Macrolide and phenolic metabolites from the marine-derived fungus Paraconiothyrium sp. VK-13 with anti-inflammatory activity

  • J Antibiot (Tokyo). 2018 Sep;71(9):826-830. doi: 10.1038/s41429-018-0073-8.
Tran Hong Quang  1 ,  Dong Cheol Kim  2  3 ,  Phan Van Kiem  4 ,  Chau Van Minh  1 ,  Nguyen Xuan Nhiem  1 ,  Bui Huu Tai  1 ,  Pham Hai Yen  1 ,  Nguyen Thi Thanh Ngan  5 ,  Hye Jin Kim  2 ,  Hyuncheol Oh  6  7
Affiliations
  • 1. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.
  • 2. College of Pharmacy, Wonkwang University, Iksan, 54538, Republic of Korea.
  • 3. Hanbang Cardio-Renal Syndrome Research Center, Wonkwang University, Iksan, 54538, Republic of Korea.
  • 4. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam. [email protected].
  • 5. Institute of Genome Research, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.
  • 6. College of Pharmacy, Wonkwang University, Iksan, 54538, Republic of Korea. [email protected].
  • 7. Hanbang Cardio-Renal Syndrome Research Center, Wonkwang University, Iksan, 54538, Republic of Korea. [email protected].
PMID: 29946066 DOI: 10.1038/s41429-018-0073-8
Abstract

Five new secondary metabolites, modiolides D-G (1-4) and 1-(2,5-dihydroxyphenyl)-3-methoxy-butan-1-one (8), one new natural product, 1-(2,5-dihydroxyphenyl)-3-hydroxybutan-1-one (7), along with three known compounds, modiolides A (5) and B (6), and 1-(2,5-dihydroxyphenyl)-2-buten-1-one (9) were isolated from a fermentation culture of the marine endophytic fungus Paraconiothyrium sp. VK-13. Their chemical structures were elucidated by the NMR and MS spectroscopic analysis as well as the modified Mosher's method. Compounds 7 and 9 inhibited the overproduction of proinflammatory mediators NO and PGE2 in LPS-stimulated RAW264.7 cells, with IC50 values ranging from 3.9 to 12.5 µM. The inhibitory effects of 7 and 9 on the release of NO and PGE2 were correlated with their significant suppression of iNOS and COX-2 protein expression, respectively. Furthermore, both compounds 7 and 9 inhibited the mRNA expression of proinflammatory cytokines, including TNF-α, IL-1β, IL-6, and IL-12, with IC50 values in a range of 2.4-12.5 µM.

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