Marine Depsipeptide Nobilamide I Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

  • ACS Omega. 2022 Jan 3;7(2):1722-1732. doi: 10.1021/acsomega.1c04520.
Tu Cam Le  1 ,  Sultan Pulat  2 ,  Jihye Lee  3 ,  Geum Jin Kim  4 ,  Haerin Kim  5 ,  Eun-Young Lee  3 ,  Prima F Hillman  3 ,  Hyukjae Choi  4 ,  Inho Yang  6 ,  Dong-Chan Oh  7 ,  Hangun Kim  2 ,  Sang-Jip Nam  3 ,  William Fenical  8
Affiliations
  • 1. College of Pharmacy, Hong Bang International University, Hoa Binh, Hoa Thanh Ward, Tan Phu District, Ho Chi Minh City72006, Vietnam.
  • 2. College of Pharmacy, Sunchon National University, 255 Jungang-ro, Sunchon-si, Jeonnam57922, Republic of Korea.
  • 3. Department of Chemistry and Nanoscience, Ewha Womans University, 52, Ewhayeodae-gil, Seodaemun-gu, Seoul03760, Republic of Korea.
  • 4. College of Pharmacy, Yeungnam University, 280, Daehak-ro, Gyeongsan-si, Gyeongsangbukdo38541, Republic of Korea.
  • 5. The Graduate School of Industrial Pharmaceutical Sciences, Ewha Womans University, 52, Ewhayeodae-gil, Seodaemun-gu, Seoul03760, Republic of Korea.
  • 6. Department of Convergence Study on the Ocean Science and Technology, Korea Maritime and Ocean University, 727, Taejong-ro, Yeongdo-gu, Busan49112, Republic of Korea.
  • 7. Natural Products Research Institute College of Pharmacy, Seoul National University, 1, Gwanak-ro, Gwanak-gu, Seoul08826, Republic of Korea.
  • 8. Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, California92093-0204, United States.
PMID: 35071867 DOI: 10.1021/acsomega.1c04520
Abstract

A cyclic depsipeptide, nobilamide I (1), along with the known peptide A-3302-B/TL-119 (2), was isolated from the saline cultivation of the marine-derived bacterium Saccharomonospora sp., strain CNQ-490. The planar structure of 1 was elucidated by interpretation of 1D and 2D NMR and MS spectroscopic data. The absolute configurations of the Amino acids in 1 were assigned by using the C3 Marfey's analysis and comparing them with those of 2 based on their biosynthetic pathways. Nobilamide I (1) decreased cell motility by inhibiting epithelial-mesenchymal transition markers in A549 (lung Cancer), AGS (gastric Cancer), and Caco2 (colorectal Cancer) cell lines. In addition, 1 modulated the expression of the matrix metalloproteinase (MMP) family (MMP2 and MMP9) in the three cell lines.

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