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

Tu Cam Le; Sultan Pulat; Jihye Lee; Geum Jin Kim; Haerin Kim; Eun Young Lee; Prima F. Hillman; Hyukjae Choi; Inho Yang; Dong Chan Oh; Hangun Kim; Sang Jip Nam; William Fenical

doi:10.1021/acsomega.1c04520

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

Tu Cam Le, Sultan Pulat, Jihye Lee, Geum Jin Kim, Haerin Kim, Eun Young Lee, Prima F. Hillman, Hyukjae Choi, Inho Yang, Dong Chan Oh, Hangun Kim, Sang Jip Nam, William Fenical

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

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.

Original language	English
Pages (from-to)	1722-1732
Number of pages	11
Journal	ACS Omega
Volume	7
Issue number	2
DOIs	https://doi.org/10.1021/acsomega.1c04520
State	Published - 18 Jan 2022

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© 2022 The Authors. Published by American Chemical Society.

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Le, T. C., Pulat, S., Lee, J., Kim, G. J., Kim, H., Lee, E. Y., Hillman, P. F., Choi, H., Yang, I., Oh, D. C., Kim, H., Nam, S. J., & Fenical, W. (2022). Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression. ACS Omega, 7(2), 1722-1732. https://doi.org/10.1021/acsomega.1c04520

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title = "Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression",

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.",

author = "Le, {Tu Cam} and Sultan Pulat and Jihye Lee and Kim, {Geum Jin} and Haerin Kim and Lee, {Eun Young} and Hillman, {Prima F.} and Hyukjae Choi and Inho Yang and Oh, {Dong Chan} and Hangun Kim and Nam, {Sang Jip} and William Fenical",

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T1 - Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

AU - Le, Tu Cam

AU - Pulat, Sultan

AU - Lee, Jihye

AU - Kim, Geum Jin

AU - Kim, Haerin

AU - Lee, Eun Young

AU - Hillman, Prima F.

AU - Choi, Hyukjae

AU - Yang, Inho

AU - Oh, Dong Chan

AU - Kim, Hangun

AU - Nam, Sang Jip

AU - Fenical, William

PY - 2022/1/18

Y1 - 2022/1/18

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

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