korea.

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